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Substance Name: Psilocybine [INN:BAN:DCF]
RN: 520-52-5
UNII: 2RV7212BP0
InChIKey: QVDSEJDULKLHCG-UHFFFAOYSA-N
Note
- The major of two hallucinogenic components of Teonanacatl, the sacred mushroom of Mexico, the other component being psilocin. (From Merck Index, 11th ed)
Molecular Formula
- C12-H17-N2-O4-P
Molecular Weight
- 284.2503
- All
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- Registry Numbers
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- Toxicity
- Physical Properties
Classification Codes
Classification Codes
- Central Nervous System Agents
- Drug / Therapeutic Agent
- Hallucinogens
- Human Data
- Mutation Data
- Psychotropic Drugs
Superlist Classification Code
- DEA Schedule I
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Names and Synonyms
Name of Substance
- Psilocybine
- Psilocybine [INN:BAN:DCF]
MeSH Heading
- Psilocybin
Synonyms
- 3-(2-(Dimethylamino)ethyl)-1H-indol-4-ol dihydrogen phosphate ester
- 3-(2-Dimethylaminoethyl)indol-4-yl dihydrogen phosphate
- 3-2'-Dimethylaminoethylindol-4-phosphate
- 4-22-00-05665 (Beilstein Handbook Reference)
- 4-Phosphoryloxy-omega-N,N-dimethyltryptamine
- BRN 0273158
- CY 39
- CY-39
- EINECS 208-294-4
- HSDB 7365
- Indocybin
- O-Phosphoryl-4-hydroxy-N,N-dimethyltryptamine
- Psilocibin
- Psilocibina
- Psilocibina [INN-Spanish]
- Psilocin phosphate ester
- Psilocybine
- Psilocybinum
- Psilocybinum [INN-Latin]
- Psilotsibin
- Teonanacatl
- UNII-2RV7212BP0
Systematic Names
- 1H-Indol-4-ol, 3-(2-(dimethylamino)ethyl)-, dihydrogen phosphate (ester)
- 3-(2-Dimethylaminoethyl)indol-4-yl dihydrogen phosphate
- Indol-4-ol, 3-(2-(dimethylamino)ethyl)-, dihydrogen phosphate
- Psilocybine
Superlist Names
- Constituent of Magic mushrooms
- DEA No. 7437
- Psilocybin
Mixture Name
- Magic mushrooms
Registry Numbers
CAS Registry Number
- 520-52-5
FDA UNII
- 2RV7212BP0
System Generated Number
- 0000520525
Structure Descriptors
InChI
InChI=1S/C12H17N2O4P/c1-14(2)7-6-9-8-13-10-4-3-5-11(12(9)10)18-19(15,16)17/h3-5,8,13H,6-7H2,1-2H3,(H2,15,16,17)InChIKey
QVDSEJDULKLHCG-UHFFFAOYSA-NSmiles
CN(C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
human | TDLo | intramuscular | 75ug/kg (0.075mg/kg) | BEHAVIORAL: EUPHORIA BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" | Psychopharmacologia Vol. 3, Pg. 219, 1962. |
human | TDLo | intramuscular | 130ug/kg (0.13mg/kg) | BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" BEHAVIORAL: TOXIC PSYCHOSIS | Proceedings of the European Society for the Study of Drug Toxicity. Vol. 8, Pg. 59, 1967. |
human | TDLo | intraperitoneal | 37ug/kg (0.037mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE BEHAVIORAL: MUSCLE WEAKNESS | Journal of Nervous and Mental Disease. Vol. 131, Pg. 428, 1960. |
human | TDLo | oral | 60ug/kg (0.06mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE BEHAVIORAL: MUSCLE WEAKNESS | Journal of Nervous and Mental Disease. Vol. 131, Pg. 428, 1960. |
mouse | LD50 | intraperitoneal | 420mg/kg (420mg/kg) | SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 64, Pg. 159, 1968. |
mouse | LD50 | intravenous | 275mg/kg (275mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 64, Pg. 159, 1968. |
rabbit | LD50 | intravenous | 13mg/kg (13mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 138, 1972. | |
rat | LD50 | intravenous | 280mg/kg (280mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 138, 1972. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 224 | deg C | EXP | |
log P (octanol-water) | 1.000 | (none) | EST | |
Atmospheric OH Rate Constant | 2.81E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.