Synonym
Acetylbritannilactone; 1-O-Acetylbritannilactone; 1-o-Acetylbritannilactone
IUPAC/Chemical Name
1-O-Acetylbritannilactone; [(4S)-4-[(3aS,4S,7aR)-4-hydroxy-6-methyl-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-5-yl]pentyl] acetate
InChi Key
QKUFZFLZBUSEHN-CZLJMHDISA-N
InChi Code
InChI=1S/C17H24O5/c1-9(6-5-7-21-12(4)18)14-10(2)8-13-15(16(14)19)11(3)17(20)22-13/h9,13,15-16,19H,3,5-8H2,1-2,4H3/t9-,13+,15+,16+/m0/s1
SMILES Code
CC(OCCC[C@@H](C1=C(C)C[C@](OC2=O)([H])[C@@]([C@@H]1O)([H])C2=C)C)=O
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
308.37
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: Zhengfu H, Hu Z, Huiwen M, Zhijun L, Jiaojie Z, Xiaoyi Y, Xiujun C. 1-o-acetylbritannilactone (ABL) inhibits angiogenesis and lung cancer cell growth through regulating VEGF-Src-FAK signaling. Biochem Biophys Res Commun. 2015 Aug 21;464(2):422-7. doi: 10.1016/j.bbrc.2015.06.126. Epub 2015 Jun 20. PubMed PMID: 26102035.
2: Wen Y, Zhang X, Dong L, Zhao J, Zhang C, Zhu C. Acetylbritannilactone Modulates MicroRNA-155-Mediated Inflammatory Response in Ischemic Cerebral Tissues. Mol Med. 2015 Mar 18;21:197-209. doi: 10.2119/molmed.2014.00199. PubMed PMID: 25811992; PubMed Central PMCID: PMC4503649.
3: Liu S, Feng J, Liu H, Li J, Tian X. Design, synthesis, and antitumor activity of novel acylate of 6-OH at 1- O-acetylbritannilactone. Med Chem. 2015;11(2):200-5. PubMed PMID: 25134429.
4: Liu B, Wen JK, Li BH, Fang XM, Wang JJ, Zhang YP, Shi CJ, Zhang DQ, Han M. Celecoxib and acetylbritannilactone interact synergistically to suppress breast cancer cell growth via COX-2-dependent and -independent mechanisms. Cell Death Dis. 2011 Jul 28;2:e185. doi: 10.1038/cddis.2011.64. Erratum in: Cell Death Dis. 2011;2:e206. PubMed PMID: 21796157; PubMed Central PMCID: PMC3199716.