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

General Information of Drug (ID: DR0810)
Drug Name
Histamine
Synonyms
Histamine [USAN]; Imidazole-4-ethylamine; Istamina; Theramine; beta-Aminoethylglyoxaline; beta-Aminoethylimidazole; beta-Imidazolyl-4-ethylamine; histamine; 1H-Imidazole-4-ethanamine; 1H-Imidazole-5-ethanamine; 2-(1H-Imidazol-4-yl)ethanamine; Eramin; Ergamine; Ergotidine; Free histamine; Histamine Base; 2-(1H-imidazol-4-yl)ethan-1-amine; 2-(1H-imidazol-5-yl)ethanamine; 2-(4-Imidazolyl)ethylamine; 2-Imidazol-4-ylethylamine; 4-(2-Aminoethyl)-1H-imidazole; 4-Imidazoleethylamine; 5-Imidazoleethylamine; 51-45-6; 65592-96-3
Indication Allergy [ICD11: 4A80] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 111.15 Topological Polar Surface Area 54.7
Heavy Atom Count 8 Rotatable Bond Count 2
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
774
PubChem SID
3678 ; 91789 ; 609692 ; 822767 ; 824161 ; 853773 ; 3156918 ; 3221723 ; 3727072 ; 5065169 ; 5186157 ; 6436474 ; 7735853 ; 7888228 ; 7979989 ; 8139979 ; 8143824 ; 8150782 ; 10524836 ; 11108702 ; 11111275 ; 11120367 ; 11120855 ; 11121343 ; 11121734 ; 11122214 ; 11335483 ; 11360722 ; 11362871 ; 11363739 ; 11365433 ; 11366301 ; 11367995 ; 11368863 ; 11370953 ; 11370954 ; 11371444 ; 11373596 ; 11374718 ; 11376157 ; 11377025 ; 11461694 ; 11484465 ; 11488481 ; 11490268 ; 11492775 ; 11494659 ; 11537616 ; 15146444 ; 16080673
ChEBI ID
CHEBI:18295
CAS Number
75614-87-8
TTD Drug ID
D04USC
Formula
C5H9N3
Canonical SMILES
C1=C(NC=N1)CCN
InChI
1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8)
InChIKey
NTYJJOPFIAHURM-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
Imidazole acetic acid DM004738
96215
Unclear 1 [4]
Imidazole acetic acid riboside DM004737
440569
Unclear 1 [4]
N-methyl imidazole acetic acid DM004736
18354143
Unclear 1 [4]
N-methylhistamine DM004735
16078977
Unclear 1 [4]
T-methylimidazoleacetic acid DM004739 N. A. Unclear 1 [7]
N-methyl imidazole acetic acid DM004736
18354143
Unclear 2 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005087 Histamine N-methylhistamine Unclear HNMT [4]
MR005089 Histamine Imidazole acetic acid riboside Unclear Unclear [4]
MR005090 Histamine Imidazole acetic acid Unclear DAO [4]
MR005091 Histamine N-methyl imidazole acetic acid Unclear Unclear [4]
MR005092 Histamine T-methylimidazoleacetic acid Unclear Unclear [7]
MR005088 N-methylhistamine N-methyl imidazole acetic acid Unclear Unclear [4]
⏷ Show the Full List of 6 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Amiloride-sensitive amine oxidase (AOC1) DME0404 Homo sapiens
AOC1_HUMAN
1.4.3.22
[2]
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[3]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
D-amino-acid oxidase (DAO) DME0565 Homo sapiens
OXDA_HUMAN
1.4.3.3
[4]
Histamine N-methyltransferase (HNMT) DME0143 Homo sapiens
HNMT_HUMAN
2.1.1.8
[5]
Thiopurine methyltransferase (TPMT) DME0014 Homo sapiens
TPMT_HUMAN
2.1.1.67
[6]
⏷ Show the Full List of 6  DME(s)
References
1 Histamine was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Human kidney diamine oxidase: heterologous expression, purification, and characterization. J Biol Inorg Chem. 2002 Jun;7(6):565-79.
3 Atazanavir for the treatment of human immunodeficiency virus infection. Pharmacotherapy. 2004 Dec;24(12):1732-47.
4 DrugBank(Pharmacology-Metabolism):Histamine
5 Histamine pharmacogenomics. Pharmacogenomics. 2009 May;10(5):867-83.
6 Histamine-N-methyl transferase polymorphism and risk for multiple sclerosis. Eur J Neurol. 2010 Feb;17(2):335-8.
7 Metabolism and distribution of exogenous histamine in cats

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