ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[2,5,8-trihydroxy-2-(hydroxymethyl)-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-6-yl]oxy}oxane-2-carboxylic acid (CFc000145404)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:24:12 UTC

Chemfont ID

CFc000145404

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[2,5,8-trihydroxy-2-(hydroxymethyl)-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-6-yl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[2,5,8-trihydroxy-2-(hydroxymethyl)-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-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-{[2,5,8-trihydroxy-2-(hydroxymethyl)-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-6-yl]oxy}oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{[2,5,8-trihydroxy-2-(hydroxymethyl)-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-6-yl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₀H₂₀O₁₃

Average Molecular Weight

468.367

Monoisotopic Molecular Weight

468.090390704

IUPAC Name

3,4,5-trihydroxy-6-{[2,5,8-trihydroxy-2-(hydroxymethyl)-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-6-yl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[2,5,8-trihydroxy-2-(hydroxymethyl)-4-oxo-3H-naphtho[2,3-b]pyran-6-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OCC1(O)CC(=O)C2=C(O)C3=C(OC4OC(C(O)C(O)C4O)C(O)=O)C=C(O)C=C3C=C2O1

InChI Identifier

InChI=1S/C20H20O13/c21-5-20(30)4-8(23)12-10(33-20)2-6-1-7(22)3-9(11(6)13(12)24)31-19-16(27)14(25)15(26)17(32-19)18(28)29/h1-3,14-17,19,21-22,24-27,30H,4-5H2,(H,28,29)

InChI Key

YGOIVQJSYZZOQV-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
Benzochromone
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
2-naphthol
1-naphthol
Glycosyl compound
Chromone
O-glycosyl compound
Naphthalene
Benzopyran
Chromane
1-benzopyran
Aryl ketone
Aryl alkyl ketone
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Oxane
Benzenoid
Hydroxy acid
Pyran
Monosaccharide
Vinylogous acid
Hemiacetal
Ketone
Secondary alcohol
Oxacycle
Polyol
Carboxylic acid derivative
Carboxylic acid
Acetal
Monocarboxylic acid or derivatives
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Primary alcohol
Organic oxygen compound
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	4.83 g/L	ALOGPS
logP	-0.68	ALOGPS
logP	-0.73	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	2.96	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	223.67 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	102.9 m³·mol⁻¹	ChemAxon
Polarizability	42.86 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	No	ChemAxon

External Links

HMDB ID

HMDB0164996

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-{[2,5,8-trihydroxy-2-(hydroxymethyl)-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-6-yl]oxy}oxane-2-carboxylic acid (CFc000145404)

MOL for CFc000145404 (3,4,5-trihydroxy-6-{[2,5,8-trihydroxy-2-(hydroxymethyl)-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-6-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000145404 (3,4,5-trihydroxy-6-{[2,5,8-trihydroxy-2-(hydroxymethyl)-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-6-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000145404 (3,4,5-trihydroxy-6-{[2,5,8-trihydroxy-2-(hydroxymethyl)-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-6-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000145404 (3,4,5-trihydroxy-6-{[2,5,8-trihydroxy-2-(hydroxymethyl)-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-6-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000145404 (3,4,5-trihydroxy-6-{[2,5,8-trihydroxy-2-(hydroxymethyl)-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-6-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000145404 (3,4,5-trihydroxy-6-{[2,5,8-trihydroxy-2-(hydroxymethyl)-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-6-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000145404 (3,4,5-trihydroxy-6-{[2,5,8-trihydroxy-2-(hydroxymethyl)-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-6-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000145404 (3,4,5-trihydroxy-6-{[2,5,8-trihydroxy-2-(hydroxymethyl)-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-6-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000145404 (3,4,5-trihydroxy-6-{[2,5,8-trihydroxy-2-(hydroxymethyl)-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-6-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000145404 (3,4,5-trihydroxy-6-{[2,5,8-trihydroxy-2-(hydroxymethyl)-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-6-yl]oxy}oxane-2-carboxylic acid)