CHEBI:145330 - 1-hydroxymidazolam

ChEBI IDCHEBI:145330
ChEBI Name1-hydroxymidazolam
Stars
DefinitionAn imidazobenzodiazepine that is midazolam in which one of the hydrogens of the methyl group is substituted by a hydroxy group. It is the major metabolite of the anesthetic, midazolam.
Last Modified11 November 2019
SubmitterAdnan
DownloadsMolfile
FormulaC18H13ClFN3O
Net Charge0
Average Mass341.773
Monoisotopic Mass341.07312
SMILESOCc1ncc2n1-c1ccc(Cl)cc1C(c1ccccc1F)=NC2
InChIInChI=1S/C18H13ClFN3O/c19-11-5-6-16-14(7-11)18(13-3-1-2-4-15(13)20)22-9-12-8-21-17(10-24)23(12)16/h1-8,24H,9-10H2
InChIKeyQHSMEGADRFZVNE-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606)
blood plasma (BTO_0000131) PubMed (15914101)
blood serum (BTO:0000133) PubMed (9187388)
urine (BTO:0001419) PubMed (31474719)
Roles Classification
Biological Roles:
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.
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
1-hydroxymidazolam (CHEBI:145330) has functional parent midazolam (CHEBI:6931)
1-hydroxymidazolam (CHEBI:145330) has role drug metabolite (CHEBI:49103)
1-hydroxymidazolam (CHEBI:145330) has role human blood serum metabolite (CHEBI:85234)
1-hydroxymidazolam (CHEBI:145330) has role human urinary metabolite (CHEBI:84087)
1-hydroxymidazolam (CHEBI:145330) is a aromatic primary alcohol (CHEBI:33857)
1-hydroxymidazolam (CHEBI:145330) is a imidazobenzodiazepine (CHEBI:142118)
1-hydroxymidazolam (CHEBI:145330) is a monofluorobenzenes (CHEBI:83575)
1-hydroxymidazolam (CHEBI:145330) is a organochlorine compound (CHEBI:36683)
Incoming Relation(s)
1-hydroxymidazolam β-D-glucuronide (CHEBI:145334) has functional parent 1-hydroxymidazolam (CHEBI:145330)
IUPAC Name 
[8-chloro-6-(2-fluorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepin-1-yl]methanol
Synonyms  Source
α-hydroxymidazolamChemIDplus
8-chloro-6-(2-fluorophenyl)-1-hydroxymethyl-4H-imidazo[1,5-a][1,4]benzodiazepineChEBI
1'-hydroxymidazolamChEBI
1-OH-MDZChemIDplus
8-chloro-6-(2-fluorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-1-methanolChEBI
1-hydroxymethylmidazolamChemIDplus
Manual XrefsDatabases
HMDB0061089HMDB
Registry NumbersSources
CAS:59468-90-5ChemIDplus
Citations