ChemFOnt: Showing chemical card for 4-Hydroxy-5-(3',4'-dihydroxyphenyl)-valeric acid-O-glucuronide (CFc000040439)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:41:56 UTC

Chemfont ID

CFc000040439

Molecule Identification

Common Name

4-Hydroxy-5-(3',4'-dihydroxyphenyl)-valeric acid-O-glucuronide

Definition

664

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Hydroxy-5-(3',4'-dihydroxyphenyl)-valerate-O-glucuronide	Generator

Chemical Formula

C₁₇H₂₂O₁₁

Average Molecular Weight

402.35

Monoisotopic Molecular Weight

402.116211546

IUPAC Name

(2S,3S,4S,5R,6S)-6-{[5-(3,4-dihydroxyphenyl)-4-hydroxypentanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-6-{[5-(3,4-dihydroxyphenyl)-4-hydroxypentanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

None

SMILES

OC(CCC(=O)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)CC1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C17H22O11/c18-8(5-7-1-3-9(19)10(20)6-7)2-4-11(21)27-17-14(24)12(22)13(23)15(28-17)16(25)26/h1,3,6,8,12-15,17-20,22-24H,2,4-5H2,(H,25,26)/t8?,12-,13-,14+,15-,17+/m0/s1

InChI Key

FZTBEBWSWJPSHQ-AHLSELSJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

1-o-glucuronide
O-glucuronide
Hexose monosaccharide
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Fatty acid ester
Phenol
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Hydroxy acid
Monosaccharide
Benzenoid
Oxane
Pyran
Secondary alcohol
Carboxylic acid ester
Oxacycle
Carboxylic acid
Acetal
Organoheterocyclic compound
Carboxylic acid derivative
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0059971)

Organ

Liver (HMDB: HMDB0059971)
Kidney (HMDB: HMDB0059971)

Excreta

Biofluid or Excreta

Urine (PMID: 22827565)

Source

Endogenous

Endogenous (HMDB: HMDB0059971)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	5.47 g/L	ALOGPS
logP	-0.46	ALOGPS
logP	-1	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	3.19	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	194.21 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	89.1 m³·mol⁻¹	ChemAxon
Polarizability	38.6 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0059971

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

124202072

PDB ID

Not Available

ChEBI ID

88690

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-Hydroxy-5-(3',4'-dihydroxyphenyl)-valeric acid-O-glucuronide (CFc000040439)

MOL for CFc000040439 (4-Hydroxy-5-(3',4'-dihydroxyphenyl)-valeric acid-O-glucuronide)

3D MOL for CFc000040439 (4-Hydroxy-5-(3',4'-dihydroxyphenyl)-valeric acid-O-glucuronide)

3D SDF for CFc000040439 (4-Hydroxy-5-(3',4'-dihydroxyphenyl)-valeric acid-O-glucuronide)

3D-SDF for CFc000040439 (4-Hydroxy-5-(3',4'-dihydroxyphenyl)-valeric acid-O-glucuronide)

PDB for CFc000040439 (4-Hydroxy-5-(3',4'-dihydroxyphenyl)-valeric acid-O-glucuronide)

3D PDB for CFc000040439 (4-Hydroxy-5-(3',4'-dihydroxyphenyl)-valeric acid-O-glucuronide)

SMILES for CFc000040439 (4-Hydroxy-5-(3',4'-dihydroxyphenyl)-valeric acid-O-glucuronide)

INCHI for CFc000040439 (4-Hydroxy-5-(3',4'-dihydroxyphenyl)-valeric acid-O-glucuronide)

Structure for CFc000040439 (4-Hydroxy-5-(3',4'-dihydroxyphenyl)-valeric acid-O-glucuronide)

3D Structure for CFc000040439 (4-Hydroxy-5-(3',4'-dihydroxyphenyl)-valeric acid-O-glucuronide)