ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[5-hydroxy-2-(hydroxymethyl)-4-oxo-4H-benzo[g]chromen-6-yl]oxy}oxane-2-carboxylic acid (CFc000148275)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:29:08 UTC

Chemfont ID

CFc000148275

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[5-hydroxy-2-(hydroxymethyl)-4-oxo-4H-benzo[g]chromen-6-yl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[5-hydroxy-2-(hydroxymethyl)-4-oxo-4H-benzo[g]chromen-6-yl]oxy}oxane-2-carboxylic acid belongs to the class of organic compounds known as naphthopyranone glycosides. Naphthopyranone glycosides are compounds containing a carbohydrate moiety glycosidically linked to a naphthopyranone moiety. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-{[5-hydroxy-2-(hydroxymethyl)-4-oxo-4H-benzo[g]chromen-6-yl]oxy}oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{[5-hydroxy-2-(hydroxymethyl)-4-oxo-4H-benzo[g]chromen-6-yl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₀H₁₈O₁₁

Average Molecular Weight

434.353

Monoisotopic Molecular Weight

434.0849114

IUPAC Name

3,4,5-trihydroxy-6-{[5-hydroxy-2-(hydroxymethyl)-4-oxo-4H-benzo[g]chromen-6-yl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[5-hydroxy-2-(hydroxymethyl)-4-oxobenzo[g]chromen-6-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OCC1=CC(=O)C2=C(O1)C=C1C=CC=C(OC3OC(C(O)C(O)C3O)C(O)=O)C1=C2O

InChI Identifier

InChI=1S/C20H18O11/c21-6-8-5-9(22)13-11(29-8)4-7-2-1-3-10(12(7)14(13)23)30-20-17(26)15(24)16(25)18(31-20)19(27)28/h1-5,15-18,20-21,23-26H,6H2,(H,27,28)

InChI Key

HCIDVFOFWZBSOT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyranone glycosides. Naphthopyranone glycosides are compounds containing a carbohydrate moiety glycosidically linked to a naphthopyranone moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Naphthopyranones

Direct Parent

Naphthopyranone glycosides

Alternative Parents

Substituents

Naphthopyranone glycoside
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Chromone
Glycosyl compound
1-naphthol
O-glycosyl compound
1-benzopyran
Naphthalene
Benzopyran
Beta-hydroxy acid
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Benzenoid
Hydroxy acid
Monosaccharide
Pyran
Oxane
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Monocarboxylic acid or derivatives
Oxacycle
Polyol
Acetal
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Alcohol
Carbonyl group
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Aromatic alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.02 g/L	ALOGPS
logP	-0.24	ALOGPS
logP	-0.091	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	3.11	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	183.21 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	101.07 m³·mol⁻¹	ChemAxon
Polarizability	40.94 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0167867

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-{[5-hydroxy-2-(hydroxymethyl)-4-oxo-4H-benzo[g]chromen-6-yl]oxy}oxane-2-carboxylic acid (CFc000148275)

MOL for CFc000148275 (3,4,5-trihydroxy-6-{[5-hydroxy-2-(hydroxymethyl)-4-oxo-4H-benzo[g]chromen-6-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000148275 (3,4,5-trihydroxy-6-{[5-hydroxy-2-(hydroxymethyl)-4-oxo-4H-benzo[g]chromen-6-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000148275 (3,4,5-trihydroxy-6-{[5-hydroxy-2-(hydroxymethyl)-4-oxo-4H-benzo[g]chromen-6-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000148275 (3,4,5-trihydroxy-6-{[5-hydroxy-2-(hydroxymethyl)-4-oxo-4H-benzo[g]chromen-6-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000148275 (3,4,5-trihydroxy-6-{[5-hydroxy-2-(hydroxymethyl)-4-oxo-4H-benzo[g]chromen-6-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000148275 (3,4,5-trihydroxy-6-{[5-hydroxy-2-(hydroxymethyl)-4-oxo-4H-benzo[g]chromen-6-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000148275 (3,4,5-trihydroxy-6-{[5-hydroxy-2-(hydroxymethyl)-4-oxo-4H-benzo[g]chromen-6-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000148275 (3,4,5-trihydroxy-6-{[5-hydroxy-2-(hydroxymethyl)-4-oxo-4H-benzo[g]chromen-6-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000148275 (3,4,5-trihydroxy-6-{[5-hydroxy-2-(hydroxymethyl)-4-oxo-4H-benzo[g]chromen-6-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000148275 (3,4,5-trihydroxy-6-{[5-hydroxy-2-(hydroxymethyl)-4-oxo-4H-benzo[g]chromen-6-yl]oxy}oxane-2-carboxylic acid)