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AdipoGen Life Sciences
Sipholenone A
175
CHF
CHF 175.00
In stock
AG-CN2-0507-C100100 µgCHF 175.00
Product Details | |
---|---|
Synonyms | NSC 378978 |
Product Type | Chemical |
Properties | |
Formula |
C30H50O4 |
MW | 474.7 |
CAS | 78518-74-8 |
Source/Host Chemicals | Isolated from marine sponge Siphonochalina siphonella. |
Purity Chemicals | ≥98% (HPLC) |
Appearance | White to off-white lyophilized powder. |
Solubility | Soluble in DMSO or 100% ethanol (25mg/ml). |
InChi Key | LKZQMXLIWZQEEU-KOGSSWOMSA-N |
Smiles | CC(O1)(C)C(CC[C@@]2(C)[C@@]1([H])CC[C@@](O)(C)[C@@H]2CC[C@@H]3C(C)(C)[C@@](CC[C@@]4(C)O)([H])[C@@]4([H])CC=C3C)=O |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice | Keep cool and dry. |
Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Documents | |
MSDS | Download PDF |
Product Specification Sheet | |
Datasheet | Download PDF |
Description
- Efficient inhibitor of P-glycoprotein (Pgp, MDR-1) function through direct interactions. By inhibiting MDR-1, active compounds remain in the cytoplasm longer and allowing them to be more effective within the cell.
- Reversing agent for the treatment of multidrug resistance (MDR) in Pgp-overexpressing tumors. Potentiates the cytotoxicity of established Pgp substrates such as colchicine, vinblastine and paclitaxel.
- Antiproliferative, antiangiogenic and cytotoxic compound.
- Moderate antifouling compound.
Product References
- The sipholanes, a novel group of triterpenes from the marine sponge Siphonochalina siphonella: S. Carmely & Y. Kashman; J. Org. Chem. 48, 3517 (1983)
- New triterpenoids from the Red Sea sponge Siphonochalina siphonella: Y. Kashman, et al.; J. Nat. Prod. 64, 175 (2001)
- Biocatalysis of the anticancer sipholane triterpenoids: S. Jain, et al.; Planta Med. 73, 591 (2007)
- Sipholenol A, a marine-derived sipholane triterpene, potently reverses P-glycoprotein (ABCB1)-mediated multidrug resistance in cancer cells: Z. Shi, et al.; Cancer Sci. 98, 1373 (2007)
- Sipholane triterpenoids: chemistry, reversal of ABCB1/P-glycoprotein-mediated multidrug resistance, and pharmacophore modeling: S. Jain, et al.; J. Nat. Prod. 72, 1291 (2009)
- Esters of the marine-derived triterpene sipholenol A reverse P-GP-mediated drug resistance: Y. Zhang, et al.; Mar. Drugs 13, 2267 (2015)
- Potent antifouling metabolites from Red Sea organisms: S.S. Al-Lihaibi, et al.; Asian J. Chem. 27, 2252 (2015)
- Antiproliferative effects of triterpenoidal derivatives, obtained from the marine sponge Siphonochalina sp. on human hepatic and colorectal cancer cells: A. Abdel-Lateff, et al.; Z. Naturforsch. C. 71, 29 (2016)