Synonym
Lochnerine; (+)-Lochnerine;
IUPAC/Chemical Name
((6S,7S,10S,11R,11aS,E)-9-ethylidene-2-methoxy-5,6,8,9,10,11,11a,12-octahydro-6,10-methanoindolo[3,2-b]quinolizin-11-yl)methanol
InChi Key
YTIVOMMYBBBYFH-BOPWJTLDSA-N
InChi Code
1S/C20H24N2O2/c1-3-11-9-22-18-8-15-14-6-12(24-2)4-5-17(14)21-20(15)19(22)7-13(11)16(18)10-23/h3-6,13,16,18-19,21,23H,7-10H2,1-2H3/b11-3-/t13-,16+,18-,19-/m0/s1
SMILES Code
OC[C@H]([C@H](C1)/C(C2)=C\C)[C@H](Cc34)[N@]2[C@@H]1c3[nH]c5c4cc(OC)cc5
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
324.42
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: Edwankar CR, Edwankar RV, Namjoshi OA, Liao X, Cook JM. Stereospecific approach to the synthesis of ring-A oxygenated sarpagine indole alkaloids. Total synthesis of the dimeric indole alkaloid P-(+)-dispegatrine and six other monomeric indole alkaloids. J Org Chem. 2013 Jul 5;78(13):6471-87. doi: 10.1021/jo400469t. Epub 2013 Jun 18. PubMed PMID: 23721107; PubMed Central PMCID: PMC3722876.
2: Wang L, Zhang Y, He HP, Zhang Q, Li SF, Hao XJ. Three new terpenoid indole alkaloids from Catharanthus roseus. Planta Med. 2011 May;77(7):754-8. doi: 10.1055/s-0030-1250569. Epub 2010 Nov 23. PubMed PMID: 21104604.
3: Inaba M, Nagashima K. Non-antitumor vinca alkaloids reverse multidrug resistance in P388 leukemia cells in vitro. Jpn J Cancer Res. 1986 Feb;77(2):197-204. PubMed PMID: 3082832.
4: Zaima K, Koga I, Iwasawa N, Hosoya T, Hirasawa Y, Kaneda T, Ismail IS, Lajis NH, Morita H. Vasorelaxant activity of indole alkaloids from Tabernaemontana dichotoma. J Nat Med. 2013 Jan;67(1):9-16. doi: 10.1007/s11418-012-0638-y. Epub 2012 Feb 21. PubMed PMID: 22350216.