ChemFOnt: Showing chemical card for 3-[2-(3,7-dimethylocta-2,6-dien-1-yl)-3,4,6-trihydroxyphenyl]propanoic acid (CFc000115379)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:36:57 UTC

Chemfont ID

CFc000115379

Molecule Identification

Common Name

3-[2-(3,7-dimethylocta-2,6-dien-1-yl)-3,4,6-trihydroxyphenyl]propanoic acid

Definition

3-[2-(3,7-dimethylocta-2,6-dien-1-yl)-3,4,6-trihydroxyphenyl]propanoic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-[2-(3,7-dimethylocta-2,6-dien-1-yl)-3,4-dihydroxyphenyl]propanoic acid. It is generated by cyp2b6, cyp2c8, cyp2c9, and cyp2c19 enzymes via a hydroxylation-of-benzene-para-to-strongly-edg reaction. This hydroxylation-of-benzene-para-to-strongly-edg occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-[2-(3,7-Dimethylocta-2,6-dien-1-yl)-3,4,6-trihydroxyphenyl]propanoate	Generator

Chemical Formula

C₁₉H₂₆O₅

Average Molecular Weight

334.412

Monoisotopic Molecular Weight

334.178023937

IUPAC Name

3-[2-(3,7-dimethylocta-2,6-dien-1-yl)-3,4,6-trihydroxyphenyl]propanoic acid

Traditional Name

3-[2-(3,7-dimethylocta-2,6-dien-1-yl)-3,4,6-trihydroxyphenyl]propanoic acid

CAS Registry Number

None

SMILES

CC(C)=CCCC(C)=CCC1=C(CCC(O)=O)C(O)=CC(O)=C1O

InChI Identifier

InChI=1S/C19H26O5/c1-12(2)5-4-6-13(3)7-8-15-14(9-10-18(22)23)16(20)11-17(21)19(15)24/h5,7,11,20-21,24H,4,6,8-10H2,1-3H3,(H,22,23)

InChI Key

HHTZJTIACJAVSV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prenylated hydroquinones. These are quinones with a structure characterized by the hydroquinone ring substituted by an prenyl side-chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Prenylated hydroquinones

Alternative Parents

Substituents

Prenylbenzoquinol
3-phenylpropanoic-acid
Aromatic monoterpenoid
Monocyclic monoterpenoid
Monoterpenoid
Hydroxyquinol derivative
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0134970)

Source

Endogenous

Endogenous (HMDB: HMDB0134970)

Animal

Animal (HMDB: HMDB0134970)

Exogenous

Food

Food (HMDB: HMDB0134970)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0134970)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0134970)

Lipid metabolism pathway (HMDB: HMDB0134970)

Cellular process

Cell signaling (HMDB: HMDB0134970)

Biochemical process

Lipid transport (HMDB: HMDB0134970)

Role

Biological role

Energy source (HMDB: HMDB0134970)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.019 g/L	ALOGPS
logP	3.43	ALOGPS
logP	4.53	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	3.89	ChemAxon
pKa (Strongest Basic)	-5.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	95.95 m³·mol⁻¹	ChemAxon
Polarizability	37.19 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

HMDB0134970

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB091959

KNApSAcK ID

Not Available

Chemspider ID

74853729

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-[2-(3,7-dimethylocta-2,6-dien-1-yl)-3,4,6-trihydroxyphenyl]propanoic acid (CFc000115379)

MOL for CFc000115379 (3-[2-(3,7-dimethylocta-2,6-dien-1-yl)-3,4,6-trihydroxyphenyl]propanoic acid)

3D MOL for CFc000115379 (3-[2-(3,7-dimethylocta-2,6-dien-1-yl)-3,4,6-trihydroxyphenyl]propanoic acid)

3D SDF for CFc000115379 (3-[2-(3,7-dimethylocta-2,6-dien-1-yl)-3,4,6-trihydroxyphenyl]propanoic acid)

3D-SDF for CFc000115379 (3-[2-(3,7-dimethylocta-2,6-dien-1-yl)-3,4,6-trihydroxyphenyl]propanoic acid)

PDB for CFc000115379 (3-[2-(3,7-dimethylocta-2,6-dien-1-yl)-3,4,6-trihydroxyphenyl]propanoic acid)

3D PDB for CFc000115379 (3-[2-(3,7-dimethylocta-2,6-dien-1-yl)-3,4,6-trihydroxyphenyl]propanoic acid)

SMILES for CFc000115379 (3-[2-(3,7-dimethylocta-2,6-dien-1-yl)-3,4,6-trihydroxyphenyl]propanoic acid)

INCHI for CFc000115379 (3-[2-(3,7-dimethylocta-2,6-dien-1-yl)-3,4,6-trihydroxyphenyl]propanoic acid)

Structure for CFc000115379 (3-[2-(3,7-dimethylocta-2,6-dien-1-yl)-3,4,6-trihydroxyphenyl]propanoic acid)

3D Structure for CFc000115379 (3-[2-(3,7-dimethylocta-2,6-dien-1-yl)-3,4,6-trihydroxyphenyl]propanoic acid)