delta9-Tetrahydrocannabinol (CED0002609)

Record Information

Version

1.0

Creation Date

2009-07-21 20:26:58 UTC

Update Date

2026-05-14 16:39:47 UTC

SynCED ID

CED0002609

Secondary Accession Numbers

CHEM002203
T3D2801

Identification

Common Name

delta9-Tetrahydrocannabinol

Class

Small Molecule

Description

delta9-Tetrahydrocannabinol is an exogenous organic compound with the formula C21H30O2 and an average molecular weight of 314.46 g/mol. It exists as a solid at room temperature. delta9-Tetrahydrocannabinol belongs to the 1-benzopyrans, a subclass of benzopyrans within the organic compounds. The compound is identified across 32 recorded sources, including healthcare, pharmaceuticals, and veterinary products such as antiemetics and antinauseants. Other sources include food, food processing, and cookware—specifically food preservation, the preparation of vinegar, processing fish, and fermentation processes for beer—as well as building and construction materials like tents or canopies. It is also found in household cleaning and consumer products, including perfumes within detergents and soaps, ash trays, and cigar cigarettes, and in electrical and electronic equipment, such as amplifiers, antennas, and electric hearing aids. Recorded exposure routes for the compound are oral and buccal. The compound interacts with three recorded protein targets: Cannabinoid receptor 1 (CNR1), Cannabinoid receptor 2 (CNR2), and G-protein coupled receptor 55 (GPR55). Regarding the mechanism of action for dronabinol, a synthetic form of delta-9-THC, it is not completely understood, though it is thought that cannabinoid receptors in neural tissues may mediate its effects. Animal studies involving other cannabinoids suggest that the antiemetic effects of dronabinol may result from the inhibition of the vomiting control mechanism located in the medulla oblongata.

Contaminant Type

Analgesic
Analgesic, Non-Narcotic
Antiemetic
Cannabinoid Receptor Agonist
Drug
Ether
Hallucinogen
Metabolite
Natural Compound
Organic Compound
Plant Toxin
Psychotropic Drug

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(-)-delta9-trans-Tetrahydrocannabinol	ChEBI
1-trans-delta-9-Tetrahydrocannabinol	ChEBI
3-Pentyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro-6H-dibenzo(b,D)pyran-1-ol	ChEBI
6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol	ChEBI
Delta(1)-Tetrahydrocannabinol	ChEBI
delta9-Tetrahydrocannabinol	ChEBI
Delta(9)-THC	ChEBI
Dronabinol	ChEBI
Dronabinolum	ChEBI
Syndros	ChEBI
THC	Kegg
Marinol	Kegg
(-)-Δ9-trans-tetrahydrocannabinol	Generator
1-trans-Δ-9-tetrahydrocannabinol	Generator
Δ(1)-tetrahydrocannabinol	Generator
Δ9-tetrahydrocannabinol	Generator
Δ(9)-THC	Generator
DELTA-9-THC	HMDB
DELTA-9-TETRAHYDROCANNABINOL	HMDB
Δ-9-THC	HMDB
Δ-9-tetrahydrocannabinol	HMDB
Tetrahydrocannabinol, (6a-trans)-isomer	HMDB
9-Ene-tetrahydrocannabinol	HMDB
Tetrahydrocannabinol, (6ar-cis)-isomer	HMDB
Tetrahydrocannabinol, (6as-cis)-isomer	HMDB
Tetrahydrocannabinol, trans isomer	HMDB
delta(9)-Tetrahydrocannabinol	HMDB
delta(1)-THC	HMDB
9 Ene tetrahydrocannabinol	HMDB
Solvay brand OF tetrahydrocannabinol	HMDB
Tetrahydrocannabinol, trans-(+-)-isomer	HMDB
Tetrahydrocannabinol, trans-isomer	HMDB
delta 1-Tetrahydrocannabinol	HMDB
(-)- delta 9-Tetrahydrocannabinol	HMDB
(-)-delta 1-Tetrahydrocannabinol	HMDB
(-)-delta 9-THC	HMDB
(-)-delta 9-trans-Tetrahydrocannabinol	HMDB
(-)-trans-delta 1-Tetrahydrocannabinol	HMDB
(-)-trans-delta 9-Tetrahydrocannabinol	HMDB
(-)-trans-delta 9-THC	HMDB
(L)-delta 1-Tetrahydrocannabinol	HMDB
1-trans-delta 9-Tetrahydrocannabinol	HMDB
14C-delta 1-Tetrahydrocannabinol	HMDB
delta 1-THC	HMDB
delta 9-Tetrahydrocannabinol	HMDB
delta 9-THC	HMDB
delta 9-trans-Tetrahydrocannabinol	HMDB
Exocyclic delta (9)(11)-tetrahydrocannabiol	HMDB
L-delta 1-trans-Tetrahydrocannabinol	HMDB
L-trans-delta 9-Tetrahydrocannabinol	HMDB
Primolut	HMDB
trans-delta (-)-9-Tetrahydrocannabinol	HMDB
trans-delta 9-Tetrahydrocannabinol	HMDB
Tetrahydrocannabinol	ChEBI
(-)-3,4-trans-delta1-Tetrahydrocannabinol	PhytoBank
(-)-3,4-trans-Δ1-Tetrahydrocannabinol	PhytoBank
(-)-delta1-Tetrahydrocannabinol	PhytoBank
(-)-delta9-THC	PhytoBank
(-)-delta9-Tetrahydrocannabinol	PhytoBank
(-)-trans-delta1-Tetrahydrocannabinol	PhytoBank
(-)-trans-delta9-THC	PhytoBank
(-)-trans-delta9-Tetrahydrocannabinol	PhytoBank
(-)-trans-Δ1-Tetrahydrocannabinol	PhytoBank
(-)-trans-Δ9-THC	PhytoBank
(-)-trans-Δ9-Tetrahydrocannabinol	PhytoBank
(-)-Δ1-Tetrahydrocannabinol	PhytoBank
(-)-Δ9-THC	PhytoBank
(-)-Δ9-Tetrahydrocannabinol	PhytoBank
(l)-delta1-Tetrahydrocannabinol	PhytoBank
(l)-Δ1-Tetrahydrocannabinol	PhytoBank
delta1-THC	PhytoBank
delta1-Tetrahydrocannabinol	PhytoBank
delta9-THC	PhytoBank
delta9-trans-Tetrahydrocannabinol	PhytoBank
l-delta1-trans-Tetrahydrocannabinol	PhytoBank
l-trans-delta9-Tetrahydrocannabinol	PhytoBank
l-trans-Δ9-Tetrahydrocannabinol	PhytoBank
l-Δ1-trans-Tetrahydrocannabinol	PhytoBank
trans-(-)-delta9-Tetrahydrocannabinol	PhytoBank
trans-(-)-Δ9-Tetrahydrocannabinol	PhytoBank
trans-delta9-Tetrahydrocannabinol	PhytoBank
trans-Δ9-Tetrahydrocannabinol	PhytoBank
Δ1-THC	PhytoBank
Δ1-Tetrahydrocannabinol	PhytoBank
Δ9-THC	PhytoBank
Δ9-trans-Tetrahydrocannabinol	PhytoBank

Chemical Formula

C₂₁H₃₀O₂

Average Molecular Mass

314.462 g/mol

Monoisotopic Mass

314.225 g/mol

CAS Registry Number

1972-08-3

IUPAC Name

(6aR,10aR)-6,6,9-trimethyl-3-pentyl-6H,6aH,7H,8H,10aH-benzo[c]isochromen-1-ol

Traditional Name

THC

SMILES

[H][C@@]12C=C(C)CC[C@@]1([H])C(C)(C)OC1=C2C(O)=CC(CCCCC)=C1

InChI Identifier

InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h11-13,16-17,22H,5-10H2,1-4H3/t16-,17-/m1/s1

InChI Key

CYQFCXCEBYINGO-IAGOWNOFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

2,2-dimethyl-1-benzopyrans

Alternative Parents

Substituents

2,2-dimethyl-1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

polyketide (CHEBI:66964 )
diterpenoid (CHEBI:66964 )
phytocannabinoid (CHEBI:66964 )
benzochromene (CHEBI:66964 )
Cannabinoids (C06972 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	200°C at 2.00E-02 mm Hg
Boiling Point	200°C
Solubility	2800 mg/L (at 23°C)

Predicted Properties

Property	Value	Source
Water Solubility	0.0026 g/L	ALOGPS
logP	7.29	ALOGPS
logP	5.94	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	9.34	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	96.73 m³·mol⁻¹	ChemAxon
Polarizability	38.96 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0597-4090000000-670e40c1592b93325e44	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00dl-6009000000-735bce5abc1be2637810	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0219000000-1916f155ea706f1bfd78	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-05mx-3943000000-9b0e61162051930e030f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-052f-3920000000-06615e927292d6b78f04	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-006x-5900000000-c44a1196b35ae31ac75c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00xu-7900000000-d06351b5900dfe483bd6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00tf-9600000000-14d6a1649ef828de05e3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00mo-9400000000-c1c5f46aa3925b6b440f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00ou-9300000000-fec356cc420b4d525c37	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-016u-9200000000-295f54d67e0fa9512778	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0fvl-9200000000-92620f75edee11220267	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-053f-0980000000-c5e3986b120b13bf6cad	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00dr-0900000000-71e91d90ab20dda21879	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-9000000000-0c6530b23f4594b0199d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0910000000-13e75d88a02fafe0bbe2	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000j-0900000000-ae7ab2b9c0db456ba4d4	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00lr-0490000000-aebf4a983943679cba93	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0910000000-13eb5c07bf46dbbbc6c3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-1239000000-dd0a437774bcd5f12cd9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0600-6291000000-48cdeee605af2033e358	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0aou-9140000000-f6fc10c62a978b5bb9b0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0009000000-1a8c2415357935328858	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0429000000-d0c2b14e825c4f547980	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01re-3930000000-3f6ef979ec17030832a8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0009000000-2514638890974c4f71f3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0009000000-f9f1dddf06624032e0de	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0193000000-afac3cc996e586650779	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0009000000-d246e5a36c370d66b4f3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-2397000000-bcd25fa10321c4808b47	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9570000000-0a7f48bbc2e1dccac5a6	Not Available	View Spectrum
MS	MS Spectrum	splash10-01pp-4792000000-06532e533cb7794b7c37	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
700.0 Log mg/kg [390:1200]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

The mechanism of action of marinol is not completely understood. It is thought that cannabinoid receptors in neural tissues may mediate the effects of dronabinol and other cannabinoids. Animal studies with other cannabinoids suggest that marinol's antiemetic effects may be due to inhibition of the vomiting control mechanism in the medulla oblongata.

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

A potentially serious oral ingestion, if recent, should be managed with gut decontamination. In unconscious patients with a secure airway, instill activated charcoal (30 to 100 g in adults, 1 to 2 g/kg in infants) via a nasogastric tube. A saline cathartic or sorbitol may be added to the first dose of activated charcoal. Patients experiencing depressive, hallucinatory or psychotic reactions should be placed in a quiet area and offered reassurance. Benzodiazepines (5 to 10 mg diazepam po) may be used for treatment of extreme agitation. Hypotension usually responds to Trendelenburg position and IV fluids. Pressors are rarely required. (8)

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000010	Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.	Agriculture & land management	PubChem
CEDs000233	Brushes?Brushes used in personal care and cosmetics can be a source of synthetic chemical contamination due to the materials and coatings used in their manufacturing.	Personal care & cosmetics	PubChem
CEDs000249	Antiemetics and antinauseants?Antiemetics and antinauseants are synthetic compounds used to prevent or alleviate nausea and vomiting, often resulting from various medical conditions, treatments, or medications.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000503	Tents Or Canopies?Tents and canopies used in various applications can be a source of synthetic chemical contamination primarily due to the materials from which they are made.	Building & Construction	PubChem
CEDs000505	Amplifiers?Amplifiers, commonly used in various electronic devices to enhance signal strength, can be a source of synthetic chemical contamination due to the materials and processes involved in their production and disposal.	Electrical & Electronic Equipment	PubChem
CEDs000506	Antennas?Antennas, commonly used in communication technologies, can be a source of synthetic chemical contamination through the materials and coatings used in their construction.	Electrical & Electronic Equipment	PubChem
CEDs000507	Auxiliary Devices?Auxiliary devices, such as capacitors, transformers, and circuit breakers, are integral components in various electronic systems.	Electrical & Electronic Equipment	PubChem
CEDs000511	Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.	Electrical & Electronic Equipment	PubChem
CEDs000516	Electric Hearing Aids?Electric hearing aids are small electronic devices designed to amplify sound for individuals with hearing loss.	Electrical & Electronic Equipment	PubChem
CEDs000518	Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.	Electrical & Electronic Equipment	PubChem
CEDs000519	Electrodes?Electrodes, used in various electrical and electronic applications, can be a source of synthetic chemical contamination due to the materials from which they are constructed and the processes involved in their manufacturing.	Electrical & Electronic Equipment	PubChem
CEDs000524	Hybrid Capacitors?Hybrid capacitors are energy storage devices that combine the properties of electrolytic and supercapacitors, utilizing a combination of electrochemical principles to achieve higher energy density and power density.	Electrical & Electronic Equipment	PubChem
CEDs000527	Magnets?Magnets, commonly used in various electrical and electronic applications, can be a source of synthetic chemical contamination due to the materials used in their production.	Electrical & Electronic Equipment	PubChem
CEDs000530	Radio Transmission Systems?Radio transmission systems utilize a variety of synthetic chemicals in their manufacturing and maintenance processes.	Electrical & Electronic Equipment	PubChem
CEDs000537	Television Systems?Television systems can be a source of synthetic chemical contamination due to the various materials and components used in their manufacture and operation.	Electrical & Electronic Equipment	PubChem
CEDs000539	Video Games?Video games, through their production and disposal processes, can be a source of synthetic chemical contamination.	Electrical & Electronic Equipment	PubChem
CEDs000544	Fermentation Processes For Beer?Fermentation processes for beer involve the conversion of sugars into alcohol and carbon dioxide by yeast.	Food, food processing & cookware	PubChem
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	PubChem
CEDs000548	Preparation Of Vinegar?Vinegar is produced through the fermentation of ethanol by acetic acid bacteria, resulting in a solution that typically contains 4-8% acetic acid.	Food, food processing & cookware	PubChem
CEDs000550	Preparation Of Wort?The preparation of wort involves the extraction of sugars from malted grains, a crucial step in the brewing process.	Food, food processing & cookware	PubChem
CEDs000551	Processing Fish?Processing fish can lead to synthetic chemical contamination through various stages of production and preservation.	Food, food processing & cookware	PubChem
CEDs000552	Processing Meats?Processing meats can lead to synthetic chemical contamination primarily through the use of additives and preservatives.	Food, food processing & cookware	PubChem
CEDs000553	Treatment Of Hops?Hops, a key ingredient in brewing and food flavoring, can be a source of synthetic chemical contamination due to various agricultural practices.	Food, food processing & cookware	PubChem
CEDs000554	Ash Trays?Ash trays, commonly used for the disposal of cigarette butts and ash, can be a source of synthetic chemical contamination due to the presence of various toxic compounds in tobacco smoke.	Household cleaning & consumer products	PubChem
CEDs000556	Cigar Cigarettes?Cigar cigarettes are a source of synthetic chemical contamination due to the combustion of various tobacco blends and additives.	Household cleaning & consumer products	PubChem
CEDs000559	Non Electric Simulated Smoking Devices?Non-electric simulated smoking devices, often designed to mimic the experience of smoking without combustion, can be sources of synthetic chemical contamination due to the materials and chemicals used in their construction and operation.	Household cleaning & consumer products	PubChem
CEDs000560	Other Smoking Requisites?Other smoking requisites, including items such as lighters, matches, and rolling papers, can introduce synthetic chemical contamination through various components and additives.	Household cleaning & consumer products	PubChem
CEDs000561	Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.	Household cleaning & consumer products	PubChem
CEDs000562	Pipe Accessories?Pipe accessories, such as fittings, connectors, and seals, are components used in plumbing systems to facilitate the flow of liquids and gases.	Household cleaning & consumer products	PubChem
CEDs000563	Soap Detergents?Soap detergents are synthetic surfactants designed to enhance the cleaning efficacy of water by reducing surface tension, allowing for better interaction with dirt and grease.	Household cleaning & consumer products	PubChem
CEDs000565	Stands For Smoker Requirsites?Stands For Smoker Requirements (SFSR) refers to a set of regulations and guidelines aimed at minimizing the impact of smoking-related chemicals in consumer products.	Household cleaning & consumer products	PubChem
CEDs000566	Tobacco Pipes?Tobacco pipes, often made from materials such as plastic, wood, or metal, can serve as sources of synthetic chemical contamination due to the residues left by tobacco products.	Household cleaning & consumer products	PubChem
CEDs000567	Tobacco Product Cases?Tobacco product cases can serve as a source of synthetic chemical contamination due to the presence of various additives and chemicals used in tobacco processing and product manufacturing.	Household cleaning & consumer products	PubChem
CEDs000568	Tobacco Product Moisture Control?Tobacco product moisture control involves the use of synthetic chemicals to manage the humidity levels in tobacco products, aiming to preserve flavor and extend shelf life.	Household cleaning & consumer products	PubChem
CEDs000569	Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.	Household cleaning & consumer products	PubChem
CEDs000578	Making Cigars?The process of making cigars involves several steps, including the cultivation of tobacco, fermentation, and the application of various additives to enhance flavor and preservation.	Industrial manufacturing & chemical processing	PubChem
CEDs000580	Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.	Industrial manufacturing & chemical processing	PubChem
CEDs000581	Paper Making Machines?Paper making machines utilize various synthetic chemicals throughout the production process, including additives, coatings, and bleaching agents.	Industrial manufacturing & chemical processing	PubChem
CEDs000596	Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.	Agriculture & land management	PubChem
CEDs000597	Chemosterilants?Chemosterilants are synthetic chemicals designed to induce sterility in target pest populations, thereby controlling their reproduction and mitigating damage to crops.	Agriculture & land management	PubChem
CEDs000600	Herbicides And Algicides?Herbicides and algicides are synthetic chemicals primarily used to control unwanted plants and algae in various environments.	Agriculture & land management	PubChem
CEDs000602	Molluscicides?Molluscicides are synthetic chemicals specifically designed to control and eliminate mollusks, such as snails and slugs, which can be detrimental to crops and agricultural productivity.	Agriculture & land management	PubChem
CEDs000603	Nematocides?Nematocides are synthetic chemicals specifically designed to control nematodes, which are microscopic roundworms that can cause significant damage to crops and plants.	Agriculture & land management	PubChem
CEDs000604	Pest Attractants?Pest attractants are synthetic chemicals designed to lure specific pests for monitoring or control purposes.	Agriculture & land management	PubChem
CEDs000605	Pest Repellants?Pest repellents, often formulated from synthetic chemicals, are widely used to protect crops from insect infestations and other pests.	Agriculture & land management	PubChem
CEDs000606	Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.	Agriculture & land management	PubChem
CEDs000607	Rodenticides(1)?Rodenticides are synthetic chemicals specifically formulated to control rodent populations, serving as a crucial tool in managing pests that can damage crops and spread diseases.	Agriculture & land management	PubChem
CEDs000608	Rodenticides?Rodenticides are chemical substances specifically designed to control rodent populations by causing death through various mechanisms, including anticoagulation or neurotoxicity.	Agriculture & land management	PubChem
CEDs000609	Aftershave?Aftershave is a grooming product typically used to soothe and protect the skin following shaving.	Personal care & cosmetics	PubChem
CEDs000610	Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.	Personal care & cosmetics	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000614	Essential Oils Or Perfumes?Essential oils and perfumes are complex mixtures of volatile compounds derived from natural or synthetic sources, commonly used for their aromatic properties.	Personal care & cosmetics	PubChem
CEDs000615	Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.	Personal care & cosmetics	PubChem
CEDs000616	Face Mask Cosmetics?Face mask cosmetics often contain a variety of synthetic chemicals, including preservatives, emulsifiers, and fragrances, which can contribute to chemical contamination.	Personal care & cosmetics	PubChem
CEDs000617	Lip Care Products?Lip care products, including lipsticks, balms, and glosses, often contain a variety of synthetic chemicals such as parabens, phthalates, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000618	Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.	Personal care & cosmetics	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000642	Footwear?Footwear production often involves the use of various synthetic chemicals, such as adhesives, dyes, and treatments, which can contribute to environmental contamination.	Textiles, leather & furnishings	PubChem
CEDs000650	Purses Luggage Hand Bags?Purses, luggage, and handbags are often manufactured using synthetic materials such as polyvinyl chloride (PVC), polyurethane, and various types of nylon.	Textiles, leather & furnishings	PubChem
CEDs000662	Yarns Or Threads?Yarns or threads used in textiles can be a source of synthetic chemical contamination due to the production processes and treatments they undergo.	Textiles, leather & furnishings	PubChem
CEDs000664	Fire Fighting Gels?Fire fighting gels are synthetic chemical formulations designed to enhance fire suppression effectiveness by creating a protective barrier against heat and flames.	Fire suppression systems & agents	PubChem
CEDs000670	Solid Fire Fighting Substances?Solid fire fighting substances, such as certain types of dry chemical powders, are used in fire suppression applications to extinguish flames and prevent fire spread.	Fire suppression systems & agents	PubChem
CEDs000671	Airplanes And Helicopters?Airplanes and helicopters are significant sources of synthetic chemical contamination primarily through the use of aviation fuels, lubricants, and de-icing agents.	Aviation & Aerospace	PubChem
CEDs000672	Light Than Air Aircraft?Light than air aircraft, such as dirigibles and airships, utilize lifting gases like helium or hydrogen for buoyancy.	Aviation & Aerospace	PubChem
CEDs000678	Nitrogenous Fertilisers?Nitrogenous fertilizers are synthetic chemical compounds primarily used to enhance plant growth by supplying essential nitrogen, a crucial nutrient for photosynthesis and protein synthesis.	Agriculture & land management	PubChem
CEDs000679	Phosphatic Fertilisers?Phosphatic fertilizers are synthetic chemical products primarily composed of phosphorus, which is essential for plant growth.	Agriculture & land management	PubChem
CEDs000685	Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.	Building & Construction	PubChem
CEDs000686	Clay Wares?Clay wares are ceramic products made from natural clay, often utilized in various construction applications such as tiles, bricks, and sanitary ware.	Building & Construction	PubChem
CEDs000691	Non Oxide Glass?Non-oxide glass refers to a category of glasses primarily composed of materials other than silicon dioxide, such as boron oxide or phosphorous oxide.	Building & Construction	PubChem
CEDs000693	Silica Glass?Silica glass, primarily composed of silicon dioxide (SiO2), is widely used in various applications, including windows, glass facades, and insulation materials.	Building & Construction	PubChem
CEDs000694	Cheese Making?Cheese making involves the fermentation of milk, utilizing bacteria and enzymes to coagulate proteins and develop flavor.	Food, food processing & cookware	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000698	Jewellery?Jewellery production often involves the use of various synthetic chemicals during the extraction and processing of metals.	Mining & metal processing	PubChem
CEDs000727	Printing Machines Or Presses?Printing machines or presses commonly utilize synthetic chemicals such as inks, solvents, and cleaning agents.	Paper, pulp & fiber products	PubChem
CEDs000734	Coating Compositions?Coating compositions, which include paints, sealants, and varnishes, are formulated with a variety of synthetic chemicals such as solvents, resins, pigments, and additives.	Building & Construction	PubChem
CEDs000735	Explosives?Explosives are chemical compounds or mixtures designed to undergo rapid decomposition, releasing energy in the form of gas and heat.	Defense & military infrastructure	PubChem
CEDs000738	Cooling Circuit Water?Cooling circuit water is utilized in various industrial processes to absorb and dissipate heat generated during operations.	Industrial manufacturing & chemical processing	PubChem
CEDs000739	Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.	Paper, pulp & fiber products	PubChem
CEDs000740	Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.	Paper, pulp & fiber products	PubChem
CEDs000741	Pigment Pastes?Pigment pastes are concentrated dispersions of pigments used to impart color and properties to materials.	Paper, pulp & fiber products	PubChem
CEDs000743	Sludge Treatment?Sludge treatment involves the processing of waste materials generated from wastewater treatment plants, which often contain a variety of organic and inorganic substances.	Wastewater, sanitation & biosolids	PubChem
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	PubChem

Pathways

1 pathwayPathway Source: PathBank

Tetrahydrocannabinol Drug Metabolism Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Cannabinoid receptor 2	P34972	Humans	Predicted (SEA)	Prediction Confidence Score 0.728 Applicability Domain 1.0 Statistical Significance 5.00e-05 Supporting Reference Compounds 175 E-value 0.389246
Click to view 3D structure	Cannabinoid receptor 1	P21554	Humans	Predicted (SEA)	Prediction Confidence Score 0.707 Applicability Domain 1.0 Statistical Significance 1.10e-04 Supporting Reference Compounds 200 E-value 0.856341
Click to view 3D structure	Transient receptor potential cation channel subfamily M member 8	Q7Z2W7	Humans	Predicted (SEA)	Prediction Confidence Score 0.707 Applicability Domain 1.0 Statistical Significance 1.00e-05 Supporting Reference Compounds 43 E-value 0.0778492
Click to view 3D structure	G-protein coupled receptor 55	Q9Y2T6	Humans	Predicted (SEA)	Prediction Confidence Score 0.637 Applicability Domain 1.0 Statistical Significance 1.00e-04 Supporting Reference Compounds 125 E-value 0.778492
Click to view 3D structure	Cannabinoid receptor 1	P20272	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.598 Applicability Domain 1.0 Statistical Significance 3.20e-04 Supporting Reference Compounds 83 E-value 2.49118
Click to view 3D structure	Cannabinoid receptor 1	P47746	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.593 Applicability Domain 1.0 Statistical Significance 5.00e-05 Supporting Reference Compounds 42 E-value 0.389246
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 1	Q8NER1	Humans	Predicted (SEA)	Prediction Confidence Score 0.578 Applicability Domain 0.857 Statistical Significance 1.60e-04 Supporting Reference Compounds 104 E-value 1.24559
Click to view 3D structure	Transient receptor potential cation channel subfamily A member 1	Q6RI86	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.577 Applicability Domain 1.0 Statistical Significance 3.00e-05 Supporting Reference Compounds 56 E-value 0.233548
Click to view 3D structure	Gamma-aminobutyric acid receptor subunit beta-2	P47870	Humans	Predicted (SEA)	Prediction Confidence Score 0.571 Applicability Domain 0.571 Statistical Significance 1.00e-04 Supporting Reference Compounds 1 E-value 0.778492
Click to view 3D structure	Cannabinoid receptor 2	P47936	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.556 Applicability Domain 1.0 Statistical Significance 2.00e-04 Supporting Reference Compounds 39 E-value 1.55698
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 5	Q9NQA5	Humans	Predicted (SEA)	Prediction Confidence Score 0.489 Applicability Domain 0.857 Statistical Significance 1.00e-05 Supporting Reference Compounds 2 E-value 0.0778492
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 4	Q9HBA0	Humans	Predicted (SEA)	Prediction Confidence Score 0.487 Applicability Domain 0.857 Statistical Significance 2.10e-04 Supporting Reference Compounds 32 E-value 1.63483
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 3	Q8NET8	Humans	Predicted (SEA)	Prediction Confidence Score 0.487 Applicability Domain 0.857 Statistical Significance 1.00e-05 Supporting Reference Compounds 15 E-value 0.0778492
Click to view 3D structure	Transient receptor potential cation channel subfamily A member 1	O75762	Humans	Predicted (SEA)	Prediction Confidence Score 0.487 Applicability Domain 0.857 Statistical Significance 2.00e-05 Supporting Reference Compounds 70 E-value 0.155698
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	Prediction Confidence Score 0.486 Applicability Domain 0.571 Statistical Significance 0.011 Supporting Reference Compounds 527 E-value 86.0234
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 2	Q9Y5S1	Humans	Predicted (SEA)	Prediction Confidence Score 0.463 Applicability Domain 0.857 Statistical Significance 1.00e-05 Supporting Reference Compounds 6 E-value 0.0778492
Click to view 3D structure	Transient receptor potential cation channel subfamily M member 8	Q8R455	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.46 Applicability Domain 0.571 Statistical Significance 6.00e-05 Supporting Reference Compounds 23 E-value 0.467095
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 2	Q9WUD2	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.452 Applicability Domain 0.571 Statistical Significance 5.30e-04 Supporting Reference Compounds 21 E-value 4.12601
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	Prediction Confidence Score 0.446 Applicability Domain 0.571 Statistical Significance 0.0134 Supporting Reference Compounds 1103 E-value 104.629
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	Prediction Confidence Score 0.443 Applicability Domain 0.492 Statistical Significance 0.0047 Supporting Reference Compounds 686 E-value 36.7448
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	Prediction Confidence Score 0.44 Applicability Domain 0.857 Statistical Significance 0.0116 Supporting Reference Compounds 953 E-value 90.3829
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 4	Q9ERZ8	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.432 Applicability Domain 0.571 Statistical Significance 1.30e-04 Supporting Reference Compounds 18 E-value 1.01204
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	Prediction Confidence Score 0.42 Applicability Domain 1.0 Statistical Significance 0.0125 Supporting Reference Compounds 861 E-value 97.2337
Click to view 3D structure	Heat sensitive channel TRPV3	Q4QYD9	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.405 Applicability Domain 0.571 Statistical Significance 1.20e-04 Supporting Reference Compounds 3 E-value 0.934191
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	Prediction Confidence Score 0.394 Applicability Domain 0.466 Statistical Significance 0.0058 Supporting Reference Compounds 451 E-value 45.0747
Click to view 3D structure	Cannabinoid receptor 2	P34972	Humans	Known	Not Available
Click to view 3D structure	Cannabinoid receptor 1	P21554	Humans	Known	The mechanism of action of dronabinol is not completely understood. It is thought that cannabinoid receptors in neural tissues may mediate the effects of dronabinol and other cannabinoids. Animal studies with other cannabinoids suggest that dronabinol's antiemetic effects may be due to inhibition of the vomiting control mechanism in the medulla oblongata.
Click to view 3D structure	G-protein coupled receptor 55	Q9Y2T6	Humans	Known	Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB00470

HMDB ID

HMDB0014613

FooDB ID

FDB031310

Phenol Explorer ID

Not Available

KNApSAcK ID

C00002675

BiGG ID

Not Available

BioCyc ID

CPD-7172

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Fabio E.S. SOUZA, Jason E. FIELD, Ming PAN, “INTERMEDIATE COMPOUNDS IN THE SYNTHESIS OF DRONABINOL.” U.S. Patent US20080312465, issued December 18, 2008.

MSDS

Link

General References

Gregg JM, Small EW, Moore R, Raft D, Toomey TC: Emotional response to intravenous delta9tetrahydrocannabinol during oral surgery. J Oral Surg. 1976 Apr;34(4):301-13. [PubMed: 1062533]
Schuel H, Burkman LJ: A tale of two cells: endocannabinoid-signaling regulates functions of neurons and sperm. Biol Reprod. 2005 Dec;73(6):1078-86. Epub 2005 Aug 24. [PubMed: 16120829]
Zhu W, Friedman H, Klein TW: Delta9-tetrahydrocannabinol induces apoptosis in macrophages and lymphocytes: involvement of Bcl-2 and caspase-1. J Pharmacol Exp Ther. 1998 Aug;286(2):1103-9. [PubMed: 9694974]
Zangen A, Solinas M, Ikemoto S, Goldberg SR, Wise RA: Two brain sites for cannabinoid reward. J Neurosci. 2006 May 3;26(18):4901-7. [PubMed: 16672664]
Consroe P, Martin P, Eisenstein D: Anticonvulsant drug antagonism of delta9tetrahydrocannabinol-induced seizures in rabbits. Res Commun Chem Pathol Pharmacol. 1977 Jan;16(1):1-13. [PubMed: 841172]
Concheiro M, de Castro A, Quintela O, Cruz A, Lopez-Rivadulla M: Development and validation of a method for the quantitation of Delta9tetrahydrocannabinol in oral fluid by liquid chromatography electrospray-mass-spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2004 Oct 25;810(2):319-24. [PubMed: 15380731]
Drugs.com - http://www.drugs.com/cons/Dronabinol.html
RxList: The Internet Drug Index (2009). - http://www.rxlist.com/

delta9-Tetrahydrocannabinol (CED0002609)

Structure for CHEM002203: delta9-Tetrahydrocannabinol

Structure