WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H464810
CAS#: 21420-58-6
Description: Baeocystin is an analytical reference standard categorized as a tryptamine. Unlike psilocybin, baeocystin does not induce the head-twitch response in mice. This product is intended for research and forensic applications.
Hodoodo Cat#: H464810
Name: Baeocystin
CAS#: 21420-58-6
Chemical Formula: C11H15N2O4P
Exact Mass: 270.08
Molecular Weight: 270.225
Elemental Analysis: C, 48.89; H, 5.60; N, 10.37; O, 23.68; P, 11.46
Synonym: Baeocystin; N-desmethyl Psilocybin; N desmethyl Psilocybin;
IUPAC/Chemical Name: 3-(2-(methylamino)ethyl)-1H-indol-4-yl dihydrogen phosphate
InChi Key: WTPBXXCVZZZXKR-UHFFFAOYSA-N
InChi Code: InChI=1S/C11H15N2O4P/c1-12-6-5-8-7-13-9-3-2-4-10(11(8)9)17-18(14,15)16/h2-4,7,12-13H,5-6H2,1H3,(H2,14,15,16)
SMILES Code: O=P(OC1=CC=CC2=C1C(CCNC)=CN2)(O)O
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: To be determined
Shelf Life: >2 years if stored properly
Drug Formulation: To be determined
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
Biological target: | |
In vitro activity: | |
In vivo activity: |
The following data is based on the product molecular weight 270.22 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
---|---|---|---|
1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
Formulation protocol: | |
In vitro protocol: | |
In vivo protocol: |
1: Patocka J, Wu R, Nepovimova E, Valis M, Wu W, Kuca K. Chemistry and Toxicology of Major Bioactive Substances in Inocybe Mushrooms. Int J Mol Sci. 2021 Feb 23;22(4):2218. doi: 10.3390/ijms22042218. PMID: 33672330; PMCID: PMC7926736.
2: Gotvaldová K, Hájková K, Borovička J, Jurok R, Cihlářová P, Kuchař M. Stability of psilocybin and its four analogs in the biomass of the psychotropic mushroom Psilocybe cubensis. Drug Test Anal. 2021 Feb;13(2):439-446. doi: 10.1002/dta.2950. Epub 2020 Nov 4. PMID: 33119971.
3: Milne N, Thomsen P, Mølgaard Knudsen N, Rubaszka P, Kristensen M, Borodina I. Metabolic engineering of Saccharomyces cerevisiae for the de novo production of psilocybin and related tryptamine derivatives. Metab Eng. 2020 Jul;60:25-36. doi: 10.1016/j.ymben.2019.12.007. Epub 2020 Mar 26. PMID: 32224264; PMCID: PMC7232020.
4: Sherwood AM, Halberstadt AL, Klein AK, McCorvy JD, Kaylo KW, Kargbo RB, Meisenheimer P. Synthesis and Biological Evaluation of Tryptamines Found in Hallucinogenic Mushrooms: Norbaeocystin, Baeocystin, Norpsilocin, and Aeruginascin. J Nat Prod. 2020 Feb 28;83(2):461-467. doi: 10.1021/acs.jnatprod.9b01061. Epub 2020 Feb 20. PMID: 32077284.
5: Adams AM, Kaplan NA, Wei Z, Brinton JD, Monnier CS, Enacopol AL, Ramelot TA, Jones JA. In vivo production of psilocybin in E. coli. Metab Eng. 2019 Dec;56:111-119. doi: 10.1016/j.ymben.2019.09.009. Epub 2019 Sep 21. PMID: 31550507.
6: Fricke J, Sherwood A, Kargbo R, Orry A, Blei F, Naschberger A, Rupp B, Hoffmeister D. Enzymatic Route toward 6-Methylated Baeocystin and Psilocybin. Chembiochem. 2019 Nov 18;20(22):2824-2829. doi: 10.1002/cbic.201900358. Epub 2019 Oct 17. PMID: 31150155.
7: Solano J, Anabalón L, Figueroa S, Lizama C, Reyes LC, Gangitano D. Psychedelic fungus (Psilocybe sp.) authentication in a case of illegal drug traffic: sporological, molecular analysis and identification of the psychoactive substance. Sci Justice. 2019 Jan;59(1):102-108. doi: 10.1016/j.scijus.2018.08.005. Epub 2018 Aug 21. PMID: 30654963.
8: Rácz N, Nagy J, Jiang W, Veress T. Modeling Retention Behavior on Analysis of Hallucinogenic Mushrooms Using Hydrophilic Interaction Liquid Chromatography. J Chromatogr Sci. 2019 Mar 1;57(3):230-237. doi: 10.1093/chromsci/bmy104. PMID: 30535186.
9: Lenz C, Wick J, Hoffmeister D. Identification of ω-N- Methyl-4-hydroxytryptamine (Norpsilocin) as a Psilocybe Natural Product. J Nat Prod. 2017 Oct 27;80(10):2835-2838. doi: 10.1021/acs.jnatprod.7b00407. Epub 2017 Sep 20. PMID: 28929753.
10: Gartz J, Wiedemann G. Discovery of a new caerulescent Psilocybe mushroom in Germany: Psilocybe germanica sp.nov. Drug Test Anal. 2015 Sep;7(9):853-7. doi: 10.1002/dta.1795. Epub 2015 Mar 31. PMID: 25826697; PMCID: PMC6680175.
11: Pedersen-Bjergaard S, Rasmussen KE, Sannes E. Strategies for the capillary electrophoretic separation of indole alkaloids in Psilocybe semilanceata. Electrophoresis. 1998 Jan;19(1):27-30. doi: 10.1002/elps.1150190107. PMID: 9511859.
12: Pedersen-Bjergaard S, Sannes E, Rasmussen KE, Tønnesen F. Determination of psilocybin in Psilocybe semilanceata by capillary zone electrophoresis. J Chromatogr B Biomed Sci Appl. 1997 Jul 4;694(2):375-81. doi: 10.1016/s0378-4347(97)00127-8. PMID: 9252052.
13: Gartz J, Allen JW, Merlin MD. Ethnomycology, biochemistry, and cultivation of Psilocybe samuiensis Guzmán, Bandala and Allen, a new psychoactive fungus from Koh Samui, Thailand. J Ethnopharmacol. 1994 Jul 8;43(2):73-80. doi: 10.1016/0378-8741(94)90006-x. PMID: 7967658.
14: Gartz J. Extraction and analysis of indole derivatives from fungal biomass. J Basic Microbiol. 1994;34(1):17-22. doi: 10.1002/jobm.3620340104. PMID: 8207663.
15: Gartz J. Biotransformation of tryptamine derivatives in mycelial cultures of Psilocybe. J Basic Microbiol. 1989;29(6):347-52. doi: 10.1002/jobm.3620290608. PMID: 2614674.
16: Gartz J. Variation of the Amount of Alkaloids in Fruit Bodies of Inocybe aeruginascens. Planta Med. 1987 Dec;53(6):539-41. doi: 10.1055/s-2006-962805. PMID: 17269094.
17: Gartz J. Occurrence of Psilocybin and Baeocystin in Fruit Bodies of Pluteus salicinus. Planta Med. 1987 Jun;53(3):290-1. doi: 10.1055/s-2006-962710. PMID: 17269025.
18: Stijve T, Kuyper TW. Occurrence of psilocybin in various higher fungi from several European countries. Planta Med. 1985 Oct;51(5):385-7. doi: 10.1055/s-2007-969526. PMID: 17342589.
19: Vanhaelen-Fastré R, Vanhaelen M. Qualitative and quantitative determinations of hallucinogenic components of psilocybe mushrooms by reversed-phase high- performance liquid chromatography. J Chromatogr. 1984 Nov 16;312:467-72. doi: 10.1016/s0021-9673(01)92800-6. PMID: 6543215.
20: McDonald A. Mushrooms and madness. Hallucinogenic mushrooms and some psychopharmacological implications. Can J Psychiatry. 1980 Nov;25(7):586-94. doi: 10.1177/070674378002500709. PMID: 6777029.