Synonym
Normacusine B; Tombozin; Tombozine; Vellosiminol;
IUPAC/Chemical Name
((6S,7R,10R,11aS,Z)-9-ethylidene-5,6,8,9,10,11,11a,12-octahydro-6,10-methanoindolo[3,2-b]quinolizin-11-yl)methanol
InChi Key
VXTDUGOBAOLMED-JBIYAAMQSA-N
InChi Code
InChI=1S/C19H22N2O/c1-2-11-9-21-17-8-14-12-5-3-4-6-16(12)20-19(14)18(21)7-13(11)15(17)10-22/h2-6,13,15,17-18,20,22H,7-10H2,1H3/b11-2+/t13-,15?,17-,18-/m0/s1
SMILES Code
OCC1[C@]2([H])/C(C[N@]3[C@](C2)([H])C(NC4=C5C=CC=C4)=C5C[C@@]13[H])=C/C
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
294.39
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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5: 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.
6: Nasser AM, Court WE. Alkaloids of Rauwolfia caffra seeds. Planta Med. 1983 Apr;47(4):242-3. PubMed PMID: 17404922.
7: Schmidt D, Stöckigt J. Enzymatic formation of the sarpagan-bridge: a key step in the biosynthesis of sarpagine- and ajmaline-type alkaloids. Planta Med. 1995 Jun;61(3):254-8. PubMed PMID: 17238077.
8: Kato L, Marques Braga R, Koch I, Sumiko Kinoshita L. Indole alkaloids from Rauvolfia bahiensis A.DC. (Apocynaceae). Phytochemistry. 2002 Jun;60(3):315-20. PubMed PMID: 12031452.
9: Verpoorte R, Verzijl MJ, Svendsen AB. Further alkaloids from Strychnos dolichothyrsa. Planta Med. 1982 Jan;44(1):21-7. PubMed PMID: 17402076.
