ChemFOnt: Showing chemical card for 2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetic acid (CFc000110297)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:29:29 UTC

Chemfont ID

CFc000110297

Molecule Identification

Common Name

2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetic acid

Definition

2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1h-isochromen-8-yl]-6h-benzo[c]chromen-1-yl})methylidene]amino}acetic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1h-isochromen-8-yl]-6h-benzo[c]chromene-1-carboxylic acid. It is generated by Glycine N-acyltransferase (Q6IB77) enzyme via a glycination-of-aryl-acid reaction. This glycination-of-aryl-acid occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetate	Generator

Chemical Formula

C₂₉H₂₃NO₁₉

Average Molecular Weight

689.491

Monoisotopic Molecular Weight

689.086427525

IUPAC Name

2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetic acid

Traditional Name

{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)isochromen-8-yl]benzo[c]chromen-1-yl})methylidene]amino}acetic acid

CAS Registry Number

None

SMILES

OCC(O)C(O)C(O)C1=CC2=C(C(=O)O1)C(=C(O)C(O)=C2O)C1=C(O)C(O)=C(O)C2=C1C(=O)OC1=C2C(=CC(O)=C1O)C(O)=NCC(O)=O

InChI Identifier

InChI=1S/C29H23NO19/c31-4-8(33)18(37)20(39)9-2-5-12(28(46)48-9)14(22(41)24(43)17(5)36)15-16-13(21(40)25(44)23(15)42)11-6(27(45)30-3-10(34)35)1-7(32)19(38)26(11)49-29(16)47/h1-2,8,18,20,31-33,36-44H,3-4H2,(H,30,45)(H,34,35)

InChI Key

IKWMBYIIASTYKK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Phenolic glycoside
O-glucuronide
1-o-glucuronide
Biphenol
Glucuronic acid or derivatives
Gallic acid or derivatives
Hexose monosaccharide
O-glycosyl compound
Coumarin
Glycosyl compound
Isocoumarin
Benzopyran
2-benzopyran
Hydroxybenzoic acid
1-benzopyran
Pyranone
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Dicarboxylic acid or derivatives
Benzenoid
Hydroxy acid
Pyran
Monosaccharide
Oxane
Heteroaromatic compound
Lactone
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid
Carboxylic acid derivative
Polyol
Aromatic alcohol
Alcohol
Organic oxygen compound
Carbonyl group
Primary alcohol
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0129888)

Plant

Plant (HMDB: HMDB0129888)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.96 g/L	ALOGPS
logP	1.2	ALOGPS
logP	-0.49	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	2.82	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	14	ChemAxon
Polar Surface Area	365.25 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	159.18 m³·mol⁻¹	ChemAxon
Polarizability	62.83 Å³	ChemAxon
Number of Rings	5	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

HMDB0129888

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

131836112

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetic acid (CFc000110297)

MOL for CFc000110297 (2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetic acid)

3D MOL for CFc000110297 (2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetic acid)

3D SDF for CFc000110297 (2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetic acid)

3D-SDF for CFc000110297 (2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetic acid)

PDB for CFc000110297 (2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetic acid)

3D PDB for CFc000110297 (2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetic acid)

SMILES for CFc000110297 (2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetic acid)

INCHI for CFc000110297 (2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetic acid)

Structure for CFc000110297 (2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetic acid)

3D Structure for CFc000110297 (2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetic acid)