ChemFOnt: Showing chemical card for 3,7,11-Trimethyldodeca-2,6,10-trienyl acetate (CFc000282828)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:35:33 UTC

Chemfont ID

CFc000282828

Molecule Identification

Common Name

3,7,11-Trimethyldodeca-2,6,10-trienyl acetate

Definition

3,7,11-trimethyldodeca-2,6,10-trienyl acetate, also known as farnesylacetic acid, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. 3,7,11-trimethyldodeca-2,6,10-trienyl acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 3,7,11-trimethyldodeca-2,6,10-trienyl acetate is a floral, green, and rose tasting compound found in highbush blueberry, which makes 3,7,11-trimethyldodeca-2,6,10-trienyl acetate a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,7,11-Trimethyldodeca-2,6,10-trien-1-yl acetic acid	Generator
3,7,11-Trimethyldodeca-2,6,10-trienyl acetic acid	Generator
Farnesylacetic acid	MeSH
Farnesylacetate	MeSH
Farnesylacetic acid, (e,e)-isomer	MeSH

Chemical Formula

C₁₇H₂₈O₂

Average Molecular Weight

264.403

Monoisotopic Molecular Weight

264.20893014

IUPAC Name

3,7,11-trimethyldodeca-2,6,10-trien-1-yl acetate

Traditional Name

3,7,11-trimethyldodeca-2,6,10-trien-1-yl acetate

CAS Registry Number

29548-30-9

SMILES

CC(C)=CCCC(C)=CCCC(C)=CCOC(C)=O

InChI Identifier

InChI=1S/C17H28O2/c1-14(2)8-6-9-15(3)10-7-11-16(4)12-13-19-17(5)18/h8,10,12H,6-7,9,11,13H2,1-5H3

InChI Key

ZGIGZINMAOQWLX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Sesquiterpenoid
Fatty alcohol ester
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

Not Available

Functional Ontology

Exogenous (HMDB: HMDB0303312)

Food

Fruit

Berry

Highbush blueberry (FooDB: FOOD00191)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	5.67	ALOGPS
logP	4.6	ChemAxon
logS	-4.3	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	9	ChemAxon
Refractivity	84.14 m³·mol⁻¹	ChemAxon
Polarizability	32.95 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

External Links

HMDB ID

HMDB0303312

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010417

KNApSAcK ID

Not Available

Chemspider ID

85195

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,7,11-Trimethyldodeca-2,6,10-trienyl acetate (CFc000282828)

MOL for CFc000282828 (3,7,11-Trimethyldodeca-2,6,10-trienyl acetate)

3D MOL for CFc000282828 (3,7,11-Trimethyldodeca-2,6,10-trienyl acetate)

3D SDF for CFc000282828 (3,7,11-Trimethyldodeca-2,6,10-trienyl acetate)

3D-SDF for CFc000282828 (3,7,11-Trimethyldodeca-2,6,10-trienyl acetate)

PDB for CFc000282828 (3,7,11-Trimethyldodeca-2,6,10-trienyl acetate)

3D PDB for CFc000282828 (3,7,11-Trimethyldodeca-2,6,10-trienyl acetate)

SMILES for CFc000282828 (3,7,11-Trimethyldodeca-2,6,10-trienyl acetate)

INCHI for CFc000282828 (3,7,11-Trimethyldodeca-2,6,10-trienyl acetate)

Structure for CFc000282828 (3,7,11-Trimethyldodeca-2,6,10-trienyl acetate)

3D Structure for CFc000282828 (3,7,11-Trimethyldodeca-2,6,10-trienyl acetate)