ChemFOnt: Showing chemical card for 2-[(3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-5,8-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-3-hydroxybutanedioic acid (CFc000129822)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:58:59 UTC

Chemfont ID

CFc000129822

Molecule Identification

Common Name

2-[(3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-5,8-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-3-hydroxybutanedioic acid

Definition

2-[(3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-5,8-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-3-hydroxybutanedioic acid belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one. Based on a literature review very few articles have been published on 2-[(3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-5,8-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-3-hydroxybutanedioic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-[(3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-5,8-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-3-hydroxybutanedioate	Generator

Chemical Formula

C₂₅H₂₄O₁₇

Average Molecular Weight

596.45

Monoisotopic Molecular Weight

596.101349313

IUPAC Name

2-[(3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-5,8-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-3-hydroxybutanedioic acid

Traditional Name

2-[(3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-5,8-dihydroxy-4-oxo-2,3-dihydro-1-benzopyran-7-yl)oxy]-3-hydroxybutanedioic acid

CAS Registry Number

Not Available

SMILES

OC(C(OC1=C(O)C2=C(C(O)=C1)C(=O)C(CO2)C1=CC=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C1)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C25H24O17/c26-10-5-11(41-21(24(37)38)18(32)22(33)34)14(28)19-12(10)13(27)9(6-39-19)7-1-3-8(4-2-7)40-25-17(31)15(29)16(30)20(42-25)23(35)36/h1-5,9,15-18,20-21,25-26,28-32H,6H2,(H,33,34)(H,35,36)(H,37,38)

InChI Key

KXIRBPLUCYZMGX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavonoid O-glycosides

Direct Parent

Isoflavonoid O-glycosides

Alternative Parents

Substituents

Isoflavonoid o-glycoside
Isoflavonoid-4p-o-glycoside
Isoflavanol
Isoflavanone
Hydroxyisoflavonoid
Isoflavan
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Chromone
Glycosyl compound
O-glycosyl compound
Phenoxyacetate
Benzopyran
Chromane
1-benzopyran
Tricarboxylic acid or derivatives
Phenoxy compound
Phenol ether
Aryl alkyl ketone
Aryl ketone
Sugar acid
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyran
Alpha-hydroxy acid
Monocyclic benzene moiety
Hydroxy acid
Oxane
Benzenoid
Monosaccharide
Vinylogous acid
Secondary alcohol
Ketone
Carboxylic acid derivative
Polyol
Carboxylic acid
Acetal
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Carbonyl group
Alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0149413)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.36 g/L	ALOGPS
logP	0.55	ALOGPS
logP	-0.69	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	2.42	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	287.27 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	128.1 m³·mol⁻¹	ChemAxon
Polarizability	53.8 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0149413

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 2-[(3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-5,8-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-3-hydroxybutanedioic acid (CFc000129822)

MOL for CFc000129822 (2-[(3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-5,8-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-3-hydroxybutanedioic acid)

3D MOL for CFc000129822 (2-[(3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-5,8-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-3-hydroxybutanedioic acid)

3D SDF for CFc000129822 (2-[(3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-5,8-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-3-hydroxybutanedioic acid)

3D-SDF for CFc000129822 (2-[(3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-5,8-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-3-hydroxybutanedioic acid)

PDB for CFc000129822 (2-[(3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-5,8-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-3-hydroxybutanedioic acid)

3D PDB for CFc000129822 (2-[(3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-5,8-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-3-hydroxybutanedioic acid)

SMILES for CFc000129822 (2-[(3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-5,8-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-3-hydroxybutanedioic acid)

INCHI for CFc000129822 (2-[(3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-5,8-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-3-hydroxybutanedioic acid)

Structure for CFc000129822 (2-[(3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-5,8-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-3-hydroxybutanedioic acid)

3D Structure for CFc000129822 (2-[(3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-5,8-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-3-hydroxybutanedioic acid)