ChemFOnt: Showing chemical card for 6-{[(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000123044)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:48:33 UTC

Chemfont ID

CFc000123044

Molecule Identification

Common Name

6-{[(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{[(2s)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of (2s)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoic 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
6-{[(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₁₆H₂₂N₂O₁₀

Average Molecular Weight

402.356

Monoisotopic Molecular Weight

402.127444916

IUPAC Name

6-{[(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C1(O)C([H])(O)C([H])(OC(=O)[C@](C)(CC2=CC(O)=C(O)C=C2)NN)OC([H])(C(O)=O)C1([H])O

InChI Identifier

InChI=1S/C16H22N2O10/c1-16(18-17,5-6-2-3-7(19)8(20)4-6)15(26)28-14-11(23)9(21)10(22)12(27-14)13(24)25/h2-4,9-12,14,18-23H,5,17H2,1H3,(H,24,25)/t9?,10?,11?,12?,14?,16-/m0/s1

InChI Key

YPKXMTPWNITTJT-QIKVZYMSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha-amino acyl ester of carbohydrates. Alpha-amino acyl ester of carbohydrates are compounds containing an amino acid esterified with a carbohydrate.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha-amino acyl ester of carbohydrates

Alternative Parents

Substituents

Alpha-amino acyl ester of carbohydrate
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Amphetamine or derivatives
Phenylpropane
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Fatty acid ester
Phenol
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Hydroxy acid
Monosaccharide
Fatty acyl
Oxane
Benzenoid
Pyran
Secondary alcohol
Carboxylic acid ester
Acetal
Oxacycle
Polyol
Organoheterocyclic compound
Carboxylic acid
Alkylhydrazine
Organic nitrogen compound
Alcohol
Organopnictogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Hydrazine derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0142635)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	20.2 g/L	ALOGPS
logP	-0.57	ALOGPS
logP	-3	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	3.09	ChemAxon
pKa (Strongest Basic)	4.84	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	212.03 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	101.07 m³·mol⁻¹	ChemAxon
Polarizability	37.98 Å³	ChemAxon
Number of Rings	2	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

HMDB0142635

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-{[(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000123044)

MOL for CFc000123044 (6-{[(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000123044 (6-{[(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000123044 (6-{[(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000123044 (6-{[(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000123044 (6-{[(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000123044 (6-{[(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000123044 (6-{[(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000123044 (6-{[(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000123044 (6-{[(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000123044 (6-{[(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)