ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({3,5,6-trihydroxy-2-[3-hydroxy-4-(methoxymethyl)phenyl]-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)oxane-2-carboxylic acid (CFc000108266)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:26:31 UTC

Chemfont ID

CFc000108266

Molecule Identification

Common Name

3,4,5-trihydroxy-6-({3,5,6-trihydroxy-2-[3-hydroxy-4-(methoxymethyl)phenyl]-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-({3,5,6-trihydroxy-2-[3-hydroxy-4-(methoxymethyl)phenyl]-3,4-dihydro-2h-1-benzopyran-7-yl}oxy)oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-[3-hydroxy-4-(methoxymethyl)phenyl]-3,4-dihydro-2h-1-benzopyran-3,5,6,7-tetrol. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aromatic-OH-glucuronidation reaction. This aromatic-OH-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-({3,5,6-trihydroxy-2-[3-hydroxy-4-(methoxymethyl)phenyl]-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₃H₂₆O₁₃

Average Molecular Weight

510.448

Monoisotopic Molecular Weight

510.137340897

IUPAC Name

3,4,5-trihydroxy-6-({3,5,6-trihydroxy-2-[3-hydroxy-4-(methoxymethyl)phenyl]-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-({3,5,6-trihydroxy-2-[3-hydroxy-4-(methoxymethyl)phenyl]-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)oxane-2-carboxylic acid

CAS Registry Number

None

SMILES

COCC1=C(O)C=C(C=C1)C1OC2=CC(OC3OC(C(O)C(O)C3O)C(O)=O)=C(O)C(O)=C2CC1O

InChI Identifier

InChI=1S/C23H26O13/c1-33-7-9-3-2-8(4-11(9)24)20-12(25)5-10-13(34-20)6-14(16(27)15(10)26)35-23-19(30)17(28)18(29)21(36-23)22(31)32/h2-4,6,12,17-21,23-30H,5,7H2,1H3,(H,31,32)

InChI Key

XQVKRFBCSZTYEW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glucuronides

Alternative Parents

Substituents

Flavonoid-7-o-glucuronide
Flavonoid-7-o-glycoside
3'-hydroxyflavonoid
3-hydroxyflavonoid
5-hydroxyflavonoid
6-hydroxyflavonoid
Hydroxyflavonoid
Flavan-3-ol
Flavan
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Chromane
1-benzopyran
Benzopyran
Benzylether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Beta-hydroxy acid
Oxane
Monosaccharide
Hydroxy acid
Pyran
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Monocarboxylic acid or derivatives
Acetal
Polyol
Organoheterocyclic compound
Oxacycle
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Alcohol
Organic oxygen compound
Carbonyl group
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0127857)

Plant

Plant (HMDB: HMDB0127857)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.34 g/L	ALOGPS
logP	0.55	ALOGPS
logP	-0.28	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	2.71	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	215.83 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	117.58 m³·mol⁻¹	ChemAxon
Polarizability	49.48 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

HMDB0127857

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB086717

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

131834206

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-({3,5,6-trihydroxy-2-[3-hydroxy-4-(methoxymethyl)phenyl]-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)oxane-2-carboxylic acid (CFc000108266)

MOL for CFc000108266 (3,4,5-trihydroxy-6-({3,5,6-trihydroxy-2-[3-hydroxy-4-(methoxymethyl)phenyl]-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000108266 (3,4,5-trihydroxy-6-({3,5,6-trihydroxy-2-[3-hydroxy-4-(methoxymethyl)phenyl]-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000108266 (3,4,5-trihydroxy-6-({3,5,6-trihydroxy-2-[3-hydroxy-4-(methoxymethyl)phenyl]-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000108266 (3,4,5-trihydroxy-6-({3,5,6-trihydroxy-2-[3-hydroxy-4-(methoxymethyl)phenyl]-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)oxane-2-carboxylic acid)

PDB for CFc000108266 (3,4,5-trihydroxy-6-({3,5,6-trihydroxy-2-[3-hydroxy-4-(methoxymethyl)phenyl]-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000108266 (3,4,5-trihydroxy-6-({3,5,6-trihydroxy-2-[3-hydroxy-4-(methoxymethyl)phenyl]-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000108266 (3,4,5-trihydroxy-6-({3,5,6-trihydroxy-2-[3-hydroxy-4-(methoxymethyl)phenyl]-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000108266 (3,4,5-trihydroxy-6-({3,5,6-trihydroxy-2-[3-hydroxy-4-(methoxymethyl)phenyl]-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)oxane-2-carboxylic acid)

Structure for CFc000108266 (3,4,5-trihydroxy-6-({3,5,6-trihydroxy-2-[3-hydroxy-4-(methoxymethyl)phenyl]-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000108266 (3,4,5-trihydroxy-6-({3,5,6-trihydroxy-2-[3-hydroxy-4-(methoxymethyl)phenyl]-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)oxane-2-carboxylic acid)