ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({3-[(1E)-4-hydroxybut-1-en-1-yl]-1-oxo-1H-isochromen-5-yl}oxy)oxane-2-carboxylic acid (CFc000110466)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:29:44 UTC

Chemfont ID

CFc000110466

Molecule Identification

Common Name

3,4,5-trihydroxy-6-({3-[(1E)-4-hydroxybut-1-en-1-yl]-1-oxo-1H-isochromen-5-yl}oxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-({3-[(1e)-4-hydroxybut-1-en-1-yl]-1-oxo-1h-isochromen-5-yl}oxy)oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 5-hydroxy-3-[(1e)-4-hydroxybut-1-en-1-yl]-1h-isochromen-1-one. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aromatic-OH-glucuronidation reaction. This aromatic-OH-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-({3-[(1E)-4-hydroxybut-1-en-1-yl]-1-oxo-1H-isochromen-5-yl}oxy)oxane-2-carboxylate	Generator

Chemical Formula

C₁₉H₂₀O₁₀

Average Molecular Weight

408.359

Monoisotopic Molecular Weight

408.105646844

IUPAC Name

3,4,5-trihydroxy-6-({3-[(1E)-4-hydroxybut-1-en-1-yl]-1-oxo-1H-isochromen-5-yl}oxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-({3-[(1E)-4-hydroxybut-1-en-1-yl]-1-oxoisochromen-5-yl}oxy)oxane-2-carboxylic acid

CAS Registry Number

None

SMILES

[H]\C(CCO)=C(\[H])C1=CC2=C(C=CC=C2OC2OC(C(O)C(O)C2O)C(O)=O)C(=O)O1

InChI Identifier

InChI=1S/C19H20O10/c20-7-2-1-4-9-8-11-10(18(26)27-9)5-3-6-12(11)28-19-15(23)13(21)14(22)16(29-19)17(24)25/h1,3-6,8,13-16,19-23H,2,7H2,(H,24,25)/b4-1+

InChI Key

CGBPJWJWRQIIRZ-DAFODLJHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Isocoumarin
O-glycosyl compound
Benzopyran
2-benzopyran
Beta-hydroxy acid
Pyranone
Hydroxy acid
Benzenoid
Pyran
Monosaccharide
Oxane
Heteroaromatic compound
Secondary alcohol
Lactone
Monocarboxylic acid or derivatives
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Polyol
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0130057)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.23 g/L	ALOGPS
logP	-0.25	ALOGPS
logP	-0.23	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	2.95	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	97.92 m³·mol⁻¹	ChemAxon
Polarizability	39.74 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

HMDB0130057

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB088875

KNApSAcK ID

Not Available

Chemspider ID

74886746

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131836262

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-({3-[(1E)-4-hydroxybut-1-en-1-yl]-1-oxo-1H-isochromen-5-yl}oxy)oxane-2-carboxylic acid (CFc000110466)

MOL for CFc000110466 (3,4,5-trihydroxy-6-({3-[(1E)-4-hydroxybut-1-en-1-yl]-1-oxo-1H-isochromen-5-yl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000110466 (3,4,5-trihydroxy-6-({3-[(1E)-4-hydroxybut-1-en-1-yl]-1-oxo-1H-isochromen-5-yl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000110466 (3,4,5-trihydroxy-6-({3-[(1E)-4-hydroxybut-1-en-1-yl]-1-oxo-1H-isochromen-5-yl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000110466 (3,4,5-trihydroxy-6-({3-[(1E)-4-hydroxybut-1-en-1-yl]-1-oxo-1H-isochromen-5-yl}oxy)oxane-2-carboxylic acid)

PDB for CFc000110466 (3,4,5-trihydroxy-6-({3-[(1E)-4-hydroxybut-1-en-1-yl]-1-oxo-1H-isochromen-5-yl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000110466 (3,4,5-trihydroxy-6-({3-[(1E)-4-hydroxybut-1-en-1-yl]-1-oxo-1H-isochromen-5-yl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000110466 (3,4,5-trihydroxy-6-({3-[(1E)-4-hydroxybut-1-en-1-yl]-1-oxo-1H-isochromen-5-yl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000110466 (3,4,5-trihydroxy-6-({3-[(1E)-4-hydroxybut-1-en-1-yl]-1-oxo-1H-isochromen-5-yl}oxy)oxane-2-carboxylic acid)

Structure for CFc000110466 (3,4,5-trihydroxy-6-({3-[(1E)-4-hydroxybut-1-en-1-yl]-1-oxo-1H-isochromen-5-yl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000110466 (3,4,5-trihydroxy-6-({3-[(1E)-4-hydroxybut-1-en-1-yl]-1-oxo-1H-isochromen-5-yl}oxy)oxane-2-carboxylic acid)