ChemFOnt: Showing chemical card for 3-(3,4-dihydroxy-2-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}phenyl)propanoic acid (CFc000115377)

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

CFc000115377

Molecule Identification

Common Name

3-(3,4-dihydroxy-2-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}phenyl)propanoic acid

Definition

3-(3,4-dihydroxy-2-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}phenyl)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 an alkene-epoxidation-pattern1 reaction. This alkene-epoxidation-pattern1 occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-(3,4-Dihydroxy-2-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}phenyl)propanoate	Generator

Chemical Formula

C₁₉H₂₆O₅

Average Molecular Weight

334.412

Monoisotopic Molecular Weight

334.178023937

IUPAC Name

3-(3,4-dihydroxy-2-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}phenyl)propanoic acid

Traditional Name

3-(3,4-dihydroxy-2-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}phenyl)propanoic acid

CAS Registry Number

None

SMILES

CC(C)=CCCC1(C)OC1CC1=C(CCC(O)=O)C=CC(O)=C1O

InChI Identifier

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

InChI Key

NCSLWNAJQWTDPO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic acids

Alternative Parents

Substituents

3-phenylpropanoic-acid
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0134968)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.041 g/L	ALOGPS
logP	3.25	ALOGPS
logP	3.94	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.29 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	92.73 m³·mol⁻¹	ChemAxon
Polarizability	36.99 Å³	ChemAxon
Number of Rings	2	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

HMDB0134968

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB091957

KNApSAcK ID

Not Available

Chemspider ID

74853727

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131838644

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-(3,4-dihydroxy-2-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}phenyl)propanoic acid (CFc000115377)

MOL for CFc000115377 (3-(3,4-dihydroxy-2-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}phenyl)propanoic acid)

3D MOL for CFc000115377 (3-(3,4-dihydroxy-2-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}phenyl)propanoic acid)

3D SDF for CFc000115377 (3-(3,4-dihydroxy-2-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}phenyl)propanoic acid)

3D-SDF for CFc000115377 (3-(3,4-dihydroxy-2-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}phenyl)propanoic acid)

PDB for CFc000115377 (3-(3,4-dihydroxy-2-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}phenyl)propanoic acid)

3D PDB for CFc000115377 (3-(3,4-dihydroxy-2-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}phenyl)propanoic acid)

SMILES for CFc000115377 (3-(3,4-dihydroxy-2-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}phenyl)propanoic acid)

INCHI for CFc000115377 (3-(3,4-dihydroxy-2-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}phenyl)propanoic acid)

Structure for CFc000115377 (3-(3,4-dihydroxy-2-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}phenyl)propanoic acid)

3D Structure for CFc000115377 (3-(3,4-dihydroxy-2-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}phenyl)propanoic acid)