ChemFOnt: Showing chemical card for 6-[4-(2-{[3-(1,3-dihydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1-hydroxypropylidene]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000117523)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:40:11 UTC

Chemfont ID

CFc000117523

Molecule Identification

Common Name

6-[4-(2-{[3-(1,3-dihydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1-hydroxypropylidene]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-[4-(2-{[3-(1,3-dihydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1-hydroxypropylidene]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-(1,3-dihydroxy-4-oxocyclohexa-2,5-dien-1-yl)-n-[2-(4-hydroxyphenyl)ethyl]propanimidic 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
6-[4-(2-{[3-(1,3-dihydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1-hydroxypropylidene]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₃H₂₇NO₁₁

Average Molecular Weight

493.465

Monoisotopic Molecular Weight

493.158410693

IUPAC Name

6-[4-(2-{[3-(1,3-dihydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1-hydroxypropylidene]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-[4-(2-{[3-(1,3-dihydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1-hydroxypropylidene]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OC2=CC=C(CCN=C(O)CCC3(O)C=CC(=O)C(O)=C3)C=C2)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C23H27NO11/c25-14-5-8-23(33,11-15(14)26)9-6-16(27)24-10-7-12-1-3-13(4-2-12)34-22-19(30)17(28)18(29)20(35-22)21(31)32/h1-5,8,11,17-20,22,26,28-30,33H,6-7,9-10H2,(H,24,27)(H,31,32)

InChI Key

YJKSQIYKZULGRS-UHFFFAOYSA-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
Hexose monosaccharide
O-glycosyl compound
Phenoxy compound
Phenol ether
Beta-hydroxy acid
Monocyclic benzene moiety
Hydroxy acid
Monosaccharide
Oxane
Pyran
Benzenoid
Tertiary alcohol
Cyclic ketone
Secondary alcohol
Ketone
Propargyl-type 1,3-dipolar organic compound
Polyol
Organic 1,3-dipolar compound
Acetal
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Enol
Organic oxide
Alcohol
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0137114)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.36 g/L	ALOGPS
logP	-0.03	ALOGPS
logP	-1.7	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.17	ChemAxon
pKa (Strongest Basic)	5.97	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	206.57 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	119.79 m³·mol⁻¹	ChemAxon
Polarizability	48.83 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0137114

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 6-[4-(2-{[3-(1,3-dihydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1-hydroxypropylidene]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000117523)

MOL for CFc000117523 (6-[4-(2-{[3-(1,3-dihydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1-hydroxypropylidene]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000117523 (6-[4-(2-{[3-(1,3-dihydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1-hydroxypropylidene]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000117523 (6-[4-(2-{[3-(1,3-dihydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1-hydroxypropylidene]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000117523 (6-[4-(2-{[3-(1,3-dihydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1-hydroxypropylidene]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000117523 (6-[4-(2-{[3-(1,3-dihydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1-hydroxypropylidene]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000117523 (6-[4-(2-{[3-(1,3-dihydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1-hydroxypropylidene]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000117523 (6-[4-(2-{[3-(1,3-dihydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1-hydroxypropylidene]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000117523 (6-[4-(2-{[3-(1,3-dihydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1-hydroxypropylidene]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000117523 (6-[4-(2-{[3-(1,3-dihydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1-hydroxypropylidene]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000117523 (6-[4-(2-{[3-(1,3-dihydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1-hydroxypropylidene]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)