ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{3-hydroxy-2-[2-(8-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)propanoyl]benzoyloxy}oxane-2-carboxylic acid (CFc000148728)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:29:58 UTC

Chemfont ID

CFc000148728

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{3-hydroxy-2-[2-(8-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)propanoyl]benzoyloxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{3-hydroxy-2-[2-(8-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)propanoyl]benzoyloxy}oxane-2-carboxylic acid 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. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-{3-hydroxy-2-[2-(8-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)propanoyl]benzoyloxy}oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{3-hydroxy-2-[2-(8-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)propanoyl]benzoyloxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₆H₂₂O₁₃

Average Molecular Weight

542.449

Monoisotopic Molecular Weight

542.106040768

IUPAC Name

3,4,5-trihydroxy-6-{3-hydroxy-2-[2-(8-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)propanoyl]benzoyloxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{3-hydroxy-2-[2-(8-hydroxy-1,4-dioxonaphthalen-2-yl)propanoyl]benzoyloxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C(=O)C1=C(C=CC=C1O)C(=O)OC1OC(C(O)C(O)C1O)C(O)=O)C1=CC(=O)C2=C(C(O)=CC=C2)C1=O

InChI Identifier

InChI=1S/C26H22O13/c1-9(12-8-15(29)10-4-2-6-13(27)16(10)19(12)31)18(30)17-11(5-3-7-14(17)28)25(37)39-26-22(34)20(32)21(33)23(38-26)24(35)36/h2-9,20-23,26-28,32-34H,1H3,(H,35,36)

InChI Key

KOUTWVOXTVGSKE-UHFFFAOYSA-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
Alkyl-phenylketone
Naphthoquinone
M-hydroxybenzoic acid ester
Naphthalene
Benzoate ester
Phenylketone
Benzoic acid or derivatives
Phenylpropane
Benzoyl
Aryl alkyl ketone
Aryl ketone
Quinone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Phenol
Monocyclic benzene moiety
Oxane
Monosaccharide
Benzenoid
Hydroxy acid
Pyran
Dicarboxylic acid or derivatives
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Ketone
Polyol
Carboxylic acid
Carboxylic acid derivative
Acetal
Organoheterocyclic compound
Oxacycle
Carbonyl group
Hydrocarbon derivative
Organic oxide
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	0.44 g/L	ALOGPS
logP	1.73	ALOGPS
logP	1.91	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	2.69	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	225.19 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	128.71 m³·mol⁻¹	ChemAxon
Polarizability	50.34 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

HMDB0168320

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-{3-hydroxy-2-[2-(8-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)propanoyl]benzoyloxy}oxane-2-carboxylic acid (CFc000148728)

MOL for CFc000148728 (3,4,5-trihydroxy-6-{3-hydroxy-2-[2-(8-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)propanoyl]benzoyloxy}oxane-2-carboxylic acid)

3D MOL for CFc000148728 (3,4,5-trihydroxy-6-{3-hydroxy-2-[2-(8-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)propanoyl]benzoyloxy}oxane-2-carboxylic acid)

3D SDF for CFc000148728 (3,4,5-trihydroxy-6-{3-hydroxy-2-[2-(8-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)propanoyl]benzoyloxy}oxane-2-carboxylic acid)

3D-SDF for CFc000148728 (3,4,5-trihydroxy-6-{3-hydroxy-2-[2-(8-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)propanoyl]benzoyloxy}oxane-2-carboxylic acid)

PDB for CFc000148728 (3,4,5-trihydroxy-6-{3-hydroxy-2-[2-(8-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)propanoyl]benzoyloxy}oxane-2-carboxylic acid)

3D PDB for CFc000148728 (3,4,5-trihydroxy-6-{3-hydroxy-2-[2-(8-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)propanoyl]benzoyloxy}oxane-2-carboxylic acid)

SMILES for CFc000148728 (3,4,5-trihydroxy-6-{3-hydroxy-2-[2-(8-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)propanoyl]benzoyloxy}oxane-2-carboxylic acid)

INCHI for CFc000148728 (3,4,5-trihydroxy-6-{3-hydroxy-2-[2-(8-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)propanoyl]benzoyloxy}oxane-2-carboxylic acid)

Structure for CFc000148728 (3,4,5-trihydroxy-6-{3-hydroxy-2-[2-(8-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)propanoyl]benzoyloxy}oxane-2-carboxylic acid)

3D Structure for CFc000148728 (3,4,5-trihydroxy-6-{3-hydroxy-2-[2-(8-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)propanoyl]benzoyloxy}oxane-2-carboxylic acid)