bs-6808C

DATASHEET

Formulation Powder

Storage: Store in dry, dark place at -20C for 1 year.

Product Information:

Molecular Weight: 723.64

Formula: C34 H36 F3 N O13

CAS Number: 56124-62-0

InChi Key: ZOCKGBMQLCSHFP-PIXAVGEUSA-N

InChi: InChI=1S/C34H36F3NO13/c1-4-5-9-21(40)49-13-20(39)33(47)11-16-24(19(12-33)51-22-10-17(27(41)14(2)50-22)38-32(46)34(35,36)37)31(45)26-25(29(16)43)28(42)15-7-6-8-18(48-3)23(15)30(26)44/h6-8,14,17,19,22,27,41,43,45,47H,4-5,9-13H2,1-3H3,(H,38,46)/t14-,17-,19-,22+,27+,33-/m0/s1

Smiles: C[C@@H]1O[C@@H](C[C@H](NC(=O)C(F)(F)F)[C@@H]1O)O[C@H]1C[C@@](O)(CC2C1=C(O)C1=C(C(=O)C3=CC=CC(OC)=C3C1=O)C=2O)C(=O)COC(=O)CCCC

Purity: 98.0

Solubility: Soluble in DMSO, not in water

Appearance: Red solid powder

Shelf Life: 1.0 years

Description:

Valrubicin is a semisynthetic derivative of the antineoplastic anthracycline antibiotic doxorubicin. With a mechanism of action that appears to differ from doxorubicin, valrubicin is converted intracytoplasmically into N-trifluoroacetyladriamycin, which interacts with topoisomerase II, stabilizing the complex between the enzyme and DNA; consequently, DNA replication and repair and RNA and protein synthesis are inhibited and the cell cycle is arrested in the G2 phase. In addition, this agent accumulates in the cell cytoplasm where it inhibits protein kinase C (PKC). Valrubicin is less cardiotoxic than doxorubicin when administered systemically; applied topically, this agent shows excellent tissue penetration.