Send us a Message



Submit Data |  Help |  Video Tutorials |  News |  Publications |  Download |  REST API |  Citing RGD |  Contact   

CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:1-hydroxymidazolam
go back to main search page
Accession:CHEBI:145330 term browser browse the term
Definition:An 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.
Synonyms:exact_synonym: [8-chloro-6-(2-fluorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepin-1-yl]methanol
 related_synonym: 1-OH-MDZ;   1-hydroxymethylmidazolam;   8-chloro-6-(2-fluorophenyl)-1-hydroxymethyl-4H-imidazo[1,5-a][1,4]benzodiazepine;   8-chloro-6-(2-fluorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-1-methanol;   Formula=C18H13ClFN3O;   InChI=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;   InChIKey=QHSMEGADRFZVNE-UHFFFAOYSA-N;   Ro 21-6347;   SMILES=C1(=NCC=2N(C=3C1=CC(=CC3)Cl)C(=NC2)CO)C=4C=CC=CC4F;   alpha-hydroxymidazolam
 xref: CAS:59468-90-5;   HMDB:HMDB0061089
 xref_mesh: MESH:C040081
 xref: PMID:15914101;   PMID:17452028;   PMID:20850770;   PMID:21204116;   PMID:21531182;   PMID:21993197;   PMID:23674377;   PMID:28615640;   PMID:28978489;   PMID:31469454;   PMID:6691561;   PMID:7199324;   PMID:7603229;   PMID:8924728;   PMID:9187388;   PMID:9725490



show annotations for term's descendants           Sort by:
 
1-hydroxymidazolam term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 increases chemical synthesis
increases glucuronidation
multiple interactions
increases abundance
ISO CYP3A4 protein results in increased chemical synthesis of 1-hydroxymethylmidazolam
CYP3A4 protein results in increased glucuronidation of 1-hydroxymethylmidazolam
[[3-hydroxyflavone results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [[5-hydroxyflavone results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [[6-hydroxyflavone results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [[6-methylflavone results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [[7-hydroxyflavone results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [[alpha-naphthoflavone results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [[artemetin results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [[beta-Naphthoflavone results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [[chrysin results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [[eupatilin results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [[flavone results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [[galangin results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [[nobiletin results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [[sinensetin analog results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [[sinensetin results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [[tangeretin results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [CYP3A4 protein results in increased glucuronidation of 1-hydroxymethylmidazolam] which results in increased abundance of 1-hydroxymethylmidazolam glucuronide; [CYP3A4 protein results in increased hydroxylation of Midazolam] which results in increased abundance of 1-hydroxymethylmidazolam; [CYP3A4 protein results in increased hydroxylation of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [CYP3A4 protein results in increased oxidation of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [Ketoconazole results in decreased activity of CYP3A4 protein] which results in decreased chemical synthesis of 1-hydroxymethylmidazolam; [L 754394 results in decreased activity of CYP3A4 protein] which results in decreased chemical synthesis of 1-hydroxymethylmidazolam; acacetin promotes the reaction [[CYP3A4 protein results in increased oxidation of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam]; Apigenin promotes the reaction [[CYP3A4 protein results in increased oxidation of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam]; CYP3A4 protein inhibits the reaction [Rifampin results in decreased chemical synthesis of 1-hydroxymethylmidazolam]; diosmetin inhibits the reaction [CYP3A4 protein results in increased chemical synthesis of 1-hydroxymethylmidazolam]; erdafitinib inhibits the reaction [[CYP3A4 protein results in increased hydroxylation of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam]; flavanone promotes the reaction [[CYP3A4 protein results in increased oxidation of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam]; flavone promotes the reaction [[CYP3A4 protein results in increased oxidation of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam]; galangin promotes the reaction [[CYP3A4 protein results in increased oxidation of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam]; Ketoconazole inhibits the reaction [CYP3A4 protein results in increased abundance of 1-hydroxymethylmidazolam]; Ketoconazole inhibits the reaction [CYP3A4 protein results in increased chemical synthesis of 1-hydroxymethylmidazolam]; Luteolin inhibits the reaction [CYP3A4 protein results in increased chemical synthesis of 1-hydroxymethylmidazolam]; NADP deficiency inhibits the reaction [erdafitinib inhibits the reaction [[CYP3A4 protein results in increased hydroxylation of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam]]; Rifampin inhibits the reaction [CYP3A4 protein results in increased chemical synthesis of 1-hydroxymethylmidazolam]; Rifampin promotes the reaction [CYP3A4 protein results in increased chemical synthesis of 1-hydroxymethylmidazolam]; Troleandomycin inhibits the reaction [CYP3A4 protein results in increased chemical synthesis of 1-hydroxymethylmidazolam]; Verapamil inhibits the reaction [CYP3A4 protein results in increased chemical synthesis of 1-hydroxymethylmidazolam]
CTD PMID:10997946 PMID:12401345 PMID:12695342 PMID:18191104 PMID:20233841 More... NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Cyp3a9 cytochrome P450, family 3, subfamily a, polypeptide 9 increases chemical synthesis
multiple interactions
ISO CYP3A5 protein results in increased chemical synthesis of 1-hydroxymethylmidazolam
[CYP3A5 protein results in increased hydroxylation of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; erdafitinib inhibits the reaction [[CYP3A5 protein results in increased hydroxylation of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam]
CTD PMID:18191104 PMID:26958860 PMID:34189909 NCBI chr12:16,806,222...16,846,428
Ensembl chr12:16,806,207...16,846,422
JBrowse link
G Tspo translocator protein affects binding EXP 1-hydroxymethylmidazolam binds to TSPO protein; 1-hydroxymethylmidazolam metabolite binds to TSPO protein CTD PMID:7603229 NCBI chr 7:114,720,188...114,730,450
Ensembl chr 7:114,720,188...114,730,450
JBrowse link
1-hydroxymidazolam beta-D-glucuronide term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions ISO [CYP3A4 protein results in increased glucuronidation of 1-hydroxymethylmidazolam] which results in increased abundance of 1-hydroxymethylmidazolam glucuronide CTD PMID:27485346 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20072
    role 20026
      biological role 20025
        biochemical role 19665
          apoptosis inducer 13448
            midazolam 27
              1-hydroxymidazolam 3
                1-hydroxymidazolam beta-D-glucuronide 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 20072
    subatomic particle 20071
      composite particle 20071
        hadron 20071
          baryon 20071
            nucleon 20071
              atomic nucleus 20071
                atom 20071
                  main group element atom 19974
                    p-block element atom 19974
                      carbon group element atom 19903
                        carbon atom 19896
                          organic molecular entity 19896
                            organic molecule 19844
                              organic cyclic compound 19605
                                carbocyclic compound 18563
                                  benzenoid aromatic compound 17816
                                    benzenes 17624
                                      fluorobenzenes 1801
                                        monofluorobenzenes 1457
                                          midazolam 27
                                            1-hydroxymidazolam 3
                                              1-hydroxymidazolam beta-D-glucuronide 1
paths to the root