bufotenine   

GtoPdb Ligand ID: 144

Synonyms: 5-OH-DMT | dimethylserotonin | DM5-HT | N,N-dimethyl-5-HT | N,N-dimethylserotonin
Compound class: Synthetic organic
Comment: Bufotenin is a serotonin-like bioactive toxin found in the skin of certain poisonous toads, mushrooms and tree seeds that has hallucinogenic effects.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 1
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 39.26
Molecular weight 204.13
XLogP 1.63
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CN(CCc1c[nH]c2c1cc(O)cc2)C
Isomeric SMILES CN(CCc1c[nH]c2c1cc(O)cc2)C
InChI InChI=1S/C12H16N2O/c1-14(2)6-5-9-8-13-12-4-3-10(15)7-11(9)12/h3-4,7-8,13,15H,5-6H2,1-2H3
InChI Key VTTONGPRPXSUTJ-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
3-(2-dimethylaminoethyl)-1H-indol-5-ol
Synonyms
5-OH-DMT | dimethylserotonin | DM5-HT | N,N-dimethyl-5-HT | N,N-dimethylserotonin
Database Links
BindingDB Ligand 50024206
CAS Registry No. 487-93-4
ChEBI CHEBI:3210
ChEMBL Ligand CHEMBL416526
DrugBank Ligand DB01445
GtoPdb PubChem SID 135650030
PubChem CID 10257
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Search UniChem for chemical match using the InChIKey VTTONGPRPXSUTJ-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone VTTONGPRPXSUTJ
Wikipedia Bufotenin