ChemFOnt: Showing chemical card for alpha-Elemol (CFc000282332)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:35 UTC

Chemfont ID

CFc000282332

Molecule Identification

Common Name

alpha-Elemol

Definition

Alpha-elemol, also known as alpha-elemol or elemol, (1r-(1alpha,3beta,4beta))-isomer, is a member of the class of compounds known as elemane sesquiterpenoids. Elemane sesquiterpenoids are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. Alpha-elemol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Alpha-elemol is a sweet, green, and woody tasting compound and can be found in a number of food items such as hyssop, pepper (spice), wild celery, and coriander, which makes alpha-elemol a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(1R,3S,4S)-4-Ethenyl-alpha,alpha,4-trimethyl-3-(1-methylethenyl)cyclohexanemethanol	ChEBI
(1S,2S,4R)-(-)-alpha,alpha-Dimethyl-1-vinyl-O-menth-8-ene-4-methanol	ChEBI
1R,1alpha,3alpha,4beta-4-Ethenyl-alpha,alpha,4-trimethyl-3-(1-methylethenyl)cyclohexanemethanol	ChEBI
(1R,3S,4S)-4-Ethenyl-a,a,4-trimethyl-3-(1-methylethenyl)cyclohexanemethanol	Generator
(1R,3S,4S)-4-Ethenyl-α,α,4-trimethyl-3-(1-methylethenyl)cyclohexanemethanol	Generator
(1S,2S,4R)-(-)-a,a-Dimethyl-1-vinyl-O-menth-8-ene-4-methanol	Generator
(1S,2S,4R)-(-)-Α,α-dimethyl-1-vinyl-O-menth-8-ene-4-methanol	Generator
1R,1a,3a,4b-4-Ethenyl-a,a,4-trimethyl-3-(1-methylethenyl)cyclohexanemethanol	Generator
1R,1Α,3α,4β-4-ethenyl-α,α,4-trimethyl-3-(1-methylethenyl)cyclohexanemethanol	Generator
Elemol, (1R-(1alpha,3beta,4beta))-isomer	MeSH
a-Elemol	Generator
Α-elemol	Generator

Chemical Formula

C₁₅H₂₆O

Average Molecular Weight

222.3663

Monoisotopic Molecular Weight

222.198365454

IUPAC Name

2-[(1R,3S,4S)-4-ethenyl-4-methyl-3-(prop-1-en-2-yl)cyclohexyl]propan-2-ol

Traditional Name

2-[(1R,3S,4S)-4-ethenyl-4-methyl-3-(prop-1-en-2-yl)cyclohexyl]propan-2-ol

CAS Registry Number

639-99-6

SMILES

CC(=C)[C@@H]1C[C@@H](CC[C@@]1(C)C=C)C(C)(C)O

InChI Identifier

InChI=1S/C15H26O/c1-7-15(6)9-8-12(14(4,5)16)10-13(15)11(2)3/h7,12-13,16H,1-2,8-10H2,3-6H3/t12-,13+,15-/m1/s1

InChI Key

GFJIQNADMLPFOW-VNHYZAJKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as elemane sesquiterpenoids. These are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Elemane sesquiterpenoids

Alternative Parents

Substituents

Elemane sesquiterpenoid
Tertiary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Sweet

Disposition

Source

Exogenous

Exogenous (HMDB: HMDB0302816)

Ginkgo nuts (FooDB: FOOD00367)

Fruit

Citrus

Sweet orange (FooDB: FOOD00057)

Not Available

EC 3.1.1.7 (acetylcholinesterase) inhibitor (HMDB: HMDB0302816)

Anti ulcer (HMDB: HMDB0302816)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0047 g/L	ALOGPS
logP	3.78	ALOGPS
logP	3.69	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	19.32	ChemAxon
pKa (Strongest Basic)	-0.91	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	3	ChemAxon
Refractivity	70.21 m³·mol⁻¹	ChemAxon
Polarizability	27.41 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0302816

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB006367

KNApSAcK ID

C00012005

Chemspider ID

83184

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92138

PDB ID

Not Available

ChEBI ID

141221

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for alpha-Elemol (CFc000282332)

MOL for CFc000282332 (alpha-Elemol)

3D MOL for CFc000282332 (alpha-Elemol)

3D SDF for CFc000282332 (alpha-Elemol)

3D-SDF for CFc000282332 (alpha-Elemol)

PDB for CFc000282332 (alpha-Elemol)

3D PDB for CFc000282332 (alpha-Elemol)

SMILES for CFc000282332 (alpha-Elemol)

INCHI for CFc000282332 (alpha-Elemol)

Structure for CFc000282332 (alpha-Elemol)

3D Structure for CFc000282332 (alpha-Elemol)