ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[3-methyl-1,7-dioxo-14-(sulfooxy)-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylic acid (CFc000120840)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:45:12 UTC

Chemfont ID

CFc000120840

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[3-methyl-1,7-dioxo-14-(sulfooxy)-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[3-methyl-1,7-dioxo-14-(sulfooxy)-3,4,5,6,7,8,9,10-octahydro-1h-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of (16-hydroxy-3-methyl-1,7-dioxo-3,4,5,6,7,8,9,10-octahydro-1h-2-benzoxacyclotetradecin-14-yl)oxidanesulfonic acid. 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-methyl-1,7-dioxo-14-(sulfooxy)-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-{[3-methyl-1,7-dioxo-14-(sulphooxy)-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-{[3-methyl-1,7-dioxo-14-(sulphooxy)-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylic acid	Generator

Chemical Formula

C₂₄H₃₀O₁₄S

Average Molecular Weight

574.55

Monoisotopic Molecular Weight

574.13562682

IUPAC Name

3,4,5-trihydroxy-6-{[3-methyl-1,7-dioxo-14-(sulfooxy)-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[3-methyl-1,7-dioxo-14-(sulfooxy)-4,5,6,8,9,10-hexahydro-3H-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C1=C([H])/C2=CC(OS(O)(=O)=O)=CC(OC3OC(C(O)C(O)C3O)C(O)=O)=C2C(=O)OC(C)CCCC(=O)CCC1

InChI Identifier

InChI=1S/C24H30O14S/c1-12-6-5-9-14(25)8-4-2-3-7-13-10-15(38-39(32,33)34)11-16(17(13)23(31)35-12)36-24-20(28)18(26)19(27)21(37-24)22(29)30/h3,7,10-12,18-21,24,26-28H,2,4-6,8-9H2,1H3,(H,29,30)(H,32,33,34)/b7-3+

InChI Key

XFXPRDREMWZBJU-XVNBXDOJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as zearalenones. These are macrolides which contains a fourteen-member lactone fused to 1,3-dihydroxybenzene.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Zearalenones

Direct Parent

Zearalenones

Alternative Parents

Substituents

Zearalenone-skeleton
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Arylsulfate
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Hydroxy acid
Monosaccharide
Benzenoid
Oxane
Pyran
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Organic sulfuric acid or derivatives
Cyclic ketone
Carboxylic acid ester
Secondary alcohol
Ketone
Lactone
Acetal
Polyol
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Carbonyl group
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0140431)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.75 g/L	ALOGPS
logP	0.52	ALOGPS
logP	-0.67	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	-2.2	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	223.42 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	130.34 m³·mol⁻¹	ChemAxon
Polarizability	54.15 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0140431

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-{[3-methyl-1,7-dioxo-14-(sulfooxy)-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylic acid (CFc000120840)

MOL for CFc000120840 (3,4,5-trihydroxy-6-{[3-methyl-1,7-dioxo-14-(sulfooxy)-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000120840 (3,4,5-trihydroxy-6-{[3-methyl-1,7-dioxo-14-(sulfooxy)-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000120840 (3,4,5-trihydroxy-6-{[3-methyl-1,7-dioxo-14-(sulfooxy)-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000120840 (3,4,5-trihydroxy-6-{[3-methyl-1,7-dioxo-14-(sulfooxy)-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000120840 (3,4,5-trihydroxy-6-{[3-methyl-1,7-dioxo-14-(sulfooxy)-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000120840 (3,4,5-trihydroxy-6-{[3-methyl-1,7-dioxo-14-(sulfooxy)-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000120840 (3,4,5-trihydroxy-6-{[3-methyl-1,7-dioxo-14-(sulfooxy)-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000120840 (3,4,5-trihydroxy-6-{[3-methyl-1,7-dioxo-14-(sulfooxy)-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000120840 (3,4,5-trihydroxy-6-{[3-methyl-1,7-dioxo-14-(sulfooxy)-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000120840 (3,4,5-trihydroxy-6-{[3-methyl-1,7-dioxo-14-(sulfooxy)-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-16-yl]oxy}oxane-2-carboxylic acid)