ChemFOnt: Showing chemical card for (S)-8-Acetoxycarvotanacetone (CFc000336086)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:29:01 UTC

Chemfont ID

CFc000336086

Molecule Identification

Common Name

(S)-8-Acetoxycarvotanacetone

Definition

(r)-8-acetoxycarvotanacetone is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids 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 (r)-8-acetoxycarvotanacetone is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (r)-8-acetoxycarvotanacetone can be found in herbs and spices, which makes (r)-8-acetoxycarvotanacetone a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(4-Methyl-5-oxocyclohex-3-en-1-yl)propan-2-yl acetic acid	Generator

Chemical Formula

C₁₂H₁₈O₃

Average Molecular Weight

210.2695

Monoisotopic Molecular Weight

210.125594442

IUPAC Name

2-(4-methyl-5-oxocyclohex-3-en-1-yl)propan-2-yl acetate

Traditional Name

2-(4-methyl-5-oxocyclohex-3-en-1-yl)propan-2-yl acetate

CAS Registry Number

86421-35-4

SMILES

CC(=O)OC(C)(C)C1CC=C(C)C(=O)C1

InChI Identifier

InChI=1S/C12H18O3/c1-8-5-6-10(7-11(8)14)12(3,4)15-9(2)13/h5,10H,6-7H2,1-4H3

InChI Key

FTCAQUBXEGKQTD-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
Cyclohexenone
Cyclic ketone
Ketone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0037104)

Food

Herb and spice

Herb

Sweet bay (FooDB: FOOD00097)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.75 g/L	ALOGPS
logP	2.13	ALOGPS
logP	1.95	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	19.05	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	58.31 m³·mol⁻¹	ChemAxon
Polarizability	23.18 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0037104

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016094

KNApSAcK ID

Not Available

Chemspider ID

469307

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

538920

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (S)-8-Acetoxycarvotanacetone (CFc000336086)

MOL for CFc000336086 ((S)-8-Acetoxycarvotanacetone)

3D MOL for CFc000336086 ((S)-8-Acetoxycarvotanacetone)

3D SDF for CFc000336086 ((S)-8-Acetoxycarvotanacetone)

3D-SDF for CFc000336086 ((S)-8-Acetoxycarvotanacetone)

PDB for CFc000336086 ((S)-8-Acetoxycarvotanacetone)

3D PDB for CFc000336086 ((S)-8-Acetoxycarvotanacetone)

SMILES for CFc000336086 ((S)-8-Acetoxycarvotanacetone)

INCHI for CFc000336086 ((S)-8-Acetoxycarvotanacetone)

Structure for CFc000336086 ((S)-8-Acetoxycarvotanacetone)

3D Structure for CFc000336086 ((S)-8-Acetoxycarvotanacetone)