ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{4-[(3E)-7-(3-hydroxyphenyl)-5-oxohept-3-en-1-yl]phenoxy}oxane-2-carboxylic acid (CFc000118643)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:41:52 UTC

Chemfont ID

CFc000118643

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{4-[(3E)-7-(3-hydroxyphenyl)-5-oxohept-3-en-1-yl]phenoxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{4-[(3e)-7-(3-hydroxyphenyl)-5-oxohept-3-en-1-yl]phenoxy}oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of (4e)-1-(3-hydroxyphenyl)-7-(4-hydroxyphenyl)hept-4-en-3-one. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aromatic-OH-glucuronidation reaction. This aromatic-OH-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{4-[(3E)-7-(3-hydroxyphenyl)-5-oxohept-3-en-1-yl]phenoxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₅H₂₈O₉

Average Molecular Weight

472.49

Monoisotopic Molecular Weight

472.173332482

IUPAC Name

3,4,5-trihydroxy-6-{4-[(3E)-7-(3-hydroxyphenyl)-5-oxohept-3-en-1-yl]phenoxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{4-[(3E)-7-(3-hydroxyphenyl)-5-oxohept-3-en-1-yl]phenoxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCC1=CC=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C1)=C(\[H])C(=O)CCC1=CC(O)=CC=C1

InChI Identifier

InChI=1S/C25H28O9/c26-17(11-8-16-5-3-7-18(27)14-16)6-2-1-4-15-9-12-19(13-10-15)33-25-22(30)20(28)21(29)23(34-25)24(31)32/h2-3,5-7,9-10,12-14,20-23,25,27-30H,1,4,8,11H2,(H,31,32)/b6-2+

InChI Key

MJGUOGWJSBYCGC-QHHAFSJGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Linear diarylheptanoids

Alternative Parents

Substituents

Linear 1,7-diphenylheptane skeleton
Phenolic glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Glycosyl compound
Phenol ether
Phenoxy compound
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Beta-hydroxy acid
Monocyclic benzene moiety
Oxane
Pyran
Monosaccharide
Benzenoid
Hydroxy acid
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid
Carboxylic acid derivative
Polyol
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0138234)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	2.73	ALOGPS
logP	3	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.29	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	121.11 m³·mol⁻¹	ChemAxon
Polarizability	49.05 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0138234

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

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 3,4,5-trihydroxy-6-{4-[(3E)-7-(3-hydroxyphenyl)-5-oxohept-3-en-1-yl]phenoxy}oxane-2-carboxylic acid (CFc000118643)

MOL for CFc000118643 (3,4,5-trihydroxy-6-{4-[(3E)-7-(3-hydroxyphenyl)-5-oxohept-3-en-1-yl]phenoxy}oxane-2-carboxylic acid)

3D MOL for CFc000118643 (3,4,5-trihydroxy-6-{4-[(3E)-7-(3-hydroxyphenyl)-5-oxohept-3-en-1-yl]phenoxy}oxane-2-carboxylic acid)

3D SDF for CFc000118643 (3,4,5-trihydroxy-6-{4-[(3E)-7-(3-hydroxyphenyl)-5-oxohept-3-en-1-yl]phenoxy}oxane-2-carboxylic acid)

3D-SDF for CFc000118643 (3,4,5-trihydroxy-6-{4-[(3E)-7-(3-hydroxyphenyl)-5-oxohept-3-en-1-yl]phenoxy}oxane-2-carboxylic acid)

PDB for CFc000118643 (3,4,5-trihydroxy-6-{4-[(3E)-7-(3-hydroxyphenyl)-5-oxohept-3-en-1-yl]phenoxy}oxane-2-carboxylic acid)

3D PDB for CFc000118643 (3,4,5-trihydroxy-6-{4-[(3E)-7-(3-hydroxyphenyl)-5-oxohept-3-en-1-yl]phenoxy}oxane-2-carboxylic acid)

SMILES for CFc000118643 (3,4,5-trihydroxy-6-{4-[(3E)-7-(3-hydroxyphenyl)-5-oxohept-3-en-1-yl]phenoxy}oxane-2-carboxylic acid)

INCHI for CFc000118643 (3,4,5-trihydroxy-6-{4-[(3E)-7-(3-hydroxyphenyl)-5-oxohept-3-en-1-yl]phenoxy}oxane-2-carboxylic acid)

Structure for CFc000118643 (3,4,5-trihydroxy-6-{4-[(3E)-7-(3-hydroxyphenyl)-5-oxohept-3-en-1-yl]phenoxy}oxane-2-carboxylic acid)

3D Structure for CFc000118643 (3,4,5-trihydroxy-6-{4-[(3E)-7-(3-hydroxyphenyl)-5-oxohept-3-en-1-yl]phenoxy}oxane-2-carboxylic acid)