ChemFOnt: Showing chemical card for (±)-Citronellyl acetate (CFc000015239)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:04:19 UTC

Chemfont ID

CFc000015239

Molecule Identification

Common Name

(±)-Citronellyl acetate

Definition

(±)-Citronellyl acetate, also known as b-citronellol acetic acid or cephrol acetate, belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. (±)-Citronellol acetate is a monoterpenoid that is the acetate ester of citronellol. It has been isolated from Citrus hystrix. (±)-Citronellyl acetate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
beta-Citronellol acetate	ChEBI
beta-Citronellyl acetate	ChEBI
3,7-Dimethyl-6-octen-1-yl acetate	Kegg
b-Citronellol acetate	Generator
b-Citronellol acetic acid	Generator
beta-Citronellol acetic acid	Generator
Β-citronellol acetate	Generator
Β-citronellol acetic acid	Generator
b-Citronellyl acetate	Generator
b-Citronellyl acetic acid	Generator
beta-Citronellyl acetic acid	Generator
Β-citronellyl acetate	Generator
Β-citronellyl acetic acid	Generator
3,7-Dimethyl-6-octen-1-yl acetic acid	Generator
(±)-citronellyl acetic acid	Generator
(+/-)-citronellyl acetate	HMDB
1-Acetoxy-3,7-dimethyloct-6-ene	HMDB
2-Octen-8-ol, 2,6-dimethyl-, acetate	HMDB
3,7-Dimethyl-6-octen-1-ol acetate	HMDB
3,7-Dimethyl-6-octen-1-yl ethanoate	HMDB
6-Octen-1-ol, 3,7-dimethyl-, 1-acetate	HMDB
6-Octen-1-ol, 3,7-dimethyl-, acetate	HMDB
6-Octen-L-ol, 3,7-dimethyl-, acetate	HMDB
Acetic acid, 3,7-dimethyl-6-octen-1-yl ester	HMDB
Acetic acid, citronellyl ester	HMDB
Cephrol acetate	HMDB
DL-Citronellol acetate	HMDB
FEMA 2311	HMDB
Citronellyl acetic acid	Generator
Citronellyl acetate, (S)-isomer	MeSH

Chemical Formula

C₁₂H₂₂O₂

Average Molecular Weight

198.306

Monoisotopic Molecular Weight

198.161979948

IUPAC Name

3,7-dimethyloct-6-en-1-yl acetate

Traditional Name

citronellyl acetate

CAS Registry Number

150-84-5

SMILES

CC(CCOC(C)=O)CCC=C(C)C

InChI Identifier

InChI=1S/C12H22O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,11H,5,7-9H2,1-4H3

InChI Key

JOZKFWLRHCDGJA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohol esters

Direct Parent

Fatty alcohol esters

Alternative Parents

Substituents

Fatty alcohol ester
Monoterpenoid
Acyclic monoterpenoid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

acetate ester (CHEBI:70478 )
monoterpenoid (CHEBI:70478 )
Acyclic monoterpenoids (C12298 )
Acyclic monoterpenoids (LMPR0102010015 )

Functional Ontology

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0034160)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034160)

Source

Endogenous

Endogenous (HMDB: HMDB0034160)

Plant

Plant (HMDB: HMDB0034160)

Animal

Animal (HMDB: HMDB0034160)

Exogenous

Food

Food (HMDB: HMDB0034160)

Vegetable

Root vegetable

Carrot (FooDB: FOOD00245)
Wild carrot (FooDB: FOOD00072)

Herb and spice

Spice

Herb

Lemon grass (FooDB: FOOD00070)

Herbs and Spices (FooDB: FOOD00866)

Fruit

Berry

Blackcurrant (FooDB: FOOD00155)
Grape (FooDB: FOOD00369)

Citrus

Lemon (FooDB: FOOD00054)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Citrus (FooDB: FOOD00859)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Exogenous (HMDB: HMDB0034160)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0034160)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0034160)

Lipid metabolism pathway (HMDB: HMDB0034160)

Cellular process

Cell signaling (HMDB: HMDB0034160)

Biochemical process

Lipid transport (HMDB: HMDB0034160)

Role

Biological role

Energy source (HMDB: HMDB0034160)
Irritant (HMDB: HMDB0034160)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034160)

Food and nutrition

Food additive

Flavoring agent

Flavor (HMDB: HMDB0034160)
Flavoring Agent (HMDB: HMDB0034160)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.068 g/L	ALOGPS
logP	4.13	ALOGPS
logP	3.19	ChemAxon
logS	-3.5	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	7	ChemAxon
Refractivity	59.64 m³·mol⁻¹	ChemAxon
Polarizability	24.4 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon