ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[(5E)-2,2,5-trimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoyl]oxy}oxane-2-carboxylic acid (CFc000111498)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:31:14 UTC

Chemfont ID

CFc000111498

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[(5E)-2,2,5-trimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoyl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[(5e)-2,2,5-trimethyl-7-({7-oxo-7h-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoyl]oxy}oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of (5e)-2,2,5-trimethyl-7-({7-oxo-7h-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoic acid. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aliphatic-acyl-O-glucuronidation reaction. This aliphatic-acyl-O-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{[(5E)-2,2,5-trimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoyl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₇H₃₀O₁₂

Average Molecular Weight

546.525

Monoisotopic Molecular Weight

546.173726406

IUPAC Name

3,4,5-trihydroxy-6-{[(5E)-2,2,5-trimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoyl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[(5E)-2,2,5-trimethyl-7-({7-oxofuro[3,2-g]chromen-4-yl}oxy)hept-5-enoyl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(COC1=C2C=COC2=CC2=C1C=CC(=O)O2)=C(\C)CCC(C)(C)C(=O)OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C27H30O12/c1-13(7-10-36-22-14-4-5-18(28)37-17(14)12-16-15(22)8-11-35-16)6-9-27(2,3)26(34)39-25-21(31)19(29)20(30)23(38-25)24(32)33/h4-5,7-8,11-12,19-21,23,25,29-31H,6,9-10H2,1-3H3,(H,32,33)/b13-7+

InChI Key

IYRIAHLMVPEFBH-NTUHNPAUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Psoralens

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0131089)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	2.51	ALOGPS
logP	2.31	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	3.53	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	182.19 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	132.81 m³·mol⁻¹	ChemAxon
Polarizability	55 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

HMDB0131089

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-{[(5E)-2,2,5-trimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoyl]oxy}oxane-2-carboxylic acid (CFc000111498)

MOL for CFc000111498 (3,4,5-trihydroxy-6-{[(5E)-2,2,5-trimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoyl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000111498 (3,4,5-trihydroxy-6-{[(5E)-2,2,5-trimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoyl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000111498 (3,4,5-trihydroxy-6-{[(5E)-2,2,5-trimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoyl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000111498 (3,4,5-trihydroxy-6-{[(5E)-2,2,5-trimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoyl]oxy}oxane-2-carboxylic acid)

PDB for CFc000111498 (3,4,5-trihydroxy-6-{[(5E)-2,2,5-trimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoyl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000111498 (3,4,5-trihydroxy-6-{[(5E)-2,2,5-trimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoyl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000111498 (3,4,5-trihydroxy-6-{[(5E)-2,2,5-trimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoyl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000111498 (3,4,5-trihydroxy-6-{[(5E)-2,2,5-trimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoyl]oxy}oxane-2-carboxylic acid)

Structure for CFc000111498 (3,4,5-trihydroxy-6-{[(5E)-2,2,5-trimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoyl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000111498 (3,4,5-trihydroxy-6-{[(5E)-2,2,5-trimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoyl]oxy}oxane-2-carboxylic acid)