CHEBI:145334 - 1-hydroxymidazolam β-D-glucuronide

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ChEBI Name 1-hydroxymidazolam β-D-glucuronide
ChEBI ID CHEBI:145334
ChEBI ASCII Name 1-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Definition A β-D-glucosiduronic acid that is β-D-glucuronic acid in which the anomeric hydroxyl hydrogen has been replaced by a 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepin-4-yl group.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, 1-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/c25-11-5-6-16-14(7-11)18(13-3-1-2-4-15(13)26)28-9-12-8-27-17(29(12)16)10-35-24-21(32)19(30)20(31)22(36-24)23(33)34/h1-8,19-22,24,30-32H,9-10H2,(H,33,34)/t19-,20-,21+,22-,24+/m0/s1
InChIKey ICIUMXQTLQXWGL-QMDPOKHVSA-N
SMILES C1(=NCC=2N(C=3C1=CC(=CC3)Cl)C(=NC2)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(O)=O)O)O)O)C=5C=CC=CC5F
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) Found in urine (BTO:0001419). See: PubMed
Homo sapiens (NCBI:txid9606) Found in blood serum (BTO:0000133). See: PubMed
Roles Classification
Biological Role(s): drug metabolite

human urinary metabolite
Any metabolite (endogenous or exogenous) found in human urine samples.
human blood serum metabolite
Any metabolite (endogenous or exogenous) found in human blood serum 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 1-hydroxymidazolam β-D-glucuronide (CHEBI:145334) has functional parent 1-hydroxymidazolam (CHEBI:145330)
1-hydroxymidazolam β-D-glucuronide (CHEBI:145334) has role drug metabolite (CHEBI:49103)
1-hydroxymidazolam β-D-glucuronide (CHEBI:145334) has role human blood serum metabolite (CHEBI:85234)
1-hydroxymidazolam β-D-glucuronide (CHEBI:145334) has role human urinary metabolite (CHEBI:84087)
1-hydroxymidazolam β-D-glucuronide (CHEBI:145334) is a β-D-glucosiduronic acid (CHEBI:15341)
1-hydroxymidazolam β-D-glucuronide (CHEBI:145334) is a imidazobenzodiazepine (CHEBI:142118)
1-hydroxymidazolam β-D-glucuronide (CHEBI:145334) is a monofluorobenzenes (CHEBI:83575)
1-hydroxymidazolam β-D-glucuronide (CHEBI:145334) is a monosaccharide derivative (CHEBI:63367)
1-hydroxymidazolam β-D-glucuronide (CHEBI:145334) is a organochlorine compound (CHEBI:36683)
IUPAC Name
[8-chloro-6-(2-fluorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepin-1-yl]methyl β-D-glucopyranosiduronic acid
Synonyms Sources
1'-hydroxymidazolam β-D-glucuronide ChEBI
1'-hydroxymidazolam-glucuronide ChEBI
1'-OH MDZ glucuronide ChEBI
1-hydroxymethylmidazolam glucuronide ChemIDplus
1-hydroxymidazolam glucuronide ChEBI
MDZ-glucuronide ChemIDplus
Registry Number Type Source
81256-81-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10519446 PubMed citation Europe PMC
14513773 PubMed citation Europe PMC
1767626 PubMed citation Europe PMC
17998299 PubMed citation Europe PMC
18256203 PubMed citation Europe PMC
18537963 PubMed citation Europe PMC
20713656 PubMed citation Europe PMC
22660604 PubMed citation Europe PMC
2582710 PubMed citation Europe PMC
6691561 PubMed citation Europe PMC
PMC2934138 PubMed Central citation Europe PMC
Last Modified
11 November 2019