ChemFOnt: Showing chemical card for alpha-Terpineol acetate (CFc000013229)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:01:32 UTC

Chemfont ID

CFc000013229

Molecule Identification

Common Name

alpha-Terpineol acetate

Definition

alpha-Terpineol acetate, also known as a-terpineol acetic acid or p-menth-1-en-8-yl acetate, 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. alpha-Terpineol acetate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
p-Menth-1-en-8-yl acetate	Kegg
p-Menth-1-en-8-yl acetic acid	Generator
a-Terpineol acetate	Generator
a-Terpineol acetic acid	Generator
alpha-Terpineol acetic acid	Generator
Α-terpineol acetate	Generator
Α-terpineol acetic acid	Generator
FEMA 3047	HMDB
a-Terpinyl acetate	Generator
a-Terpinyl acetic acid	Generator
alpha-Terpinyl acetic acid	Generator
Α-terpinyl acetate	Generator
Α-terpinyl acetic acid	Generator

Chemical Formula

C₁₂H₂₀O₂

Average Molecular Weight

196.286

Monoisotopic Molecular Weight

196.146329884

IUPAC Name

2-(4-methylcyclohex-3-en-1-yl)propan-2-yl acetate

Traditional Name

α-terpinyl acetate

CAS Registry Number

10581-37-0

SMILES

CC(=O)OC(C)(C)C1CCC(C)=CC1

InChI Identifier

InChI=1S/C12H20O2/c1-9-5-7-11(8-6-9)12(3,4)14-10(2)13/h5,11H,6-8H2,1-4H3

InChI Key

IGODOXYLBBXFDW-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
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

p-menthane monoterpenoid (CHEBI:32320 )
Menthane monoterpenoids (C12300 )
Cyclic monoterpenes (C12300 )
Menthane monoterpenoids (LMPR0102090045 )

Functional Ontology

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 24421258)

Cellular substructure

Extracellular (HMDB: HMDB0032051)
Membrane (HMDB: HMDB0032051)

Source

Exogenous

Exogenous (HMDB: HMDB0032051)

Sunflower (FooDB: FOOD00086)

Herb

Fruit

Tropical fruit

Guava (FooDB: FOOD00150)

Citrus

Lemon (FooDB: FOOD00054)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)

Endogenous

Endogenous (HMDB: HMDB0032051)

Process

Not Available

Role

Biological role

Anti bacterial (HMDB: HMDB0032051)
Insectifuge (HMDB: HMDB0032051)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavor (HMDB: HMDB0032051)

Fragrance (HMDB: HMDB0032051)

Agriculture

Pesticide (HMDB: HMDB0032051)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	4.32	ALOGPS
logP	2.62	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	57.61 m³·mol⁻¹	ChemAxon
Polarizability	23.05 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

HMDB0032051

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

111037

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for alpha-Terpineol acetate (CFc000013229)

MOL for CFc000013229 (alpha-Terpineol acetate)

3D MOL for CFc000013229 (alpha-Terpineol acetate)

3D SDF for CFc000013229 (alpha-Terpineol acetate)

3D-SDF for CFc000013229 (alpha-Terpineol acetate)

PDB for CFc000013229 (alpha-Terpineol acetate)

3D PDB for CFc000013229 (alpha-Terpineol acetate)

SMILES for CFc000013229 (alpha-Terpineol acetate)

INCHI for CFc000013229 (alpha-Terpineol acetate)

Structure for CFc000013229 (alpha-Terpineol acetate)

3D Structure for CFc000013229 (alpha-Terpineol acetate)