IUPAC/Chemical Name
Ajmalan-16-carboxylic acid, 19,20-didehydro-1-demethyl-17-hydroxy-, methyl ester, (2alpha,17S,19E)-
InChi Key
RLUORQGMBKDXPO-GUQIAKCCSA-N
InChi Code
InChI=1S/C21H24N2O3/c1-3-11-10-23-15-8-13(11)21(19(25)26-2)16(23)9-20(18(21)24)12-6-4-5-7-14(12)22-17(15)20/h3-7,13,15-18,22,24H,8-10H2,1-2H3/b11-3+/t13-,15-,16+,17+,18-,20-,21+/m0/s1
SMILES Code
C/C=C([C@@H]1C[C@@H]23)\C[N@]3[C@H](C4)[C@@]1(C(OC)=O)[C@@H](O)[C@]54[C@@H]2Nc6ccccc56
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
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
352.43
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: Yin W, Kabir MS, Wang Z, Rallapalli SK, Ma J, Cook JM. Enantiospecific total synthesis of the important biogenetic intermediates along the ajmaline pathway, (+)-polyneuridine and (+)-polyneuridine aldehyde, as well as 16-epivellosimine and macusine A. J Org Chem. 2010 May 21;75(10):3339-49. doi: 10.1021/jo100279w. PubMed PMID: 20392128; PubMed Central PMCID: PMC3188852.
2: Yin W, Ma J, Rivas FM, Cook JM. First enantiospecific total synthesis of the important biogenetic intermediates, (+)-polyneuridine and (+)-polyneuridine aldehyde, as well as 16-epi-vellosimine and macusine A. Org Lett. 2007 Jan 18;9(2):295-8. PubMed PMID: 17217288.
3: Yu J, Wearing XZ, Cook JM. A general strategy for the synthesis of vincamajine-related indole alkaloids: stereocontrolled total synthesis of (+)-dehydrovoachalotine, (-)-vincamajinine, and (-)-11-methoxy-17-epivincamajine as well as the related quebrachidine diol, vincamajine diol, and vincarinol. J Org Chem. 2005 May 13;70(10):3963-79. PubMed PMID: 15876085.
4: Aynilian GH, Bell CL, Farnsworth NR. Alkaloids of Vinca species V: structure elucidation of herbadine, an alkaloid isolated from Vinca libanotica. J Pharm Sci. 1975 Feb;64(2):341-2. PubMed PMID: 1127594.
5: Lyon RL, Fong HH, Farnsworth NR, Svoboda GH. Biological and phytochemical evaluation of plants. XI. Isolation of aspidospermine, quebrachidine, rhazinilam, (-)-pyrifolidine, and akuammidine from Aspidosperma quebracho-blanco (Apocynaceae). J Pharm Sci. 1973 Feb;62(2):218-21. PubMed PMID: 4686392.
