Synonym
Amsonin; Amsonine; NSC 93133; NSC93133; NSC-93133; beta Yohimbin; beta-Yohimbin; beta Yohimbine;
IUPAC/Chemical Name
methyl (1R,2R,4aR,13bS,14aS)-2-hydroxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroindolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylate
InChi Key
BLGXFZZNTVWLAY-MQPLHJKPSA-N
InChi Code
InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18+,19+/m0/s1
SMILES Code
O=C(OC)[C@@H]([C@H](O)CC1)[C@@]([C@]1([H])C2)([H])C[C@@](N2CC3)([H])C4=C3C5=CC=CC=C5N4
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
354.45
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 |
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7: Ozaki Y. [Pharmacological studies of indole alkaloids obtained from domestic plants, Uncaria rhynchophylla Miq. and Amsonia elliptica Roem. et Schult]. Nihon Yakurigaku Zasshi. 1989 Jul;94(1):17-26. Japanese. doi: 10.1254/fpj.94.17. PMID: 2792960.
8: Lambert GA, Lang WJ. Interaction between yohimbine alkaloids and amphetamine in mice. Psychopharmacology (Berl). 1977 Jan 31;51(2):209-12. doi: 10.1007/BF00431743. PMID: 402675.
9: Szántay C, Töke L, Honti K. Synthesis of (+)-yohimbine and (+)-beta- yohimbine. A new route to yohimban ring system. Tetrahedron Lett. 1965 Jun;(22):1665-70. doi: 10.1016/s0040-4039(00)90106-0. PMID: 5843810.
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