ChemFOnt: Showing chemical card for (5E)-2-(hydroxymethyl)-2,5-dimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoic acid (CFc000111495)

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

CFc000111495

Molecule Identification

Common Name

(5E)-2-(hydroxymethyl)-2,5-dimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoic acid

Definition

(5e)-2-(hydroxymethyl)-2,5-dimethyl-7-({7-oxo-7h-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoic 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 cyp2c9 enzyme via a hydroxylation-of-terminal-methyl reaction. This hydroxylation-of-terminal-methyl occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(5E)-2-(Hydroxymethyl)-2,5-dimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoate	Generator

Chemical Formula

C₂₁H₂₂O₇

Average Molecular Weight

386.4

Monoisotopic Molecular Weight

386.136553048

IUPAC Name

(5E)-2-(hydroxymethyl)-2,5-dimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoic acid

Traditional Name

(5E)-2-(hydroxymethyl)-2,5-dimethyl-7-({7-oxofuro[3,2-g]chromen-4-yl}oxy)hept-5-enoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C21H22O7/c1-13(5-8-21(2,12-22)20(24)25)6-9-27-19-14-3-4-18(23)28-17(14)11-16-15(19)7-10-26-16/h3-4,6-7,10-11,22H,5,8-9,12H2,1-2H3,(H,24,25)/b13-6+

InChI Key

JWGMSDXHQSLSTB-AWNIVKPZSA-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

Psoralen
1-benzopyran
Benzopyran
Benzofuran
Medium-chain fatty acid
Heterocyclic fatty acid
Alkyl aryl ether
Pyranone
Beta-hydroxy acid
Hydroxy fatty acid
Methyl-branched fatty acid
Branched fatty acid
Unsaturated fatty acid
Pyran
Benzenoid
Hydroxy acid
Fatty acid
Fatty acyl
Heteroaromatic compound
Furan
Lactone
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0131086)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.05 g/L	ALOGPS
logP	3.16	ALOGPS
logP	2.98	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4.2	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	106.2 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	102.29 m³·mol⁻¹	ChemAxon
Polarizability	40.02 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0131086

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 (5E)-2-(hydroxymethyl)-2,5-dimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoic acid (CFc000111495)

MOL for CFc000111495 ((5E)-2-(hydroxymethyl)-2,5-dimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoic acid)

3D MOL for CFc000111495 ((5E)-2-(hydroxymethyl)-2,5-dimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoic acid)

3D SDF for CFc000111495 ((5E)-2-(hydroxymethyl)-2,5-dimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoic acid)

3D-SDF for CFc000111495 ((5E)-2-(hydroxymethyl)-2,5-dimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoic acid)

PDB for CFc000111495 ((5E)-2-(hydroxymethyl)-2,5-dimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoic acid)

3D PDB for CFc000111495 ((5E)-2-(hydroxymethyl)-2,5-dimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoic acid)

SMILES for CFc000111495 ((5E)-2-(hydroxymethyl)-2,5-dimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoic acid)

INCHI for CFc000111495 ((5E)-2-(hydroxymethyl)-2,5-dimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoic acid)

Structure for CFc000111495 ((5E)-2-(hydroxymethyl)-2,5-dimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoic acid)

3D Structure for CFc000111495 ((5E)-2-(hydroxymethyl)-2,5-dimethyl-7-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)hept-5-enoic acid)