Synonym
Prosopine; NSC-241233;
IUPAC/Chemical Name
(2R,3S,6R)-6-((S)-11-hydroxydodecyl)-2-(hydroxymethyl)piperidin-3-ol
InChi Key
FLPXYDHRVFVGRJ-MLHJIOFPSA-N
InChi Code
1S/C18H37NO3/c1-15(21)10-8-6-4-2-3-5-7-9-11-16-12-13-18(22)17(14-20)19-16/h15-22H,2-14H2,1H3/t15-,16+,17+,18-/m0/s1
SMILES Code
C[C@H](O)CCCCCCCCCC[C@@H]1CC[C@H](O)[C@@H](CO)N1
Appearance
To be determined
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
315.50
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 |
1: Ratle G, Monseur X, Das BC, Yassi J, Khuong-Huu Q, Goutarel R. La prosopine et la prosopinine, alcaloïdes du Prosopis africana (Guill. et Perr.) Taub. (Note préliminaire) [Prosopine and prosopinine alkaloids of Prosopis africana (Guill and Perr) Taub. (Preliminary note)]. Bull Soc Chim Fr. 1966 Sep;9:2945-7. French. PMID: 5992092.
2: Mugaranja KP, Kulal A. Investigation of effective natural inhibitors for starch hydrolysing enzymes from Simaroubaceae plants by molecular docking analysis and comparison with in-vitro studies. Heliyon. 2022 May 2;8(5):e09360. doi: 10.1016/j.heliyon.2022.e09360. PMID: 35600433; PMCID: PMC9118686.
3: Lima HG, Santos FO, Santos ACV, Silva GDD, Santos RJD, Carneiro KO, Reis IMA, Estrela IO, Freitas HF, Bahiense TC, Pita SSDR, Uzeda RS, Branco A, Costa SL, Batatinha MJM, Botura MB. Anti-tick effect and cholinesterase inhibition caused by Prosopis juliflora alkaloids: in vitro and in silico studies. Rev Bras Parasitol Vet. 2020 Jun 26;29(2):e019819. doi: 10.1590/S1984-29612020036. PMID: 32609242.
4: Bourrinet P, Quevauviller A. Données pharmacologiques sur les alcaloïdes du Prosopis africana (Guill. et Perr.), Taub. (Légumineuses) en particulier la prosopine et la prosopinine [Pharmacological data on the alkaloids of Prosopis africana (Guill. et Perr.) Taub. (Leguminosae), especially prosopine and prosopinine]. Ann Pharm Fr. 1968;26(12):787-96. French. PMID: 5757755.
5: Gnamm C, Brödner K, Krauter CM, Helmchen G. A configurational switch based on iridium-catalyzed allylic cyclization: application in asymmetric total syntheses of prosopis, dendrobate, and spruce alkaloids. Chemistry. 2009 Oct 12;15(40):10514-32. doi: 10.1002/chem.200901316. PMID: 19731272.
