4-hydroxymidazolam (CHEBI:145331)

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ChEBI Name	4-hydroxymidazolam

ChEBI ID	CHEBI:145331

Definition	An imidazobenzodiazepine that is midazolam which is substituted by a hydroxy group at position 4. It is the minor hydroxylated metabolite of the anesthetic, midazolam.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C18H13ClFN3O

Net Charge

Average Mass

341.770

Monoisotopic Mass

341.07312

InChI

InChI=1S/C18H13ClFN3O/c1-10-21-9-16-18(24)22-17(12-4-2-3-5-14(12)20)13-8-11(19)6-7-15(13)23(10)16/h2-9,18,24H,1H3

InChIKey

ZYISITHKPKHPKG-UHFFFAOYSA-N

SMILES

C1(=NC(C=2N(C=3C1=CC(=CC3)Cl)C(=NC2)C)O)C=4C=CC=CC4F

Metabolite of Species	Details
Homo sapiens (NCBI:txid9606)	Found in blood plasma (BTO_0000131). See: PubMed
Homo sapiens (NCBI:txid9606)	Found in blood serum (BTO:0000133). See: PubMed
Homo sapiens (NCBI:txid9606)	Found in urine (BTO:0001419). See: PubMed

Roles Classification
Biological Role(s):	drug metabolite human blood serum metabolite Any metabolite (endogenous or exogenous) found in human blood serum samples. 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 )

ChEBI Ontology
Outgoing	4-hydroxymidazolam (CHEBI:145331) has functional parent midazolam (CHEBI:6931) 4-hydroxymidazolam (CHEBI:145331) has role drug metabolite (CHEBI:49103) 4-hydroxymidazolam (CHEBI:145331) has role human blood serum metabolite (CHEBI:85234) 4-hydroxymidazolam (CHEBI:145331) has role human urinary metabolite (CHEBI:84087) 4-hydroxymidazolam (CHEBI:145331) is a imidazobenzodiazepine (CHEBI:142118) 4-hydroxymidazolam (CHEBI:145331) is a monofluorobenzenes (CHEBI:83575) 4-hydroxymidazolam (CHEBI:145331) is a organic hydroxy compound (CHEBI:33822) 4-hydroxymidazolam (CHEBI:145331) is a organochlorine compound (CHEBI:36683)

Incoming	4-hydroxymidazolam β-D-glucuronide (CHEBI:145335) has functional parent 4-hydroxymidazolam (CHEBI:145331)

IUPAC Name

8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepin-4-ol

Last Modified

11 November 2019