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Substance Name: Bufotenin
RN: 487-93-4
UNII: 0A31347TZK
InChIKey: VTTONGPRPXSUTJ-UHFFFAOYSA-N
Note
- A hallucinogenic serotonin analog found in frog or toad skins, mushrooms, higher plants, and mammals, especially in the brains, plasma, and urine of schizophrenics. Bufotenin has been used as a tool in CNS studies and misused as a psychedelic.
Molecular Formula
- C12-H16-N2-O
Molecular Weight
- 204.2714
- All
- Classifications
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- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
Classification Codes
- Central Nervous System Agents
- Drug / Therapeutic Agent
- Hallucinogens
- Human Data
- Neurotransmitter Agents
- Psychotropic Drugs
- Serotonin Agents
- Serotonin Antagonists
Superlist Classification Code
- DEA Schedule I
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Names and Synonyms
Results Name
- Bufotenin
Name of Substance
- Bufotenin
- Bufotenine
MeSH Heading
- Bufotenin
Synonyms
- 3-(2-Dimethylaminoethyl)-5-indolol
- 3-(beta-Dimethylaminoethyl)-5-hydroxyindole
- 5-22-12-00026 (Beilstein Handbook Reference)
- 5-Hydroxy-N,N-dimethyltryptamine
- BRN 0160628
- Bufotenin
- Bufotenine
- Cinobufotenine
- Cohoba
- EINECS 207-667-9
- Mappin
- Mappine
- N,N-Dimethyl-5-hydroxytryptamine
- N,N-Dimethylserotonin
- NSC 89593
- UNII-0A31347TZK
Systematic Names
- 1H-Indol-5-ol, 3-(2-(dimethylamino)ethyl)-
- 3-(2-(Dimethylamino)ethyl)-1H-indol-5-ol
- Indol-5-ol, 3-(2-(dimethylamino)ethyl)-
Superlist Names
- 3-(2-Dimethylaminoethyl)-5-indolol
- 3-(beta-Dimethylaminoethyl)-5-hydroxyindole
- 5-Hydroxy-N,N-dimethyltryptamine
- Bufotenine
- DEA No. 7433
- Mappine
- N,N-Dimethylserotonin
Registry Numbers
CAS Registry Number
- 487-93-4
FDA UNII
- 0A31347TZK
System Generated Number
- 0000487934
Structure Descriptors
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,5-6H2,1-2H3InChIKey
VTTONGPRPXSUTJ-UHFFFAOYSA-NSmiles
CN(C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
frog | LDLo | parenteral | 2500mg/kg (2500mg/kg) | CARDIAC: OTHER CHANGES | Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 86, Pg. 138, 1920. |
human | TDLo | intravenous | 57ug/kg (0.057mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES PERIPHERAL NERVE AND SENSATION: SENSORY CHANGE INVOLVING PERIPHERAL NERVE GASTROINTESTINAL: OTHER CHANGES | Science. Vol. 123, Pg. 886, 1956. |
mouse | LD50 | intraperitoneal | 290mg/kg (290mg/kg) | Psychopharmacologia Vol. 16, Pg. 385, 1970. | |
mouse | LD50 | intravenous | 25mg/kg (25mg/kg) | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 64, Pg. 144, 1968. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 146.5 | deg C | EXP | |
log P (octanol-water) | 1.460 | (none) | EST | |
Atmospheric OH Rate Constant | 2.81E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.