ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[1-({10-hydroxy-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-h]chromen-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]oxy}oxane-2-carboxylic acid (CFc000118482)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:41:38 UTC

Chemfont ID

CFc000118482

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[1-({10-hydroxy-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-h]chromen-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[1-({10-hydroxy-8,8-dimethyl-2-oxo-2h,8h,9h,10h-pyrano[2,3-h]chromen-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]oxy}oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 10-hydroxy-8,8-dimethyl-2-oxo-2h,8h,9h,10h-pyrano[2,3-h]chromen-9-yl 2-hydroxy-3-methylbutanoate. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an alkyl-OH-glucuronidation reaction. This alkyl-OH-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{[1-({10-hydroxy-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-H]chromen-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₅H₃₀O₁₃

Average Molecular Weight

538.502

Monoisotopic Molecular Weight

538.168641026

IUPAC Name

3,4,5-trihydroxy-6-{[1-({10-hydroxy-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-h]chromen-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[1-({10-hydroxy-8,8-dimethyl-2-oxo-9H,10H-pyrano[2,3-h]chromen-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)C(OC1OC(C(O)C(O)C1O)C(O)=O)C(=O)OC1C(O)C2=C(OC1(C)C)C=CC1=C2OC(=O)C=C1

InChI Identifier

InChI=1S/C25H30O13/c1-9(2)18(35-24-17(30)15(28)16(29)20(36-24)22(31)32)23(33)37-21-14(27)13-11(38-25(21,3)4)7-5-10-6-8-12(26)34-19(10)13/h5-9,14-18,20-21,24,27-30H,1-4H3,(H,31,32)

InChI Key

MYSQLMZVRGITNU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Angular pyranocoumarins

Alternative Parents

Substituents

Angular pyranocoumarin
1-o-glucuronide
O-glucuronide
Pyranochromene
Glucuronic acid or derivatives
2,2-dimethyl-1-benzopyran
Glycosyl compound
O-glycosyl compound
Benzopyran
Chromane
1-benzopyran
Fatty acid ester
Beta-hydroxy acid
Pyranone
Alkyl aryl ether
Monosaccharide
Oxane
Dicarboxylic acid or derivatives
Benzenoid
Fatty acyl
Pyran
Hydroxy acid
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Lactone
Ether
Carboxylic acid
Carboxylic acid derivative
Polyol
Organoheterocyclic compound
Acetal
Oxacycle
Hydrocarbon derivative
Organooxygen compound
Alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0138073)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.06 g/L	ALOGPS
logP	0.27	ALOGPS
logP	0.44	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.33	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	198.51 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	124.17 m³·mol⁻¹	ChemAxon
Polarizability	53.11 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

HMDB0138073

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-{[1-({10-hydroxy-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-h]chromen-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]oxy}oxane-2-carboxylic acid (CFc000118482)

MOL for CFc000118482 (3,4,5-trihydroxy-6-{[1-({10-hydroxy-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-h]chromen-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000118482 (3,4,5-trihydroxy-6-{[1-({10-hydroxy-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-h]chromen-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000118482 (3,4,5-trihydroxy-6-{[1-({10-hydroxy-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-h]chromen-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000118482 (3,4,5-trihydroxy-6-{[1-({10-hydroxy-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-h]chromen-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000118482 (3,4,5-trihydroxy-6-{[1-({10-hydroxy-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-h]chromen-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000118482 (3,4,5-trihydroxy-6-{[1-({10-hydroxy-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-h]chromen-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000118482 (3,4,5-trihydroxy-6-{[1-({10-hydroxy-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-h]chromen-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000118482 (3,4,5-trihydroxy-6-{[1-({10-hydroxy-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-h]chromen-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000118482 (3,4,5-trihydroxy-6-{[1-({10-hydroxy-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-h]chromen-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000118482 (3,4,5-trihydroxy-6-{[1-({10-hydroxy-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-h]chromen-9-yl}oxy)-3-methyl-1-oxobutan-2-yl]oxy}oxane-2-carboxylic acid)