ALPHA-TERPINEOL (CED0003477)

Record Information

Version

1.0

Creation Date

2016-05-19 02:28:11 UTC

Update Date

2026-05-14 19:53:55 UTC

Accession Number

CHEM007619

Identification

Common Name

ALPHA-TERPINEOL

Class

Small Molecule

Description

ALPHA-TERPINEOL (C10H18O) is a compound with an average molecular weight of 154.25 g/mol. ALPHA-TERPINEOL belongs to the monoterpenoids, a subclass of prenol lipids within the organic compounds. In industrial applications, it is utilized as a fragrance, a flavouring and nutrient, a dye, and a solubility enhancer. The compound is found in or released from 60 recorded sources across multiple sectors. These include healthcare, pharmaceuticals & veterinary products (medical devices); drinking water & water supply (drinking water); textiles, leather & furnishings (synthetic textiles, carpets and rugs); and food, food processing & cookware (food packaging, food contact materials, cellar tools, fermentation processes for beer, preparation of malt, and 4 more). It is also present in household cleaning & consumer products (bleaching agents, cigar cigarettes, non electric simulated smoking devices, other smoking requisites, pipe accessories, and 6 more) and electrical & electronic equipment (cell phones, capacitors, wires and cables, batteries, printed circuit boards, and 28 more), as well as 3 more sectors. Recorded exposure routes include inhalation, oral, and touch. Regarding materials, the compound is present in polyethylene terephthalate and high-density polyethylene, while results are inconclusive for poly(ether-sulfone) and polyamide. In terms of health effects, ALPHA-TERPINEOL has a therapeutic effect on inflammation (PMC9583546).

Contaminant Type

PFAS
Phytotoxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+)-p-Menth-1-en-8-ol	ChEBI
(1R)-alpha,alpha,4-Trimethyl-3-cyclohexene-1-methanol	ChEBI
(R)-alpha,alpha,4-Trimethylcyclohex-3-ene-1-methanol	ChEBI
(R)-alpha-Terpineol	ChEBI
(+)-alpha-Terpineol	Kegg
(1R)-a,a,4-Trimethyl-3-cyclohexene-1-methanol	Generator
(1R)-Α,α,4-trimethyl-3-cyclohexene-1-methanol	Generator
(R)-a,a,4-Trimethylcyclohex-3-ene-1-methanol	Generator
(R)-Α,α,4-trimethylcyclohex-3-ene-1-methanol	Generator
(R)-a-Terpineol	Generator
(R)-Α-terpineol	Generator
(+)-a-Terpineol	Generator
(+)-Α-terpineol	Generator
a-Terpineol	Generator
Α-terpineol	Generator
(6R)-P-Menth-1-en-8-ol	HMDB
(R)-(+)-alpha-Terpineol	HMDB
(R)-2-(4-Methyl-3-cyclohexenyl)isopropanol	HMDB
(R)-P-Menth-1-en-8-ol	HMDB
(S)-(-)-P-Menth-1-en-8-ol	HMDB
1-alpha-Terpineol	HMDB, MeSH
2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol	HMDB
2-(4-Methylcyclohex-3-en-1-yl)propan-2-ol	HMDB
2-(4-Methylcyclohex-3-enyl)propan-2-ol (alpha-terpineol)	HMDB
2-[(1R)-4-Methylcyclohex-3-en-1-yl]propan-2-ol	HMDB
alpha,alpha,4-Trimethyl-3-cyclohexene-1-methanol	HMDB
alpha-Terpinenol	HMDB
alpha-Terpineole	HMDB
alpha-Terpinol	HMDB
L-alpha-Terpineol	HMDB
Lily OF valley	HMDB
Terpenol	HMDB
Terpineol	HMDB
Terpineol schlechthin	HMDB
DL-alpha-Terpineol	MeSH, HMDB
alpha-Terpineol, sodium salt	MeSH, HMDB
P-Menth-1-en-8-ol	MeSH, HMDB
D-alpha-Terpineol	MeSH, HMDB
(S)-a-Terpineol	Generator, HMDB
(S)-Α-terpineol	Generator, HMDB
alpha-Terpineol	MeSH

Chemical Formula

C₁₀H₁₈O

Average Molecular Mass

154.253 g/mol

Monoisotopic Mass

154.136 g/mol

CAS Registry Number

98-55-5

IUPAC Name

2-[(1R)-4-methylcyclohex-3-en-1-yl]propan-2-ol

Traditional Name

(+)-α-terpineol

SMILES

CC1=CCC(CC1)C(C)(C)O

InChI Identifier

InChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3

InChI Key

WUOACPNHFRMFPN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Tertiary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

alpha-terpineol (CHEBI:300 )
Menthane monoterpenoids (C09902 )
Cyclic monoterpenes (C09902 )
Menthane monoterpenoids (LMPR0102090028 )

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	1.56 g/L	ALOGPS
logP	3.17	ALOGPS
logP	2.17	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	19.4	ChemAxon
pKa (Strongest Basic)	-0.87	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	48.46 m³·mol⁻¹	ChemAxon
Polarizability	19.07 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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	splash10-0a4i-9100000000-5e78cee1bf957533902e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052r-1900000000-b06b43c06bcab8a8b200	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052k-9600000000-ecd246742e68c77c0135	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-100r-9200000000-7b4cf8729bfcea55f85c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0900000000-cdc8abcd2a8d0f849b01	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udj-4900000000-28a4ee193904ac2aac65	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000b-9400000000-24758c06f5cf794027aa	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, H₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, H₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
3156.0	Log mg/kg	[1800:5600]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference
inflammation	has_therapeutic_effect_on	Not Available	PMC9583546

Exposure Sources

Source ID	Source	Sector	Reference
7	Pesticides	Agriculture & land management	Not Available
115	Drinking water	Drinking water & water supply	Not Available
120	Wires and cables	Electrical & Electronic Equipment	Not Available
121	Printed circuit boards	Electrical & Electronic Equipment	Not Available
125	Batteries	Electrical & Electronic Equipment	Not Available
130	Semiconductors	Electrical & Electronic Equipment	Not Available
138	Lubricants	Energy, oil & gas	Not Available
147	Food packaging	Food, food processing & cookware	Not Available
174	Lubricants	Industrial manufacturing & chemical processing	Not Available
233	Brushes	Personal care & cosmetics	Not Available
234	Medical devices	Healthcare, pharmaceuticals & veterinary products	Not Available
451	Carpets and Rugs	Textiles, leather & furnishings	Not Available
454	Synthetic textiles	Textiles, leather & furnishings	Not Available
490		Personal care & cosmetics	Not Available
492	Cell phones	Electrical & Electronic Equipment	Not Available
493	Capacitors	Electrical & Electronic Equipment	Not Available
494	Food contact materials	Food, food processing & cookware	Not Available
504	Adjustable Resistors	Electrical & Electronic Equipment	Not Available
505	Amplifiers	Electrical & Electronic Equipment	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
507	Auxiliary Devices	Electrical & Electronic Equipment	Not Available
508	Coils	Electrical & Electronic Equipment	Not Available
510	Communication Cables Or Conductors	Electrical & Electronic Equipment	Not Available
512	Contacts	Electrical & Electronic Equipment	Not Available
513	Cores Yokes Or Armatures	Electrical & Electronic Equipment	Not Available
514	Discharge Lamps	Electrical & Electronic Equipment	Not Available
517	Electric Switches	Electrical & Electronic Equipment	Not Available
518	Electrically Stimulated Smoking Devices	Electrical & Electronic Equipment	Not Available
520	Emergency Protective Devices	Electrical & Electronic Equipment	Not Available
521	Fixed Capacitors And Their Manufacture	Electrical & Electronic Equipment	Not Available
523	Gas Filled Discharge Tubes With Solid Cathode	Electrical & Electronic Equipment	Not Available
525	Line Transmission Systems	Electrical & Electronic Equipment	Not Available
526	Loudspeakers	Electrical & Electronic Equipment	Not Available
527	Magnets	Electrical & Electronic Equipment	Not Available
528	Microphones	Electrical & Electronic Equipment	Not Available
529	Power Cables	Electrical & Electronic Equipment	Not Available
530	Radio Transmission Systems	Electrical & Electronic Equipment	Not Available
531	Relays	Electrical & Electronic Equipment	Not Available
533	Sparking Plugs	Electrical & Electronic Equipment	Not Available
535	Superconducting Magnets And Superconducting Coils	Electrical & Electronic Equipment	Not Available
536	Superconductive Or Hyperconductive Conductors Cables Or Transmission Lines	Electrical & Electronic Equipment	Not Available
538	Thin Magnetic Films	Electrical & Electronic Equipment	Not Available
539	Video Games	Electrical & Electronic Equipment	Not Available
540	X Ray Tubes	Electrical & Electronic Equipment	Not Available
543	Cellar Tools	Food, food processing & cookware	Not Available
544	Fermentation Processes For Beer	Food, food processing & cookware	Not Available
547	Preparation Of Malt	Food, food processing & cookware	Not Available
548	Preparation Of Vinegar	Food, food processing & cookware	Not Available
549	Preparation Of Wine Or Sparkling Wine	Food, food processing & cookware	Not Available
550	Preparation Of Wort	Food, food processing & cookware	Not Available
553	Treatment Of Hops	Food, food processing & cookware	Not Available
555	Bleaching Agents	Household cleaning & consumer products	Not Available
556	Cigar Cigarettes	Household cleaning & consumer products	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available
560	Other Smoking Requisites	Household cleaning & consumer products	Not Available
562	Pipe Accessories	Household cleaning & consumer products	Not Available
563	Soap Detergents	Household cleaning & consumer products	Not Available
564	Soap Dispensers	Household cleaning & consumer products	Not Available
566	Tobacco Pipes	Household cleaning & consumer products	Not Available
567	Tobacco Product Cases	Household cleaning & consumer products	Not Available
568	Tobacco Product Moisture Control	Household cleaning & consumer products	Not Available
569	Tobacco Smoke Filters	Household cleaning & consumer products	Not Available
578	Making Cigars	Industrial manufacturing & chemical processing	Not Available
580	Manufacture Preparation Of Tobacco Products	Industrial manufacturing & chemical processing	Not Available
581	Paper Making Machines	Industrial manufacturing & chemical processing	Not Available
583	Anchoring Equipment	Marine, shipping & aquaculture	Not Available
589	Life Buoys	Marine, shipping & aquaculture	Not Available
592	Marine Propulsion Or Steering	Marine, shipping & aquaculture	Not Available
596	Acaricides	Agriculture & land management	Not Available
600	Herbicides And Algicides	Agriculture & land management	Not Available
602	Molluscicides	Agriculture & land management	Not Available
603	Nematocides	Agriculture & land management	Not Available
604	Pest Attractants	Agriculture & land management	Not Available
605	Pest Repellants	Agriculture & land management	Not Available
606	Plant Growth Regulators	Agriculture & land management	Not Available
607	Rodenticides(1)	Agriculture & land management	Not Available
608	Rodenticides	Agriculture & land management	Not Available
609	Aftershave	Personal care & cosmetics	Not Available
610	Aftersun Products	Personal care & cosmetics	Not Available
612	Body Washing Or Cleaning Implements	Personal care & cosmetics	Not Available
613	Depilatories	Personal care & cosmetics	Not Available
616	Face Mask Cosmetics	Personal care & cosmetics	Not Available
617	Lip Care Products	Personal care & cosmetics	Not Available
630	Toys	Recreation & sports surfaces	Not Available
638	Decorating Textiles	Textiles, leather & furnishings	Not Available
642	Footwear	Textiles, leather & furnishings	Not Available
643	Headwear	Textiles, leather & furnishings	Not Available
650	Purses Luggage Hand Bags	Textiles, leather & furnishings	Not Available
652	Ropes	Textiles, leather & furnishings	Not Available
657	Surface Finishing Of Leather	Textiles, leather & furnishings	Not Available
658	Touch Fasteners	Textiles, leather & furnishings	Not Available
661	Umbrellas	Textiles, leather & furnishings	Not Available
662	Yarns Or Threads	Textiles, leather & furnishings	Not Available
663	Sanitary Equipment	Wastewater, sanitation & biosolids	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Cannabinoid receptor 2	P34972	Humans	Predicted (SEA)	1388.13
Click to view 3D structure	Prostaglandin-H2 D-isomerase	P41222	Humans	Predicted (SEA)	88.3589
Click to view 3D structure	Hematopoietic prostaglandin D synthase	O35543	Rattus norvegicus	Predicted (SEA)	99.4913
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	4211.64
Click to view 3D structure	Cannabinoid receptor 1	P21554	Humans	Predicted (SEA)	2954.92
Click to view 3D structure	Cannabinoid receptor 1	P20272	Rattus norvegicus	Predicted (SEA)	1082.96
Click to view 3D structure	Transient receptor potential cation channel subfamily M member 8	Q7Z2W7	Humans	Predicted (SEA)	1010.64
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 1	Q8NER1	Humans	Predicted (SEA)	2604.06
Click to view 3D structure	Heat sensitive channel TRPV3	Q4QYD9	Rattus norvegicus	Predicted (SEA)	3.73676
Click to view 3D structure	Gamma-aminobutyric acid receptor subunit beta-2	P47870	Humans	Predicted (SEA)	16.6597
Click to view 3D structure	Taste receptor type 2 member 46	P59540	Humans	Predicted (SEA)	0.467095
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	6404.97
Click to view 3D structure	Cannabinoid receptor 2	P47936	Mus musculus	Predicted (SEA)	818.507
Click to view 3D structure	G-protein coupled receptor 55	Q9Y2T6	Humans	Predicted (SEA)	3082.44
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	6447.86
Click to view 3D structure	Cannabinoid receptor 1	P47746	Mus musculus	Predicted (SEA)	861.947
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	6613.52
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	7551.61
Click to view 3D structure	Pyruvate kinase PKM	P52480	Mus musculus	Predicted (SEA)	4.04816
Click to view 3D structure	Transient receptor potential cation channel subfamily A member 1	Q6RI86	Rattus norvegicus	Predicted (SEA)	1673.52
Click to view 3D structure	Alpha-2C adrenergic receptor	P18825	Humans	Predicted (SEA)	6007.78
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	7409.3
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	6629.48
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	7146.09
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	6928.04