tromantadine (CED0019313)

Record Information

Version

1.0

Creation Date

2016-06-03 11:24:03 UTC

Update Date

2026-08-19 17:36:08 UTC

SynCED ID

CED0019313

Secondary Accession Numbers

CHEM043886

Identification

Common Name

tromantadine

Class

Small Molecule

Description

Tromantadine is an organic compound with the formula C16H28N2O2 and an average molecular weight of 280.41 g/mol. Tromantadine belongs to the carboxylic acid derivatives, a subclass of carboxylic acids and derivatives within the organic compounds. This substance has been identified in or released from two recorded sources, specifically television systems and video games categorized under electrical and electronic equipment.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Viru-merz	MeSH
N-(1-Adamantyl)-2-(2-dimethylaminoethoxy)acetamide	MeSH
Viru-merz serol	MeSH
Viru-serol	MeSH
N-(Adamantan-1-yl)-2-[2-(dimethylamino)ethoxy]ethanimidate	Generator

Chemical Formula

C₁₆H₂₈N₂O₂

Average Molecular Mass

280.412 g/mol

Monoisotopic Mass

280.215 g/mol

CAS Registry Number

53783-83-8

IUPAC Name

N-(adamantan-1-yl)-2-[2-(dimethylamino)ethoxy]ethanimidic acid

Traditional Name

tromantadine

SMILES

CN(C)CCOCC(O)=NC12CC3CC(CC(C3)C1)C2

InChI Identifier

InChI=1S/C16H28N2O2/c1-18(2)3-4-20-11-15(19)17-16-8-12-5-13(9-16)7-14(6-12)10-16/h12-14H,3-11H2,1-2H3,(H,17,19)

InChI Key

UXQDWARBDDDTKG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as secondary carboxylic acid amides. Secondary carboxylic acid amides are compounds containing a secondary carboxylic acid amide functional group, with the general structure RC(=O)N(R')H (R,R'=alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Secondary carboxylic acid amides

Alternative Parents

Substituents

Amino acid or derivatives
Secondary carboxylic acid amide
Tertiary amine
Tertiary aliphatic amine
Dialkyl ether
Ether
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Amine
Carbonyl group
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

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

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.081 g/L	ALOGPS
logP	2.75	ALOGPS
logP	-0.78	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	2.95	ChemAxon
pKa (Strongest Basic)	8.87	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	45.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	79.97 m³·mol⁻¹	ChemAxon
Polarizability	32.97 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0a4i-9200000000-86eb0e25a5cc78059d7e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ue9-1960000000-e72df87e5f4be1875731	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ul0-3920000000-f258ea99793706ee8e68	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ue9-1900000000-8a8aff1afd510d0761ae	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-2690000000-0796b460820fddfad2ba	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fb9-4940000000-515eb8584a7c5048ee4b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udj-6900000000-31918064dd3f0470af89	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
3865.0 Log mg/kg [2200:6900]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
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
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
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
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
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
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
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
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000643	Headwear?Headwear made from synthetic materials often incorporates chemicals used in the manufacturing and finishing processes, such as dyes, flame retardants, and water repellents.	Textiles, leather & furnishings	PubChem
CEDs000692	Silica Free Oxide Glass?Silica Free Oxide Glass is a type of glass that is produced using alternative materials to traditional silica-based formulations.	Building & Construction	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
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

Tromantadine Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	Prediction Confidence Score 0.208 Applicability Domain 0.25 Low confidence Statistical Significance 0.6415 Supporting Reference Compounds 532 E-value 4994.18
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Predicted (SEA)	Prediction Confidence Score 0.207 Applicability Domain 0.234 Low confidence Statistical Significance 0.585 Supporting Reference Compounds 385 E-value 4553.95
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	Prediction Confidence Score 0.207 Applicability Domain 0.234 Low confidence Statistical Significance 0.5699 Supporting Reference Compounds 373 E-value 4436.55
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	Prediction Confidence Score 0.205 Applicability Domain 0.234 Low confidence Statistical Significance 0.6705 Supporting Reference Compounds 507 E-value 5220.1
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	Prediction Confidence Score 0.203 Applicability Domain 0.234 Low confidence Statistical Significance 0.7937 Supporting Reference Compounds 955 E-value 6178.66
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	Prediction Confidence Score 0.203 Applicability Domain 0.234 Low confidence Statistical Significance 0.6617 Supporting Reference Compounds 451 E-value 5151.13
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	Prediction Confidence Score 0.202 Applicability Domain 0.234 Low confidence Statistical Significance 0.7871 Supporting Reference Compounds 823 E-value 6127.9
Click to view 3D structure	Alpha-2B adrenergic receptor	P18089	Humans	Predicted (SEA)	Prediction Confidence Score 0.201 Applicability Domain 0.231 Low confidence Statistical Significance 0.5796 Supporting Reference Compounds 340 E-value 4512.53
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.201 Applicability Domain 0.234 Low confidence Statistical Significance 0.9419 Supporting Reference Compounds 1498 E-value 7332.31
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	Prediction Confidence Score 0.201 Applicability Domain 0.234 Low confidence Statistical Significance 0.8005 Supporting Reference Compounds 686 E-value 6232.14
Click to view 3D structure	Muscarinic acetylcholine receptor M4	P08173	Humans	Predicted (SEA)	Prediction Confidence Score 0.199 Applicability Domain 0.234 Low confidence Statistical Significance 0.5828 Supporting Reference Compounds 297 E-value 4537.36
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	Prediction Confidence Score 0.199 Applicability Domain 0.231 Low confidence Statistical Significance 0.7164 Supporting Reference Compounds 487 E-value 5577.04
Click to view 3D structure	Muscarinic acetylcholine receptor M5	P08912	Humans	Predicted (SEA)	Prediction Confidence Score 0.199 Applicability Domain 0.234 Low confidence Statistical Significance 0.5711 Supporting Reference Compounds 266 E-value 4446.2
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P20309	Humans	Predicted (SEA)	Prediction Confidence Score 0.199 Applicability Domain 0.234 Low confidence Statistical Significance 0.6237 Supporting Reference Compounds 310 E-value 4855.3
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	Prediction Confidence Score 0.198 Applicability Domain 0.214 Low confidence Statistical Significance 0.7525 Supporting Reference Compounds 562 E-value 5858.31
Click to view 3D structure	Lysosomal acid glucosylceramidase	P04062	Humans	Predicted (SEA)	Prediction Confidence Score 0.197 Applicability Domain 0.214 Low confidence Statistical Significance 0.0207 Supporting Reference Compounds 35 E-value 161.459
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	Prediction Confidence Score 0.193 Applicability Domain 0.214 Low confidence Statistical Significance 0.7719 Supporting Reference Compounds 536 E-value 6008.87
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	Prediction Confidence Score 0.192 Applicability Domain 0.214 Low confidence Statistical Significance 0.4786 Supporting Reference Compounds 201 E-value 3725.71
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q60492	Cavia porcellus	Predicted (SEA)	Prediction Confidence Score 0.192 Applicability Domain 0.25 Low confidence Statistical Significance 0.5398 Supporting Reference Compounds 229 E-value 4202.07
Click to view 3D structure	Protein deacetylase HDAC6	Q9UBN7	Humans	Predicted (SEA)	Prediction Confidence Score 0.188 Applicability Domain 0.2 Low confidence Statistical Significance 0.8701 Supporting Reference Compounds 553 E-value 6773.82
Click to view 3D structure	Histone deacetylase 1	Q13547	Humans	Predicted (SEA)	Prediction Confidence Score 0.188 Applicability Domain 0.2 Low confidence Statistical Significance 0.8396 Supporting Reference Compounds 497 E-value 6536.61
Click to view 3D structure	Histone deacetylase 3	O15379	Humans	Predicted (SEA)	Prediction Confidence Score 0.188 Applicability Domain 0.2 Low confidence Statistical Significance 0.7188 Supporting Reference Compounds 257 E-value 5595.88
Click to view 3D structure	Bifunctional epoxide hydrolase 2	P34913	Humans	Predicted (SEA)	Prediction Confidence Score 0.188 Applicability Domain 0.204 Low confidence Statistical Significance 0.5398 Supporting Reference Compounds 93 E-value 4202.3
Click to view 3D structure	Histamine H2 receptor	P25021	Humans	Predicted (SEA)	Prediction Confidence Score 0.188 Applicability Domain 0.214 Low confidence Statistical Significance 0.7285 Supporting Reference Compounds 256 E-value 5671.16
Click to view 3D structure	Histone deacetylase 8	Q9BY41	Humans	Predicted (SEA)	Prediction Confidence Score 0.187 Applicability Domain 0.2 Low confidence Statistical Significance 0.781 Supporting Reference Compounds 317 E-value 6080.02