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Bryostatin 2 , CAS No.87745-28-6
a macrocyclic lactone and antagonist of phorbol ester action
Basic Description Synonyms (1S,3S,5Z,7R,8E,11S,12S,13E,15S,17R,21R,23R,25S)-1,11,21,25-Tetrahydroxy-17-[(1R)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-12-yl-(2E,4E)-2,4-octadieno Storage Temp Store at -20°C Shipped In Ice chest + Ice pads Product Description Bryostatin 2 is a macrocyclic lactone with anti-tumor properties and activator of PKC (protein kinase C) which inhibit the growth of A549 cells. Bryostatin 2 has been documented to compete with phorbol ester binding to PKC at a K|i|= 3.4 nM and antagonizes phorbol esteraction. The compound has been observed to induce variable arachidonic acid release. Bryostatin 2 has demonstrated to synergistically, with recombinant B cell stimulatory factor-1, cause differentiation in resting lymph node T cells. Bryostatin 2 also exhibits growth inhibitory activity against several human cancer cell lines.
Product Properties Ki Data compete with phorbol ester binding to PKC: Ki= 3.4 nM
Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Names and Identifiers IUPAC Name [(1S,3S,5Z,7R,8E,11S,12S,13E,15S,17R,21R,23R,25S)-1,11,21,25-tetrahydroxy-17-[(1R)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-12-yl] (2E,4E)-octa-2,4-dienoate INCHI InChI=1S/C45H66O16/c1-9-10-11-12-13-14-37(49)59-41-29(21-39(51)56-8)20-32-24-35(27(2)46)58-40(52)23-30(47)22-33-25-36(48)43(5,6)44(53,60-33)26-34-18-28(19-38(50)55-7)17-31(57-34)15-16-42(3,4)45(41,54)61-32/h11-16,19,21,27,30-36,41,46-48,53-54H,9-10,17-18,20,22-26H2,1-8H3/b12-11+,14-13+,16-15+,28-19+,29-21+/t27-,30-,31+,32+,33-,34+,35-,36+,41+,44+,45-/m1/s1 InChi Key LIPGUSBNMQRYNL-IZBIBDMISA-N Canonical SMILES CCCC=CC=CC(=O)OC1C(=CC(=O)OC)CC2CC(OC(=O)CC(CC3CC(C(C(O3)(CC4CC(=CC(=O)OC)CC(O4)C=CC(C1(O2)O)(C)C)O)(C)C)O)O)C(C)O Isomeric SMILES CCC/C=C/C=C/C(=O)O[C@H]1/C(=C/C(=O)OC)/C[C@H]2C[C@@H](OC(=O)C[C@@H](C[C@@H]3C[C@@H](C([C@@](O3)(C[C@@H]4C/C(=C/C(=O)OC)/C[C@@H](O4)/C=C/C([C@@]1(O2)O)(C)C)O)(C)C)O)O)[C@@H](C)O PubChem CID 6438131 Molecular Weight 863
Chemical and Physical Properties Solubility Soluble in DMSO (25 mg/ml), and ethanol (25 mg/ml). Refractive Index n20D1.57 (Predicted) Boil Point(°C) ~957.2° C at 760 mmHg (Predicted)
Safety and Hazards(GHS) RIDADR NONHforallmodesoftransport
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