ChemFOnt: Showing chemical card for Oxazepam glucuronide (CFc000022787)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:15:15 UTC

Chemfont ID

CFc000022787

Molecule Identification

Common Name

Oxazepam glucuronide

Definition

Oxazepam glucuronide belongs to the family of Glucuronic Acid Derivatives. These are compounds containing a glucuronic acid moeity (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Oxazepam glucuronide, (R)-isomer	HMDB
Oxazepam glucuronide, (S)-isomer	HMDB
(2S,3S,4S,5R,6S)-6-[(7-Chloro-2-hydroxy-5-phenyl-3H-1,4-benzodiazepin-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate	HMDB
Oxazepam glucuronide	MeSH

Chemical Formula

C₂₁H₁₉ClN₂O₈

Average Molecular Weight

462.837

Monoisotopic Molecular Weight

462.082993301

IUPAC Name

(2S,3S,4S,5R,6S)-6-[(7-chloro-2-hydroxy-5-phenyl-3H-1,4-benzodiazepin-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-6-[(7-chloro-2-hydroxy-5-phenyl-3H-1,4-benzodiazepin-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

6801-81-6

SMILES

O[C@@H]1[C@@H](O)[C@H](OC2N=C(C3=CC=CC=C3)C3=C(C=CC(Cl)=C3)N=C2O)O[C@@H]([C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C21H19ClN2O8/c22-10-6-7-12-11(8-10)13(9-4-2-1-3-5-9)24-19(18(28)23-12)32-21-16(27)14(25)15(26)17(31-21)20(29)30/h1-8,14-17,19,21,25-27H,(H,23,28)(H,29,30)/t14-,15-,16+,17-,19?,21-/m0/s1

InChI Key

FIKQKGFUBZQEBL-IFBJMGMISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

O-glucuronide
1-o-glucuronide
Hexose monosaccharide
Benzodiazepine
1,4-benzodiazepine
Glycosyl compound
O-glycosyl compound
Alpha-amino acid or derivatives
Beta-hydroxy acid
Monocyclic benzene moiety
Hydroxy acid
Benzenoid
Monosaccharide
Aryl chloride
Pyran
Oxane
Aryl halide
Carboxamide group
Ketimine
Lactam
Secondary carboxylic acid amide
Secondary alcohol
Polyol
Oxacycle
Azacycle
Acetal
Carboxylic acid derivative
Carboxylic acid
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Organochloride
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organohalogen compound
Organonitrogen compound
Imine
Alcohol
Organic nitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0041969)

Organ

Liver (HMDB: HMDB0041969)
Kidney (HMDB: HMDB0041969)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0041969)

Cellular substructure

Cytoplasm (HMDB: HMDB0041969)

Source

Endogenous

Endogenous (HMDB: HMDB0041969)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.1 g/L	ALOGPS
logP	1.37	ALOGPS
logP	2.2	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	2.58	ChemAxon
pKa (Strongest Basic)	-0.87	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	161.4 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	110.93 m³·mol⁻¹	ChemAxon
Polarizability	44.29 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0041969

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

141329

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

160870

PDB ID

Not Available

ChEBI ID

168654

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Oxazepam glucuronide (CFc000022787)

MOL for CFc000022787 (Oxazepam glucuronide)

3D MOL for CFc000022787 (Oxazepam glucuronide)

3D SDF for CFc000022787 (Oxazepam glucuronide)

3D-SDF for CFc000022787 (Oxazepam glucuronide)

PDB for CFc000022787 (Oxazepam glucuronide)

3D PDB for CFc000022787 (Oxazepam glucuronide)

SMILES for CFc000022787 (Oxazepam glucuronide)

INCHI for CFc000022787 (Oxazepam glucuronide)

Structure for CFc000022787 (Oxazepam glucuronide)

3D Structure for CFc000022787 (Oxazepam glucuronide)