CHEBI:145335 - 4-hydroxymidazolam β-D-glucuronide

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ChEBI Name 4-hydroxymidazolam β-D-glucuronide
ChEBI ID CHEBI:145335
ChEBI ASCII Name 4-hydroxymidazolam beta-D-glucuronide
Definition A β-D-glucosiduronic acid that is β-D-glucuronic acid in which the anomeric hydroxyl hydrogen has been replaced by a 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepin-4-yl group. It is the glucuronidated conjugate of the midazolam metabolite, 4-hydroxymidazolam.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C24H21ClFN3O7
Net Charge 0
Average Mass 517.890
Monoisotopic Mass 517.10521
InChI InChI=1S/C24H21ClFN3O7/c1-10-27-9-16-22(36-24-20(32)18(30)19(31)21(35-24)23(33)34)28-17(12-4-2-3-5-14(12)26)13-8-11(25)6-7-15(13)29(10)16/h2-9,18-22,24,30-32H,1H3,(H,33,34)/t18-,19-,20+,21-,22?,24-/m0/s1
InChIKey MPHAZAPYEZYBRV-UOPHVPOOSA-N
SMILES C1(=NC(C=2N(C=3C1=CC(=CC3)Cl)C(=NC2)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(O)=O)O)O)O)C=5C=CC=CC5F
Roles Classification
Biological Role(s): drug metabolite

human urinary metabolite
Any metabolite (endogenous or exogenous) found in human urine samples.
GABA modulator
A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
(via benzodiazepine )
Application(s): GABA modulator
A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
(via benzodiazepine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 4-hydroxymidazolam β-D-glucuronide (CHEBI:145335) has functional parent 4-hydroxymidazolam (CHEBI:145331)
4-hydroxymidazolam β-D-glucuronide (CHEBI:145335) has role drug metabolite (CHEBI:49103)
4-hydroxymidazolam β-D-glucuronide (CHEBI:145335) has role human urinary metabolite (CHEBI:84087)
4-hydroxymidazolam β-D-glucuronide (CHEBI:145335) is a β-D-glucosiduronic acid (CHEBI:15341)
4-hydroxymidazolam β-D-glucuronide (CHEBI:145335) is a imidazobenzodiazepine (CHEBI:142118)
4-hydroxymidazolam β-D-glucuronide (CHEBI:145335) is a monofluorobenzenes (CHEBI:83575)
4-hydroxymidazolam β-D-glucuronide (CHEBI:145335) is a monosaccharide derivative (CHEBI:63367)
4-hydroxymidazolam β-D-glucuronide (CHEBI:145335) is a organochlorine compound (CHEBI:36683)
IUPAC Name
8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepin-4-yl β-D-glucopyranosiduronic acid
Synonyms Sources
4-hydroxymidazolam glucuronide ChEBI
4-hydroxymidazolam-glucuronide ChEBI
4-OH MDZ glucuronide ChEBI
Registry Number Type Source
81256-82-8 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
20713656 PubMed citation Europe PMC
28978489 PubMed citation Europe PMC
Last Modified
11 November 2019