Synonym
Junceellin; (-)-Junceellin;
IUPAC/Chemical Name
(1R,3aR,4S,6S,7S,8R,8aR,9S,12aS,13S,13aR)-4-chloro-1,8a-dimethyl-5,12-dimethylene-2-oxotetradecahydro-5H-6,13a-epoxybenzo[4,5]cyclodeca[1,2-b]furan-7,8,9,13-tetrayl tetraacetate
InChi Key
PXWWTSQKNXBHTK-VQNAIMPISA-N
InChi Code
InChI=1S/C28H35ClO11/c1-11-9-10-18(35-14(4)30)27(8)19(11)23(37-16(6)32)28-13(3)26(34)39-24(28)20(29)12(2)21(40-28)22(36-15(5)31)25(27)38-17(7)33/h13,18-25H,1-2,9-10H2,3-8H3/t13-,18-,19+,20-,21-,22-,23-,24-,25-,27-,28+/m0/s1
SMILES Code
O=C1[C@H](C)[C@@]2([C@@H](OC(C)=O)[C@]3([H])[C@@]([C@@H](OC(C)=O)CCC3=C)(C)[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@](O2)([H])C([C@@H]4Cl)=C)[C@@]4([H])O1
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
>2 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
583.02
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: Cheng W, Li X, Yin F, van Ofwegen L, Lin W. Halogenated Briarane Diterpenes with Acetyl Migration from the Gorgonian Coral Junceella fragilis. Chem Biodivers. 2017 May;14(5). doi: 10.1002/cbdv.201700053. PubMed PMID: 28337842.
2: Guo JZ, Liao XJ, Liu F, Xu SH. [Chemical constituents from Dichotella gemmacea]. Zhong Yao Cai. 2014 Feb;37(2):266-9. Chinese. PubMed PMID: 25095349.
3: Liaw CC, Shen YC, Lin YS, Hwang TL, Kuo YH, Khalil AT. Frajunolides E-K, briarane diterpenes from Junceella fragilis. J Nat Prod. 2008 Sep;71(9):1551-6. doi: 10.1021/np800126f. Epub 2008 Sep 6. PubMed PMID: 18774864.
4: Lin YC, Huang YL, Khalil AT, Chen MH, Shen YC. Juncenolides F and G, two new briarane diterpenoids from Taiwanese gorgonian Junceella juncea. Chem Pharm Bull (Tokyo). 2005 Jan;53(1):128-30. PubMed PMID: 15635248.
5: Qi SH, Zhang S, Huang H, Xiao ZH, Huang JS, Li QX. New briaranes from the South China Sea gorgonian Junceella juncea. J Nat Prod. 2004 Nov;67(11):1907-10. PubMed PMID: 15568788.
6: Sung PJ, Fan TY, Fang LS, Wu SL, Li JJ, Chen MC, Cheng YM, Wang GH. Briarane derivatives from the gorgonian coral Junceella fragilis. Chem Pharm Bull (Tokyo). 2003 Dec;51(12):1429-31. PubMed PMID: 14646324.
7: Garcia M, Rodriguez J, Jimenez C. Absolute structures of new briarane diterpenoids from junceella fragilis . J Nat Prod. 1999 Feb;62(2):257-60. PubMed PMID: 10075754.
8: Subrahmanyam C, Kulatheeswaran R, Ward RS. Briarane diterpenes from the Indian Ocean gorgonian Gorgonella umbraculum. J Nat Prod. 1998 Sep;61(9):1120-2. PubMed PMID: 9748378.