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

General Information of Drug (ID: DR1961)
Drug Name
Serotonin
Synonyms
Antemoqua; Antemovis; Enteramin; Enteramine; Hippophain; Indol-5-ol, 3-(2-aminoethyl)-; Serotonine; Substance DS; Substanz DS; Thrombocytin; Thrombotonin; Tryptamine, 5-hydroxy-; serotonin; 1H-Indol-5-ol, 3-(2-aminoethyl)-; 3-(2-Amino-ethyl)-1H-indol-5-ol; 3-(2-Aminoethyl)-1H-indol-5-ol; 3-(2-Aminoethyl)indol-5-ol; 3-(beta-Aminoethyl)-5-hydroxyindole; 333DO1RDJY; 5-HT; 5-HYDROXYTRYPTAMINE; 5-Hta; 5-Hydroxy-3-(beta-aminoethyl)indole; 50-67-9; BRN 0143524; CHEBI:28790; Ds substance; EINECS 200-058-9; UNII-333DO1RDJY
Indication Discovery agent Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 176.21 Topological Polar Surface Area 62
Heavy Atom Count 13 Rotatable Bond Count 2
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
5202
PubChem SID
4041 ; 803912 ; 3249485 ; 6492753 ; 7978601 ; 8144285 ; 8153195 ; 11111288 ; 11111289 ; 11120330 ; 11120818 ; 11121306 ; 11121741 ; 11122221 ; 11362866 ; 11364882 ; 11365428 ; 11367444 ; 11367990 ; 11370006 ; 11370943 ; 11370944 ; 11373045 ; 11373591 ; 11375606 ; 11376152 ; 11378175 ; 11466509 ; 11467629 ; 11485998 ; 15120541 ; 26737386 ; 26754231 ; 26754232 ; 26754233 ; 29224259 ; 47662064 ; 47662065 ; 47662066 ; 47662067 ; 47662068 ; 47810539 ; 47810540 ; 47885201 ; 47885202 ; 47885203 ; 47959524 ; 48110239 ; 48259014 ; 48334252
ChEBI ID
CHEBI:28790
CAS Number
50-67-9
TTD Drug ID
D0F6CD
Formula
C10H12N2O
Canonical SMILES
C1=CC2=C(C=C1O)C(=CN2)CCN
InChI
1S/C10H12N2O/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10/h1-2,5-6,12-13H,3-4,11H2
InChIKey
QZAYGJVTTNCVMB-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
2S,3S,4S,5R)-6-[[3-(2-aminoethyl)-1H-indol-5-yl]oxy]-3,4,5-trihydroxy-2-oxanecarboxylic acid DM005925
73707588
Unclear 1 [3]
3-ethyl-1H-indol-5-ol DM005926
15366337
Unclear 1 [3]
5-hydroxyindoleacetic acid DM005465
1826
Unclear 1 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006371 Serotonin 5-HIAA Unclear Unclear [4]
MR006372 Serotonin 2S,3S,4S,5R)-6-[[3-(2-aminoethyl)-1H-indol-5-yl]oxy]-3,4,5-trihydroxy-2-oxanecarboxylic acid Unclear Unclear [3]
MR006373 Serotonin 3-ethyl-1H-indol-5-ol Unclear Unclear [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Monoamine oxidase type A (MAO-A) DME0044 Homo sapiens
AOFA_HUMAN
1.4.3.4
[2]
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
Monoamine oxidase type A (MAO-A) DME0044 Km = 0.3 microM
AOFA_HUMAN
[2]
References
1 The IUPHAR/BPS Guide to PHARMACOLOGY in 2020: extending immunopharmacology content and introducing the IUPHAR/MMV Guide to MALARIA PHARMACOLOGY. Nucleic Acids Res. 2020 Jan 8;48(D1):D1006-D1021. (Ligand id: 5).
2 Do monomeric vs dimeric forms of MAO-A make a difference? A direct comparison of the catalytic properties of rat and human MAO-A's. J Neural Transm (Vienna). 2007;114(6):721-4.
3 PubChem:Serotonin
4 GPR35 promotes neutrophil recruitment in response to serotonin metabolite 5-HIAA

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