ChemFOnt: Showing chemical card for 5-(3',4',5'-Trihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide (CFc000040454)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:41:57 UTC

Chemfont ID

CFc000040454

Molecule Identification

Common Name

5-(3',4',5'-Trihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide

Definition

670

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5-(3',4',5'-Trihydroxyphenyl)-g-valerolactone-4'-O-glucuronide	Generator
5-(3',4',5'-Trihydroxyphenyl)-γ-valerolactone-4'-O-glucuronide	Generator
(2S,3S,4S,5R,6S)-6-{2,6-dihydroxy-4-[(5-oxooxolan-2-yl)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₁₇H₂₀O₁₁

Average Molecular Weight

400.3341

Monoisotopic Molecular Weight

400.100561482

IUPAC Name

(2S,3S,4S,5R,6S)-6-{2,6-dihydroxy-4-[(5-oxooxolan-2-yl)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-6-{2,6-dihydroxy-4-[(5-oxooxolan-2-yl)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C1(CC2=CC(O)=C(O[C@]3([H])O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)C(O)=C2)CCC(=O)O1

InChI Identifier

InChI=1S/C17H20O11/c18-8-4-6(3-7-1-2-10(20)26-7)5-9(19)14(8)27-17-13(23)11(21)12(22)15(28-17)16(24)25/h4-5,7,11-13,15,17-19,21-23H,1-3H2,(H,24,25)/t7?,11-,12-,13+,15-,17+/m0/s1

InChI Key

ATYNVCXMADLPJQ-YSVLGHOVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Alkyl glycoside
O-glycosyl compound
Phenoxy compound
Resorcinol
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Phenol
Gamma butyrolactone
Pyran
Oxane
Benzenoid
Dicarboxylic acid or derivatives
Fatty acyl
Monosaccharide
Monocyclic benzene moiety
Hydroxy acid
Tetrahydrofuran
Secondary alcohol
Carboxylic acid ester
Lactone
Polyol
Acetal
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Carbonyl group
Hydrocarbon derivative
Organic oxide
Alcohol
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 (PMID: 32966057)

Organ

Liver (HMDB: HMDB0059986)
Kidney (HMDB: HMDB0059986)

Excreta

Biofluid or Excreta

Urine (PMID: 22827565)

Source

Endogenous

Endogenous (HMDB: HMDB0059986)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	7.7 g/L	ALOGPS
logP	0.06	ALOGPS
logP	-0.64	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	2.9	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	183.21 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	87.3 m³·mol⁻¹	ChemAxon
Polarizability	37.1 Å³	ChemAxon
Number of Rings	3	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

HMDB0059986

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093658

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

124202074

PDB ID

Not Available

ChEBI ID

88692

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 5-(3',4',5'-Trihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide (CFc000040454)

MOL for CFc000040454 (5-(3',4',5'-Trihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

3D MOL for CFc000040454 (5-(3',4',5'-Trihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

3D SDF for CFc000040454 (5-(3',4',5'-Trihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

3D-SDF for CFc000040454 (5-(3',4',5'-Trihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

PDB for CFc000040454 (5-(3',4',5'-Trihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

3D PDB for CFc000040454 (5-(3',4',5'-Trihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

SMILES for CFc000040454 (5-(3',4',5'-Trihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

INCHI for CFc000040454 (5-(3',4',5'-Trihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

Structure for CFc000040454 (5-(3',4',5'-Trihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

3D Structure for CFc000040454 (5-(3',4',5'-Trihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)