Synonym
Kolavenol; (-)-Kolavenol;
IUPAC/Chemical Name
(E)-3-methyl-5-((1S,2R,4aS,8aR)-1,2,4a,5-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl)pent-2-en-1-ol
InChi Key
PQTMZYKTDFKGKV-DGLGTODWSA-N
InChi Code
InChI=1S/C20H34O/c1-15(11-14-21)9-12-19(4)17(3)10-13-20(5)16(2)7-6-8-18(19)20/h7,11,17-18,21H,6,8-10,12-14H2,1-5H3/b15-11+/t17-,18-,19+,20-/m1/s1
SMILES Code
CC1=CCC[C@@H]2[C@@]([C@H](C)CC[C@]12C)(C)CC/C(C)=C/CO
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
290.49
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: Freiburghaus F, Steck A, Pfander H, Brun R. Bioassay-guided isolation of a diastereoisomer of kolavenol from Entada abyssinica active on Trypanosoma brucei rhodesiense. J Ethnopharmacol. 1998 Jul;61(3):179-83. PubMed PMID: 9705008.
2: Liu Y, Wiedle CH Jr, Brodie PJ, Callmander MW, Rakotondrajaona R, Rakotobe E, Rasamison VE, Kingston DG. Antiproliferative Diterpenes from a Malleastrum sp. from the Madagascar dry forest. Nat Prod Commun. 2015 Sep;10(9):1509-12. PubMed PMID: 26594745; PubMed Central PMCID: PMC4689295.
3: Kawakami S, Harinantenaina L, Matsunami K, Otsuka H, Shinzato T, Takeda Y. Macaflavanones A-G, prenylated flavanones from the leaves of Macaranga tanarius. J Nat Prod. 2008 Nov;71(11):1872-6. doi: 10.1021/np800380d. Epub 2008 Oct 10. PubMed PMID: 18844422.
4: Tang W, Harada K, Kubo M, Hioki H, Fukuyama Y. Eight new clerodane diterpenoids from the bark of Ptychopetalum olacoides. Nat Prod Commun. 2011 Mar;6(3):327-32. PubMed PMID: 21485268.
5: Lu T, Vargas D, Franzblau SG, Fischer NH. Diterpenes from Solidago rugosa. Phytochemistry. 1995 Jan;38(2):451-6. PubMed PMID: 7772306.
6: Chen X, Berim A, Dayan FE, Gang DR. A (-)-kolavenyl diphosphate synthase catalyzes the first step of salvinorin A biosynthesis in Salvia divinorum. J Exp Bot. 2017 Feb 1;68(5):1109-1122. doi: 10.1093/jxb/erw493. PubMed PMID: 28204567; PubMed Central PMCID: PMC5441855.