WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H412254
CAS#: 144424-79-3
Description: Psycholeine is isolated from the tropical plant Psychotria oleoides; exhibits somatostatin antagonistic activity on growth hormone secretion.
Hodoodo Cat#: H412254
Name: Psycholeine
CAS#: 144424-79-3
Chemical Formula: C44H50N8
Exact Mass: 690.42
Molecular Weight: 690.940
Elemental Analysis: C, 76.49; H, 7.29; N, 16.22
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Synonym: Psycholeine
IUPAC/Chemical Name: (5S,11R)-13,16-dimethyl-1,7-bis((3aR,8aR)-1-methyl-2,3,8,8a-tetrahydropyrrolo[2,3-b]indol-3a(1H)-yl)-5,6,11,12-tetrahydro-5,10b:11,4b-bis(epiminoethano)dibenzo[c,h][2,6]naphthyridine
InChi Key: HEDIOFZXUDVGEU-WATQSORBSA-N
InChi Code: InChI=1S/C44H50N8/c1-26-25-45-37-43-21-24-52(4)40(49-35-29(13-9-15-31(35)43)41-19-22-50(2)38(41)46-33-17-7-5-11-27(33)41)44(26,43)32-16-10-14-30(36(32)48-37)42-20-23-51(3)39(42)47-34-18-8-6-12-28(34)42/h5-18,26,37-40,45-49H,19-25H2,1-4H3/t26?,37-,38+,39+,40+,41+,42+,43?,44?/m0/s1
SMILES Code: CC1CN[C@H]2Nc3c(C14[C@@H]5Nc6c(C24CCN5C)cccc6[C@]78CCN([C@H]7Nc9c8cccc9)C)cccc3[C@]%10%11CCN([C@H]%10Nc%12c%11cccc%12)C
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: Soluble in DMSO
Shelf Life: >3 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
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 690.94 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: Lindovska P, Movassaghi M. Concise Synthesis of (-)-Hodgkinsine, (-)-Calycosidine, (-)-Hodgkinsine B, (-)-Quadrigemine C, and (-)-Psycholeine via Convergent and Directed Modular Assembly of Cyclotryptamines. J Am Chem Soc. 2017 Dec 6;139(48):17590-17596. doi: 10.1021/jacs.7b09929. Epub 2017 Nov 20. PMID: 29058431; PMCID: PMC5733798.
2: Juster RP, Sindi S, Marin MF, Perna A, Hashemi A, Pruessner JC, Lupien SJ. A clinical allostatic load index is associated with burnout symptoms and hypocortisolemic profiles in healthy workers. Psychoneuroendocrinology. 2011 Jul;36(6):797-805. doi: 10.1016/j.psyneuen.2010.11.001. Epub 2010 Dec 3. PMID: 21129851.
3: Lebsack AD, Link JT, Overman LE, Stearns BA. Enantioselective total synthesis of quadrigemine C and psycholeine. J Am Chem Soc. 2002 Aug 7;124(31):9008-9. doi: 10.1021/ja0267425. PMID: 12148978.
4: Rasolonjanahary R, Sévenet T, Guéritte Voegelein F, Kordon C. Psycholeine, a natural alkaloid extracted from Psychotria oleoides, acts as a weak antagonist of somatostatin. Eur J Pharmacol. 1995 Oct 4;285(1):19-23. doi: 10.1016/0014-2999(95)00345-l. PMID: 8846807.
5: Guéritte-Voegelein F, Sévenet T, Pusset J, Adeline MT, Gillet B, Beloeil JC, Guénard D, Potier P, Rasolonjanahary R, Kordon C. Alkaloids from Psychotria oleoides with activity on growth hormone release. J Nat Prod. 1992 Jul;55(7):923-30. doi: 10.1021/np50085a012. PMID: 1402957.
6: Sévenet T. Looking for new drugs: what criteria? J Ethnopharmacol. 1991 Apr;32(1-3):83-90. doi: 10.1016/0378-8741(91)90106-n. PMID: 1881171.