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Bufotenine
Bufotenine
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name Bufotenine
Price: $318 / 10mg
CAS No.: 487-93-4
Catalog No.: CFN91165
Molecular Formula: C12H16N2O
Molecular Weight: 204.3 g/mol
Purity: >=98%
Type of Compound: Alkaloids
Physical Desc.: Powder
Source: The glandular body of Bufo bufo gargarizans Cantor.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS
Similar structural: Comparison (Web)  (SDF)
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Size /Price /Stock 10 mM * 1 mL in DMSO / $135.6 / In-stock
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Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries
Biological Activity
Description: Bufotenine may have hallucinogenic potential, the presence and levels of bufotenine might be useful and important markers of some psychiatric disorders. Bufotenine is able to block rabies virus infection in BHK-21 cells.
Targets: 5-HT Receptor
In vitro:
J Psychoactive Drugs. 2000 Jul-Sep;32(3):321-31.
Bufotenine: toward an understanding of possible psychoactive mechanisms.[Pubmed: 11061684 ]

METHODS AND RESULTS:
A review of the neuropharmacology of the alleged hallucinogen Bufotenine is presented, including recent experimental results showing activity similar to LSD and other known hallucinogens (psilocin and 5-MeO-DMT) at the purported hallucinogenic serotonin (5-HT) receptors, 5-HT2A and 5-HT2C. In addition, current reports of computer modeling of the receptors and ligand binding sites give evidence of Bufotenine's ability to bind and activate these receptors. While binding and activation of the purported hallucinogenic receptors are not the full extent of the hallucinogenic signature, this evidence shows support for the rationale that the reported lack of the drug's classic hallucinogenic response in human experiments is due to poor ability to cross the blood brain barrier (BBB), not lack of activation of the appropriate brain receptors. Further evidence is reviewed that in some physiological states, some drugs with characteristics similar to Bufotenine which do not normally cross the BBB, cross it and enter the brain.
CONCLUSIONS:
While direct human experimental evidence of Bufotenine's hallucinogenic activity seems lacking, the above combined factors are considered, and possible explanations of Bufotenine's reported psychoactivity are suggested. Additionally, updated experimental models testing the possible nature of Bufotenine's hallucinogenic potential are proposed.
J Venom Anim Toxins Incl Trop Dis. 2014 Oct 13;20(1):45.
Bufotenine is able to block rabies virus infection in BHK-21 cells.[Pubmed: 25337122 ]
Rabies is a fatal zoonotic neglected disease that occurs in more than 150 countries, and kills more than 55.000 people every year. It is caused by an enveloped single stranded RNA virus that affects the central nervous system, through an infection initiated by the muscular nicotinic acetylcholine receptor, according to many authors. Alkaloids, such as acetylcholine, are widespread molecules in nature. They are present in numerous biological fluids, including the skin secretion of many amphibians, in which they act (together with proteins, peptides and steroids) as protection agents against predators and/or microorganisms. Among those amphibians that are rich in alkaloids, there is the genus Rhinella.
METHODS AND RESULTS:
Bufotenine was isolated from Rhinela jimi skin secretion after a liquid-liquid partition (H2O:CH2Cl2) and reversed phase high-performance liquid chromatography analyses (RP-HPLC). Bufotenine was also extracted from seeds of Anadenanthera colubrina in acetone solution and purified by RP-HPLC, as well. Structural characterization was performed by mass spectrometry and nuclear magnetic resonance analyses. Cytotoxic tests of Bufotenine were performed over baby hamster kidney (BHK-21) cells using MTT test. For the antiviral activity, Rabies virus strain Pasteur vaccine (PV) was used on fluorescence inhibition test and fluorescent foci inhibition test, with both simultaneous and time course treatment of the cells with the virus and Bufotenine. In the present work we describe the effects of Bufotenine, obtained either from toads or plants, that can inhibit the penetration of rabies virus in mammalian cells through an apparent competitive mechanism by the nicotinic acetylcholine receptor. Moreover, this inhibition was dose- and time-dependent, pointing out to a specific mechanism of action.
CONCLUSIONS:
This work do not present or propose Bufotenine as a drug for the treatment of rabies due to the hallucinogen and psychotropic effects of the molecule. However, continued studies in the elucidation of the antiviral mechanism of this molecule, may lead to the choice or development of a tryptamine analogue presenting potential clinical use.
In vivo:
Neuroreport. 1995 Nov 27;6(17):2378-80.
Bufotenine reconsidered as a diagnostic indicator of psychiatric disorders.[Pubmed: 8747157 ]
We have analyzed products of the serotonin-degradative pathway, in which both N-methylserotonin and Bufotenine are formed in urine specimens of products with psychiatric disorders by three-dimensional HPLC with electrochemical detection.
METHODS AND RESULTS:
Bufotenine was detected in urine from all autistic patients with mental retardation and epilepsy (n = 18) and many autistic patients (32/47) with mental retardation. Bufotenine was detected in the urine of 15 of 18 patients with depression. Thirteen of 15 schizophrenic patients were also positive for Bufotenine. N-methylserotonin was also detected in some cases of each disorder. Only two of 200 urine specimens from healthy controls were positive for Bufotenine.
CONCLUSIONS:
Thus, the presence and levels of Bufotenine might be useful and important markers of some psychiatric disorders.
Bufotenine Description
Source: The glandular body of Bufo bufo gargarizans Cantor.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

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Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.8948 mL 24.4738 mL 48.9476 mL 97.8953 mL 122.3691 mL
5 mM 0.979 mL 4.8948 mL 9.7895 mL 19.5791 mL 24.4738 mL
10 mM 0.4895 mL 2.4474 mL 4.8948 mL 9.7895 mL 12.2369 mL
50 mM 0.0979 mL 0.4895 mL 0.979 mL 1.9579 mL 2.4474 mL
100 mM 0.0489 mL 0.2447 mL 0.4895 mL 0.979 mL 1.2237 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
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