ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-[(8-{2-[(2-methylbut-2-enoyl)oxy]propan-2-yl}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl)oxy]oxane-2-carboxylic acid (CFc000112891)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:33:17 UTC

Chemfont ID

CFc000112891

Molecule Identification

Common Name

3,4,5-trihydroxy-6-[(8-{2-[(2-methylbut-2-enoyl)oxy]propan-2-yl}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl)oxy]oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-[(8-{2-[(2-methylbut-2-enoyl)oxy]propan-2-yl}-2-oxo-2h,8h,9h-furo[2,3-h]chromen-9-yl)oxy]oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-{9-hydroxy-2-oxo-2h,8h,9h-furo[2,3-h]chromen-8-yl}propan-2-yl 2-methylbut-2-enoate. 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-[(8-{2-[(2-methylbut-2-enoyl)oxy]propan-2-yl}-2-oxo-2H,8H,9H-furo[2,3-H]chromen-9-yl)oxy]oxane-2-carboxylate	Generator

Chemical Formula

C₂₅H₂₈O₁₂

Average Molecular Weight

520.487

Monoisotopic Molecular Weight

520.158076342

IUPAC Name

3,4,5-trihydroxy-6-[(8-{2-[(2-methylbut-2-enoyl)oxy]propan-2-yl}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl)oxy]oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-[(8-{2-[(2-methylbut-2-enoyl)oxy]propan-2-yl}-2-oxo-8H,9H-furo[2,3-h]chromen-9-yl)oxy]oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC=C(C)C(=O)OC(C)(C)C1OC2=C(C1OC1OC(C(O)C(O)C1O)C(O)=O)C1=C(C=C2)C=CC(=O)O1

InChI Identifier

InChI=1S/C25H28O12/c1-5-10(2)23(32)37-25(3,4)21-19(35-24-17(29)15(27)16(28)20(36-24)22(30)31)14-12(33-21)8-6-11-7-9-13(26)34-18(11)14/h5-9,15-17,19-21,24,27-29H,1-4H3,(H,30,31)

InChI Key

VKOSXVIINGNQKJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Angular furanocoumarins

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0132482)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.66 g/L	ALOGPS
logP	1.23	ALOGPS
logP	1.58	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	3.07	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	178.28 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	123.66 m³·mol⁻¹	ChemAxon
Polarizability	49.24 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0132482

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-[(8-{2-[(2-methylbut-2-enoyl)oxy]propan-2-yl}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl)oxy]oxane-2-carboxylic acid (CFc000112891)

MOL for CFc000112891 (3,4,5-trihydroxy-6-[(8-{2-[(2-methylbut-2-enoyl)oxy]propan-2-yl}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl)oxy]oxane-2-carboxylic acid)

3D MOL for CFc000112891 (3,4,5-trihydroxy-6-[(8-{2-[(2-methylbut-2-enoyl)oxy]propan-2-yl}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl)oxy]oxane-2-carboxylic acid)

3D SDF for CFc000112891 (3,4,5-trihydroxy-6-[(8-{2-[(2-methylbut-2-enoyl)oxy]propan-2-yl}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl)oxy]oxane-2-carboxylic acid)

3D-SDF for CFc000112891 (3,4,5-trihydroxy-6-[(8-{2-[(2-methylbut-2-enoyl)oxy]propan-2-yl}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl)oxy]oxane-2-carboxylic acid)

PDB for CFc000112891 (3,4,5-trihydroxy-6-[(8-{2-[(2-methylbut-2-enoyl)oxy]propan-2-yl}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl)oxy]oxane-2-carboxylic acid)

3D PDB for CFc000112891 (3,4,5-trihydroxy-6-[(8-{2-[(2-methylbut-2-enoyl)oxy]propan-2-yl}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl)oxy]oxane-2-carboxylic acid)

SMILES for CFc000112891 (3,4,5-trihydroxy-6-[(8-{2-[(2-methylbut-2-enoyl)oxy]propan-2-yl}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl)oxy]oxane-2-carboxylic acid)

INCHI for CFc000112891 (3,4,5-trihydroxy-6-[(8-{2-[(2-methylbut-2-enoyl)oxy]propan-2-yl}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl)oxy]oxane-2-carboxylic acid)

Structure for CFc000112891 (3,4,5-trihydroxy-6-[(8-{2-[(2-methylbut-2-enoyl)oxy]propan-2-yl}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl)oxy]oxane-2-carboxylic acid)

3D Structure for CFc000112891 (3,4,5-trihydroxy-6-[(8-{2-[(2-methylbut-2-enoyl)oxy]propan-2-yl}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl)oxy]oxane-2-carboxylic acid)