ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{4-[3-hydroxy-2-oxo-8-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0³,⁷]decan-10-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid (CFc000109152)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:27:48 UTC

Chemfont ID

CFc000109152

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{4-[3-hydroxy-2-oxo-8-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0³,⁷]decan-10-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{4-[3-hydroxy-2-oxo-8-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2h-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0³,⁷]decan-10-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-8-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2h-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0³,⁷]decan-2-one. 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-{4-[3-hydroxy-2-oxo-8-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0,]decan-10-yl]-2-methoxyphenoxy}oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-{4-[3-hydroxy-2-oxo-8-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0³,⁷]decan-10-yl]-2-methoxyphenoxy}oxane-2-carboxylate	Generator

Chemical Formula

C₃₁H₃₂O₁₆

Average Molecular Weight

660.581

Monoisotopic Molecular Weight

660.16903495

IUPAC Name

3,4,5-trihydroxy-6-{4-[3-hydroxy-2-oxo-8-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0^{3,7}]decan-10-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{4-[3-hydroxy-2-oxo-8-(3,5,7-trihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0^{3,7}]decan-10-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid

CAS Registry Number

None

SMILES

COC1=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=CC(=C1)C1C2COC3(O)C2C(CC1C3=O)C1OC2=CC(O)=CC(O)=C2C(=O)C1O

InChI Identifier

InChI=1S/C31H32O16/c1-43-16-4-9(2-3-15(16)46-30-25(38)22(35)24(37)27(47-30)29(40)41)18-11-7-12(20-13(18)8-44-31(20,42)28(11)39)26-23(36)21(34)19-14(33)5-10(32)6-17(19)45-26/h2-6,11-13,18,20,22-27,30,32-33,35-38,42H,7-8H2,1H3,(H,40,41)

InChI Key

NPHYPXXDCJAUFV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavanones

Alternative Parents

Substituents

Flavanone
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Alkyl glycoside
Chromone
Glycosyl compound
O-glycosyl compound
1-benzopyran
Benzopyran
Chromane
Aryl alkyl ketone
Aryl ketone
Methoxybenzene
Phenol ether
Anisole
Phenoxy compound
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Beta-hydroxy acid
Oxepane
Alkyl aryl ether
Benzenoid
Hydroxy acid
Pyran
Oxane
Monocyclic benzene moiety
Monosaccharide
Fatty acyl
Vinylogous acid
Cyclic alcohol
Tetrahydrofuran
Secondary alcohol
Ketone
Hemiacetal
Acetal
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Oxacycle
Ether
Alcohol
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0128743)

Plant

Plant (HMDB: HMDB0128743)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.73 g/L	ALOGPS
logP	0.78	ALOGPS
logP	0.16	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.14	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	259.2 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	150.74 m³·mol⁻¹	ChemAxon
Polarizability	62.02 Å³	ChemAxon
Number of Rings	7	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

HMDB0128743

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB087594

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

131835042

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-{4-[3-hydroxy-2-oxo-8-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0³,⁷]decan-10-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid (CFc000109152)

MOL for CFc000109152 (3,4,5-trihydroxy-6-{4-[3-hydroxy-2-oxo-8-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0³,⁷]decan-10-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

3D MOL for CFc000109152 (3,4,5-trihydroxy-6-{4-[3-hydroxy-2-oxo-8-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0³,⁷]decan-10-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

3D SDF for CFc000109152 (3,4,5-trihydroxy-6-{4-[3-hydroxy-2-oxo-8-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0³,⁷]decan-10-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

3D-SDF for CFc000109152 (3,4,5-trihydroxy-6-{4-[3-hydroxy-2-oxo-8-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0³,⁷]decan-10-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

PDB for CFc000109152 (3,4,5-trihydroxy-6-{4-[3-hydroxy-2-oxo-8-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0³,⁷]decan-10-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

3D PDB for CFc000109152 (3,4,5-trihydroxy-6-{4-[3-hydroxy-2-oxo-8-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0³,⁷]decan-10-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

SMILES for CFc000109152 (3,4,5-trihydroxy-6-{4-[3-hydroxy-2-oxo-8-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0³,⁷]decan-10-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

INCHI for CFc000109152 (3,4,5-trihydroxy-6-{4-[3-hydroxy-2-oxo-8-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0³,⁷]decan-10-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

Structure for CFc000109152 (3,4,5-trihydroxy-6-{4-[3-hydroxy-2-oxo-8-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0³,⁷]decan-10-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

3D Structure for CFc000109152 (3,4,5-trihydroxy-6-{4-[3-hydroxy-2-oxo-8-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-4-oxatricyclo[4.3.1.0³,⁷]decan-10-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)