Natural Product (NP) Details

General Information of the NP (ID: NP3553)
Name
Serotonin
Synonyms
serotonin; 5-HYDROXYTRYPTAMINE; 3-(2-Aminoethyl)-1H-indol-5-ol; 50-67-9; Enteramine; 5-HT; Thrombocytin; Thrombotonin; Antemovis; Serotonine; Ds substance; 1H-Indol-5-ol, 3-(2-aminoethyl)-; Hippophain; Antemoqua; Substance DS; Substanz DS; 3-(2-Aminoethyl)indol-5-ol; 5-Hta; Tryptamine, 5-hydroxy-; Indol-5-ol, 3-(2-aminoethyl)-; Enteramin; UNII-333DO1RDJY; 3-(beta-Aminoethyl)-5-hydroxyindole; 5-Hydroxy-3-(beta-aminoethyl)indole; 3-(2-Amino-ethyl)-1H-indol-5-ol; 333DO1RDJY; CHEBI:28790; Hippophaine; [3H]-5-HT; EINECS 200-058-9; BRN 0143524; 5-hydroxytryptamin; 5-Hydroxytriptamine; 5-Hydroxyltryptamine; 5-hydroxy-tryptamine; 1H-Indol-5-ol,3-(2-aminoethyl)-; 5-hydroxyl tryptamine; GTPL5; CHEMBL39; Prestwick0_000481; Prestwick1_000481; Prestwick2_000481; Prestwick3_000481; Lopac-H-9523; Biomol-NT_000083; bmse000757; SCHEMBL1495; Lopac0_000607; Oprea1_712368; BSPBio_000341; BSPBio_001112; KBioGR_000452; KBioGR_002472; KBioSS_000452; KBioSS_002479; 5-22-12-00016 (Beilstein Handbook Reference); Serotonin, analytical standard; SPBio_002262; 5-Hydroxytryptamine, free base; BPBio1_000377; BPBio1_001079; DTXSID8075330; BCBcMAP01_000198; BDBM10755; KBio2_000452; KBio2_002472; KBio2_003020; KBio2_005040; KBio2_005588; KBio2_007608; KBio3_000843; KBio3_000844; KBio3_002950; ZINC57058; cMAP_000059; 3-(b-Aminoethyl)-5-hydroxyindole; 5-Hydroxy-3-(b-aminoethyl)indole; Bio1_000450; Bio1_000939; Bio1_001428; Bio2_000396; Bio2_000876; HMS1362H13; HMS1792H13; HMS1990H13; HMS3403H13; 3-(2-Aminoethyl)-1H-indol-5-o; ALBB-006183; 6996AB; MFCD00055054; PDSP1_001512; PDSP2_001496; STK503758; AKOS001484724; 3-(2-Aminoethyl)-1H-indol-5-ol #; CCG-204696; DB08839; MCULE-8788459983; SDCCGSBI-0050589.P002; 3-(.beta.-Aminoethyl)-5-hydroxyindole; 5-Hydroxy-3-(.beta.-aminoethyl)indole; IDI1_002151; SMP1_000272; 5-hydroxy tryptamine creatinine disulfate; NCGC00015525-01; NCGC00015525-02; NCGC00015525-03; NCGC00015525-04; NCGC00015525-05; NCGC00015525-06; NCGC00015525-07; NCGC00015525-08; NCGC00015525-09; NCGC00015525-19; NCGC00142449-01; NCGC00142449-02; NCGC00142449-03; NCGC00142449-04; NCGC00142449-05; CAS-153-98-0; DB-051820; FT-0631212; 14C-5-hydroxy tryptamine creatinine disulfate; C00780; H-8000; K-9367; L000078; Q167934; 6F7FD5B4-A558-45F0-A20A-2D068A3EFE6A; 2-imino-1-methylimidazolidin-4-one; 3-(2-aminoethyl)-1H-indol-5-ol; bis(sulfuric acid); 1094000-36-8
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Species Origin Mucuna pruriens ...     Click to Show/Hide
Mucuna pruriens
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Fabales
Family: Fabaceae
Genus: Mucuna
Species: Mucuna pruriens
Disease Depression [ICD-11: 6A70-6A71] Investigative [1]
Structure
Click to Download Mol
2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -4.853
 
MDCK Permeability
 -5.007
 
PAMPA
 +
 
HIA
 - - -
 
Distribution
VDss
 0.65
 
PPB
 38.2%
 
BBB
 +
 
Metabolism
CYP1A2 inhibitor
 +++
CYP1A2 substrate
 +++
CYP2C19 inhibitor
 - - -
CYP2C19 substrate
 +
CYP2C9 inhibitor
 - - -
CYP2C9 substrate
 +++
CYP2D6 inhibitor
 - - -
CYP2D6 substrate
 +++
CYP3A4 inhibitor
 - - -
CYP3A4 substrate
 - - -
CYP2B6 inhibitor
 - - -
CYP2B6 substrate
 +++
CYP2C8 inhibitor
 - - -
HLM Stability
 - - -
 
Excretion
CLplasma
 10.426
 
T1/2
 1.3
Toxicity
DILI
 - - -
 
Rat Oral Acute Toxicity
 +
 
FDAMDD
 ++
 
Respiratory
 ++
 
Human Hepatotoxicity
 +
 
Ototoxicity
 -
 
Drug-induced Nephrotoxicity
 - -
 
Drug-induced Neurotoxicity
 ++
 
Hematotoxicity
 - -
 
Genotoxicity
 +
 
Tips: 1. For the classification endpoints, the prediction probability values are transformed into six symbols: 0-0.1 (- - -), 0.1-0.3 (- -), 0.3-0.5 (-), 0.5-0.7 (+), 0.7-0.9 (++), and 0.9-1.0 (+++). 2. Additionally, the corresponding relationships of the three labels are as follows: excellent; medium; poor.
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    Click to Show/Hide the Molecular Information and External Link(s) of This Natural Product
Formula
C10H12N2O
PubChem CID
5202
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
CAS Number
CAS 50-67-9
ChEBI ID
CHEBI:28790
Herb ID
HBIN043777
SymMap ID
SMIT04553
TCMSP ID
MOL002279
TTD Drug ID
D0F6CD
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Lidocaine      Corneal disease     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vivo Model Male adult Sprague-Dawley rats, weighing 201 to 251 g were used in this study.
                    Experimental
                    Result(s)		 Serotonin and dopamine produce dose-related cutaneous analgesic effects as an infiltrative anesthetic.
Target and Pathway
Target(s) Adenosine A3 receptor (ADORA3)  Molecule Info  [3]
Serotonin receptor (5HTR)  Molecule Info  [4]
Reactome Adenosine P1 receptors Click to Show/Hide
2 G alpha (i) signalling events
WikiPathways Nucleotide GPCRs Click to Show/Hide
2 GPCRs, Class A Rhodopsin-like
3 GPCRs, Other
References
Reference 1 [The pharmacological basis of the serotonin system: Application to antidepressant response]. Encephale. 2016 Jun;42(3):255-63.
Reference 2 Synergistic Effects of Serotonin or Dopamine Combined With Lidocaine at Producing Nociceptive Block in Rats. Reg Anesth Pain Med. May/Jun 2017;42(3):351-356.
Reference 3 2-n-Butyl-9-methyl-8-[1,2,3]triazol-2-yl-9H-purin-6-ylamine and analogues as A2A adenosine receptor antagonists. Design, synthesis, and pharmacolog... J Med Chem. 2005 Nov 3;48(22):6887-96.
Reference 4 cis-4-(Piperazin-1-yl)-5,6,7a,8,9,10,11,11a-octahydrobenzofuro[2,3-h]quinazolin-2-amine (A-987306), a new histamine H4R antagonist that blocks pain... J Med Chem. 2008 Nov 27;51(22):7094-8.
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