SML4022

Didemnin B

≥95% (HPLC)

• Synonym(s): (2S)-2-Hydroxypropanoyl-L-prolyl-N-methyl-D-leucyl-L-threonyl-(3S,4R,5S)-4-amino-3-hydroxy-5-methylheptanoyl-(2S,4S)-4-hydroxy-2,5-dimethyl-3-oxohexanoyl-L-leucyl-L-prolyl-N,O-dimethyl-L-tyrosine (9→4)-lactone, N-[1-[(2S)-2-Hydroxy-1-oxopropyl]-L-prolyl]didemnin A, NSC 325319, NSC 333841
• Empirical Formula (Hill Notation): C₅₇H₈₉N₇O₁₅
• CAS Number: 77327-05-0
• Molecular Weight: 1112.35
• UNSPSC Code: 12352209
• NACRES: NA.21
• Assay: ≥95% (HPLC)
• Form: (Powder or Lyophilized powder or film)

Properties

• Quality Segment: 100
• assay: ≥95% (HPLC)
• form: (Powder or Lyophilized powder or film)
• color: white to off-white
• storage temp.: -10 to -25°C
• SMILES string: O=C1N2[C@]([H])(C(N(C)[C@@H](CC3=CC=C(OC)C=C3)C(O[C@H](C)[C@H](NC([C@H](N(C([C@H]4N(C([C@H](C)O)=O)CCC4)=O)C)CC(C)C)=O)C(N[C@]([H])([C@H](CC)C)[C@@H](O)CC(O[C@@H](C(C)C)C([C@H](C)C(N[C@H]1CC(C)C)=O)=O)=O)=O)=O)=O)CCC2
• InChI: 1S/C57H89N7O15/c1-15-33(8)46-44(66)29-45(67)79-49(32(6)7)48(68)34(9)50(69)58-39(26-30(2)3)54(73)64-25-17-19-41(64)56(75)62(13)43(28-37-20-22-38(77-14)23-21-37)57(76)78-36(11)47(52(71)59-46)60-51(70)42(27-31(4)5)61(12)55(74)40-18-16-24-63(40)53(72)35(10)65
• InChI key: KYHUYMLIVQFXRI-SJPGYWQQSA-N

Description

Biochem/physiol Actions

Marine-derived cyclic depsipeptide with potent antiviral, immunosuppressive and anticancer activities; induces rapid apoptosis; elongation factor 1A inhibitor.Didemnin B is a marine-derived cyclic depsipeptide with potent antiviral, immunosuppressive and anticancer activities. Didemnin B selectively induces rapid apoptosis through dual inhibition of palmitoyl-protein thioesterase 1 (PPT1) and eukaryotic translation elongation factor 1 alpha 1 (EEF1A1). Binds to the eEF1A(GTP)-aa-tRNA ternary complex and inhibits translation. Didemnin B improves nonalcoholic fatty liver disease (NAFLD) histopathology, glucose homeostasis, and dyslipidemia in western diet-induced obese mice.

Safety Information

• Storage Class: 11 - Combustible Solids
• flash_point_f: Not applicable
• flash_point_c: Not applicable