ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[1-hydroxy-2-(9-{[(2E)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl)propan-2-yl]oxy}oxane-2-carboxylic acid (CFc000109521)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:28:21 UTC

Chemfont ID

CFc000109521

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[1-hydroxy-2-(9-{[(2E)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl)propan-2-yl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[1-hydroxy-2-(9-{[(2e)-2-methylbut-2-enoyl]oxy}-2-oxo-2h,8h,9h-furo[2,3-h]chromen-8-yl)propan-2-yl]oxy}oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 8-(1,2-dihydroxypropan-2-yl)-2-oxo-2h,8h,9h-furo[2,3-h]chromen-9-yl (2e)-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-{[1-hydroxy-2-(9-{[(2E)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,8H,9H-furo[2,3-H]chromen-8-yl)propan-2-yl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₅H₂₈O₁₃

Average Molecular Weight

536.486

Monoisotopic Molecular Weight

536.152990962

IUPAC Name

3,4,5-trihydroxy-6-{[1-hydroxy-2-(9-{[(2E)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl)propan-2-yl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[1-hydroxy-2-(9-{[(2E)-2-methylbut-2-enoyl]oxy}-2-oxo-8H,9H-furo[2,3-h]chromen-8-yl)propan-2-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

None

SMILES

[H]\C(C)=C(\C)C(=O)OC1C(OC2=C1C1=C(C=C2)C=CC(=O)O1)C(C)(CO)OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C25H28O13/c1-4-10(2)23(33)36-19-14-12(7-5-11-6-8-13(27)35-18(11)14)34-21(19)25(3,9-26)38-24-17(30)15(28)16(29)20(37-24)22(31)32/h4-8,15-17,19-21,24,26,28-30H,9H2,1-3H3,(H,31,32)/b10-4+

InChI Key

BVCDRJXRZXOIKM-ONNFQVAWSA-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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0129112)

Plant

Plant (HMDB: HMDB0129112)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.09 g/L	ALOGPS
logP	0.36	ALOGPS
logP	0.53	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.04	ChemAxon
pKa (Strongest Basic)	-3.1	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	8	ChemAxon
Refractivity	125.2 m³·mol⁻¹	ChemAxon
Polarizability	52.18 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

HMDB0129112

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB087963

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

131835395

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-hydroxy-2-(9-{[(2E)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl)propan-2-yl]oxy}oxane-2-carboxylic acid (CFc000109521)

MOL for CFc000109521 (3,4,5-trihydroxy-6-{[1-hydroxy-2-(9-{[(2E)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl)propan-2-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000109521 (3,4,5-trihydroxy-6-{[1-hydroxy-2-(9-{[(2E)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl)propan-2-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000109521 (3,4,5-trihydroxy-6-{[1-hydroxy-2-(9-{[(2E)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl)propan-2-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000109521 (3,4,5-trihydroxy-6-{[1-hydroxy-2-(9-{[(2E)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl)propan-2-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000109521 (3,4,5-trihydroxy-6-{[1-hydroxy-2-(9-{[(2E)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl)propan-2-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000109521 (3,4,5-trihydroxy-6-{[1-hydroxy-2-(9-{[(2E)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl)propan-2-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000109521 (3,4,5-trihydroxy-6-{[1-hydroxy-2-(9-{[(2E)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl)propan-2-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000109521 (3,4,5-trihydroxy-6-{[1-hydroxy-2-(9-{[(2E)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl)propan-2-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000109521 (3,4,5-trihydroxy-6-{[1-hydroxy-2-(9-{[(2E)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl)propan-2-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000109521 (3,4,5-trihydroxy-6-{[1-hydroxy-2-(9-{[(2E)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl)propan-2-yl]oxy}oxane-2-carboxylic acid)