Details
Stereochemistry | ACHIRAL |
Molecular Formula | C12H16N2O |
Molecular Weight | 204.2682 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CN(C)CCC1=CNC2=C1C=C(O)C=C2
InChI
InChIKey=VTTONGPRPXSUTJ-UHFFFAOYSA-N
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
Molecular Formula | C12H16N2O |
Molecular Weight | 204.2682 |
Charge | 0 |
Count |
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Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24650558
Curator's Comment: referenced study was conducted in rat
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: Q64264 Gene ID: 15550.0 Gene Symbol: Htr1a Target Organism: Mus musculus (Mouse) Sources: https://www.ncbi.nlm.nih.gov/pubmed/25446678 |
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Target ID: P35363 Gene ID: 15558.0 Gene Symbol: Htr2a Target Organism: Mus musculus (Mouse) Sources: https://www.ncbi.nlm.nih.gov/pubmed/25446678 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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A test of the transmethylation hypothesis in acute schizophrenic patients. | 1975 Oct |
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Functional and radioligand binding characterization of rat 5-HT6 receptors stably expressed in HEK293 cells. | 1997 Apr-May |
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Altered consciousness states and endogenous psychoses: a common molecular pathway? | 1997 Dec 19 |
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Ayahoasca: an experimental psychosis that mirrors the transmethylation hypothesis of schizophrenia. | 1999 Apr |
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Occurrence of bufotenin in the Osteocephalus genus (Anura: Hylidae). | 2005 Sep 15 |
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Liquid chromatography-tandem mass spectrometry method for the simultaneous analysis of multiple hallucinogens, chlorpheniramine, ketamine, ritalinic acid, and metabolites, in urine. | 2007 Oct |
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Indolealkylamines: biotransformations and potential drug-drug interactions. | 2008 Jun |
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Sudden death associated with intravenous injection of toad extract. | 2009 Jul 1 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25446678
Curator's Comment: referenced study was conducted on mice.
Age-matched wild-type FVB/N and Tg-CYP2D6 mice were given an intraperitoneal dose of either harmaline 90, 2, 5, or 15 mg/kg) or bufotenine (0, 2, 10 0r 20 mg/kg). Wild-type and Tg-CYP2D6 mice exhibited hyperthermia with high doses of bufotenine ( 10 and 20 mg/kg).
Route of Administration:
Intraperitoneal
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2706543
To determine if serotonin is involved in associative conditioning-produced changes of Type B photo-receptors, isolated nervous systems were exposed to a conditioning procedure in the absence or presence of drugs that alter normal serotonergic neurotransmission. Nervous systems were dissected, mounted and treated with protease before washing with artificial seawater (ASW), or ASW containing 100 microM bufotenine. When treated bufotenine clearly reduced the pairing specific cumulative depolarization and changes in input resistance. Treatment involving bufotenine suggests that serotonin modulates Type B photoreceptor excitability during associative conditioning.
Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:21:43 GMT 2025
by
admin
on
Mon Mar 31 19:21:43 GMT 2025
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Record UNII |
0A31347TZK
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Record Status |
Validated (UNII)
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Record Version |
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DEA NO. |
7433
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WIKIPEDIA |
TiHKAL
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89593
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DB01445
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10257
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BUFOTENIN
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0A31347TZK
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DTXSID0048894
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m2753
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207-667-9
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487-93-4
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TARGET -> AGONIST |
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PARENT -> ACTIVE CONSTITUENT ALWAYS PRESENT |
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PARENT -> ACTIVE CONSTITUENT ALWAYS PRESENT |
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ACTIVE MOIETY |
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