ChemFOnt: Showing chemical card for (2E)-3,7-dimethylocta-2,6-dienoic acid (CFc000149942)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:32:13 UTC

Chemfont ID

CFc000149942

Molecule Identification

Common Name

(2E)-3,7-dimethylocta-2,6-dienoic acid

Definition

geranic acid, also known as geranate or decaprenoic acid, belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. geranic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(e)-3,7-Dimethylocta-2,6-dienoic acid	ChEBI
3,7-Dimethyl-2E,6-octadienoic acid	ChEBI
3,7-Dimethylocta-2,6-dienoate	ChEBI
Geranilyc acid	ChEBI
Geranoic acid	ChEBI
trans-3,7-Dimethyl-2,6-octadien-1-Oic acid	ChEBI
trans-Geranic acid	ChEBI
trans-Geranoic acid	ChEBI
Geranate	Kegg
(e)-3,7-Dimethylocta-2,6-dienoate	Generator
3,7-Dimethyl-2E,6-octadienoate	Generator
3,7-Dimethylocta-2,6-dienoic acid	Generator
Geranoate	Generator
trans-3,7-Dimethyl-2,6-octadien-1-Oate	Generator
trans-Geranate	Generator
trans-Geranoate	Generator
Decaprenoic acid	MeSH
Decaprenoic acid, (Z)-isomer	MeSH
Decaprenoic acid, (e)-isomer	MeSH

Chemical Formula

C₁₀H₁₆O₂

Average Molecular Weight

168.236

Monoisotopic Molecular Weight

168.115029755

IUPAC Name

(2E)-3,7-dimethylocta-2,6-dienoic acid

Traditional Name

geranic acid

CAS Registry Number

459-80-3

SMILES

CC(C)=CCC\C(C)=C\C(O)=O

InChI Identifier

InChI=1S/C10H16O2/c1-8(2)5-4-6-9(3)7-10(11)12/h5,7H,4,6H2,1-3H3,(H,11,12)/b9-7+

InChI Key

ZHYZQXUYZJNEHD-VQHVLOKHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Acyclic monoterpenoids

Alternative Parents

Substituents

Acyclic monoterpenoid
Medium-chain fatty acid
Branched fatty acid
Methyl-branched fatty acid
Unsaturated fatty acid
Fatty acyl
Fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alpha,beta-unsaturated monocarboxylic acid (CHEBI:67264 )
monoterpenoid (CHEBI:67264 )
polyunsaturated fatty acid (CHEBI:67264 )
methyl-branched fatty acid (CHEBI:67264 )
Unsaturated fatty acids (LMFA01030784 )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.22 g/L	ALOGPS
logP	2.72	ALOGPS
logP	2.82	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	5.26	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	51.05 m³·mol⁻¹	ChemAxon
Polarizability	19.53 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

HMDB0169534

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C16461

BioCyc ID

CPD-7618

BiGG ID

Not Available

Wikipedia Link

Geranic_acid

METLIN ID

Not Available

PubChem Compound

5275520

PDB ID

Not Available

ChEBI ID

67264

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (2E)-3,7-dimethylocta-2,6-dienoic acid (CFc000149942)

MOL for CFc000149942 ((2E)-3,7-dimethylocta-2,6-dienoic acid)

3D MOL for CFc000149942 ((2E)-3,7-dimethylocta-2,6-dienoic acid)

3D SDF for CFc000149942 ((2E)-3,7-dimethylocta-2,6-dienoic acid)

3D-SDF for CFc000149942 ((2E)-3,7-dimethylocta-2,6-dienoic acid)

PDB for CFc000149942 ((2E)-3,7-dimethylocta-2,6-dienoic acid)

3D PDB for CFc000149942 ((2E)-3,7-dimethylocta-2,6-dienoic acid)

SMILES for CFc000149942 ((2E)-3,7-dimethylocta-2,6-dienoic acid)

INCHI for CFc000149942 ((2E)-3,7-dimethylocta-2,6-dienoic acid)

Structure for CFc000149942 ((2E)-3,7-dimethylocta-2,6-dienoic acid)

3D Structure for CFc000149942 ((2E)-3,7-dimethylocta-2,6-dienoic acid)