ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-(4-{5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-4-yl}phenoxy)oxane-2-carboxylic acid (CFc000106532)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:23:59 UTC

Chemfont ID

CFc000106532

Molecule Identification

Common Name

3,4,5-trihydroxy-6-(4-{5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-4-yl}phenoxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-(4-{5-hydroxy-8,8-dimethyl-2-oxo-2h,8h-pyrano[2,3-f]chromen-4-yl}phenoxy)oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 5-hydroxy-4-(4-hydroxyphenyl)-8,8-dimethyl-2h,8h-pyrano[2,3-f]chromen-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-{5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-F]chromen-4-yl}phenoxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₆H₂₄O₁₁

Average Molecular Weight

512.467

Monoisotopic Molecular Weight

512.131861593

IUPAC Name

3,4,5-trihydroxy-6-(4-{5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-4-yl}phenoxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-(4-{5-hydroxy-8,8-dimethyl-2-oxopyrano[2,3-f]chromen-4-yl}phenoxy)oxane-2-carboxylic acid

CAS Registry Number

None

SMILES

CC1(C)OC2=C(C=C1)C1=C(C(O)=C2)C(=CC(=O)O1)C1=CC=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C1

InChI Identifier

InChI=1S/C26H24O11/c1-26(2)8-7-13-16(37-26)10-15(27)18-14(9-17(28)35-22(13)18)11-3-5-12(6-4-11)34-25-21(31)19(29)20(30)23(36-25)24(32)33/h3-10,19-21,23,25,27,29-31H,1-2H3,(H,32,33)

InChI Key

VCIRAHVVCSMFOE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prenylated neoflavonoids. These are neoflavonoids that features a C5-isoprenoid substituent at any position of the A, B, or C ring. Neoflavonoids are compounds with a structure based on the 4-phenylchromene backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Neoflavonoids

Sub Class

Prenylated neoflavonoids

Direct Parent

Prenylated neoflavonoids

Alternative Parents

Substituents

Prenylated neoflavonoid
Pyranoneoflavonoid
4-phenylcoumarin
Pyranocoumarin
Phenolic glycoside
Angular pyranocoumarin
O-glucuronide
1-o-glucuronide
Pyranochromene
Glucuronic acid or derivatives
2,2-dimethyl-1-benzopyran
O-glycosyl compound
Coumarin
Glycosyl compound
1-benzopyran
Benzopyran
Phenol ether
Phenoxy compound
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Beta-hydroxy acid
Monocyclic benzene moiety
Hydroxy acid
Monosaccharide
Benzenoid
Pyran
Oxane
Heteroaromatic compound
Secondary alcohol
Lactone
Polyol
Acetal
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Ether
Oxacycle
Organoheterocyclic compound
Organic oxide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0126123)

Plant

Plant (HMDB: HMDB0126123)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.18 g/L	ALOGPS
logP	2.26	ALOGPS
logP	1.56	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.22	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	172.21 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	135.47 m³·mol⁻¹	ChemAxon
Polarizability	50.8 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0126123

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB084998

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

131832567

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-{5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-4-yl}phenoxy)oxane-2-carboxylic acid (CFc000106532)

MOL for CFc000106532 (3,4,5-trihydroxy-6-(4-{5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-4-yl}phenoxy)oxane-2-carboxylic acid)

3D MOL for CFc000106532 (3,4,5-trihydroxy-6-(4-{5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-4-yl}phenoxy)oxane-2-carboxylic acid)

3D SDF for CFc000106532 (3,4,5-trihydroxy-6-(4-{5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-4-yl}phenoxy)oxane-2-carboxylic acid)

3D-SDF for CFc000106532 (3,4,5-trihydroxy-6-(4-{5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-4-yl}phenoxy)oxane-2-carboxylic acid)

PDB for CFc000106532 (3,4,5-trihydroxy-6-(4-{5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-4-yl}phenoxy)oxane-2-carboxylic acid)

3D PDB for CFc000106532 (3,4,5-trihydroxy-6-(4-{5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-4-yl}phenoxy)oxane-2-carboxylic acid)

SMILES for CFc000106532 (3,4,5-trihydroxy-6-(4-{5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-4-yl}phenoxy)oxane-2-carboxylic acid)

INCHI for CFc000106532 (3,4,5-trihydroxy-6-(4-{5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-4-yl}phenoxy)oxane-2-carboxylic acid)

Structure for CFc000106532 (3,4,5-trihydroxy-6-(4-{5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-4-yl}phenoxy)oxane-2-carboxylic acid)

3D Structure for CFc000106532 (3,4,5-trihydroxy-6-(4-{5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-4-yl}phenoxy)oxane-2-carboxylic acid)