Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR1637)
Drug Name
Triazolam
Synonyms
Triazolamum; Triazolamum [INN-Latin]; Clorazolam; Halcion; JOFWLTCLBGQGBO-UHFFFAOYSA-N; Novidorm; Novodorm; Songar; U 33030; U-33,030; U-33030; triazolam; 28911-01-5; 8-Chloro-6-(2-chlorophenyl)-1-methyl-4H-(1,2,4)triazolo(4,3-a)(1,4)benzodiazepine; 8-Chloro-6-(2-chlorophenyl)-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine; 8-Chloro-6-(o-chlorophenyl)-1-methyl-4H-s-triazolo(4,3-a)(1,4)benzodiazepine; BRN 1226643; C17H12Cl2N4; CCRIS 1932; CHEBI:9674; CHEMBL646; DEA No. 2887; EINECS 249-307-3; HSDB 6759; UNII-1HM943223R
Indication Insomnia [ICD11: 7A00] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 343.2 Topological Polar Surface Area 43.1
Heavy Atom Count 23 Rotatable Bond Count 1
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
5556
PubChem SID
5663633 ; 7847453 ; 7849624 ; 7980828 ; 8153415 ; 10517205 ; 12013397 ; 14875826 ; 24900602 ; 29214869 ; 29224597 ; 46509147 ; 50057244 ; 50113071 ; 53789234 ; 57322838 ; 58107043 ; 75839501 ; 85209509 ; 103189071 ; 103856603 ; 103916143 ; 104309572 ; 125536835 ; 128303523 ; 134337558 ; 134996744 ; 136949649 ; 137005119 ; 143051050 ; 144206170 ; 160964236 ; 164765748 ; 164765749 ; 175268086 ; 176262073 ; 178103886 ; 179116931 ; 184580915 ; 198991636 ; 210279816 ; 210282139 ; 223366877 ; 223454573 ; 224247842 ; 226416360 ; 250118403 ; 252357765
ChEBI ID
ChEBI:9674
CAS Number
28911-01-5
TTD Drug ID
D0U3LS
Formula
C17H12Cl2N4
Canonical SMILES
CC1=NN=C2N1C3=C(C=C(C=C3)Cl)C(=NC2)C4=CC=CC=C4Cl
InChI
1S/C17H12Cl2N4/c1-10-21-22-16-9-20-17(12-4-2-3-5-14(12)19)13-8-11(18)6-7-15(13)23(10)16/h2-8H,9H2,1H3
InChIKey
JOFWLTCLBGQGBO-UHFFFAOYSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
4-hydroxytriazolame DM002383
128260
Oxidation - 4-Hydroxylation 1 [4] , [5]
Alpha,4-HT DM002386
57369804
Unclear 1 [4] , [5]
Alpha-HT DM002387
1963
Oxidation - 1'-Hydroxylation 1 [4] , [5]
Alpha,4-HT DM002386
57369804
Unclear 2 [4] , [5]
HH-CTB DM002385
21551892
Unclear 2 [4] , [5]
HM-CTB DM002384
6452950
Unclear 2 [4] , [5]
M-CTB DM002388
626552
Unclear 2 [4] , [5]
HH-CTB DM002385
21551892
Unclear 3 [4] , [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003285 Triazolam 4-hydroxytriazolame Oxidation - 4-Hydroxylation CYP3A4 [4], [5]
MR003286 Triazolam Alpha,4-HT Unclear Unclear [4], [5]
MR003287 Triazolam Alpha-HT Oxidation - 1'-Hydroxylation CYP3A4 [4], [5]
MR003280 4-hydroxytriazolame HM-CTB Unclear Unclear [4], [5]
MR003281 4-hydroxytriazolame M-CTB Unclear Unclear [4], [5]
MR003283 Alpha,4-HT HH-CTB Unclear Unclear [4], [5]
MR003284 Alpha-HT Alpha,4-HT Unclear Unclear [4], [5]
MR003282 HM-CTB HH-CTB Unclear Unclear [4], [5]
⏷ Show the Full List of 8 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A7 (CYP3A7) DME0015 Homo sapiens
CP3A7_HUMAN
1.14.14.1
[3]
References
1 Triazolam was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 In vitro metabolism of midazolam, triazolam, nifedipine, and testosterone by human liver microsomes and recombinant cytochromes p450: role of cyp3a4 and cyp3a5. Drug Metab Dispos. 2003 Jul;31(7):938-44.
3 Drug Interactions Flockhart Table
4 Triazolam disposition Clin Pharmacol Ther. 1981 Jan;29(1):81-93. doi: 10.1038/clpt.1981.14.
5 Triazolam substrate inhibition: evidence of competition for heme-bound reactive oxygen within the CYP3A4 active site. Drug Metab Dispos. 2001 Jan;29(1):70-5.

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