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Inhibitor Report for: Didemnin-B

Didemnins belonging to the class of depsipeptides were first isolated from the Caribbean tunicate Trididemnum solidum (Family Didemnidae). The cyclic depsipeptide didemnin B shows anticancer activity in preclinical models. didemnin B selectively induces apoptosis through dual inhibition of PPT1 and EEF1A1


General
Type Natural, Peptide, Pyrrolidine, Carboxamide
Chemical_Nomenclature (2S)-N-[(2S)-1-[[(3R,6S,8S,12S,13S,16S,17S,23S)-13-butan-2-yl-12-hydroxy-20-[(4-methoxyphenyl)methyl]-6,17,21-trimethyl-3-(2-methylpropyl)-2,5,7,10,15,19,22-heptaoxo-8-propan-2-yl-9,18-dioxa-1,4,14,21-tetrazabicyclo[21.3.0]hexacosan-16-yl]amino]-4-methyl-1-oxopentan-2-yl]-1-(2-hydroxypropanoyl)-N-methylpyrrolidine-2-carboxamide
Canonical SMILES CCC(C)C1C(CC(=O)OC(C(=O)C(C(=O)NC(C(=O)N2CCCC2C(=O)N(C(C(=O)OC(C(C(=O)N1)NC(=O)C(CC(C)C)N(C)C(=O)C3CCCN3C(=O)C(C)O)C)CC4=CC=C(C=C4)OC)C)CC(C)C)C)C(C)C)O
InChI 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/h20-23,30-36,39-44,46-47,49,65-66H,15-19,24-29H2,1-14H3,(H,58,69)(H,59,71)(H,60,70)/t33?,34-,35?,36-,39+,40-,41-,42-,43?,44-,46-,47-,49-/m0/s1
InChIKey KYHUYMLIVQFXRI-RXLDZGBCSA-N KYHUYMLIVQFXRI-YZTMUXMVSA-N KYHUYMLIVQFXRI-XYUQHQMCSA-N
Other name(s) Didemnin B ; C16847 ; CHEMBL1966062 ; cyclic MeTyr-Pro-Leu-Hip-Ist-MeLeu
________________________________________________________________________________________________
MW|1112.35
Formula|C57H89N7O15
CAS_number|77327-05-0
PubChem|101598330
UniChem|KYHUYMLIVQFXRI-RXLDZGBCSA-N, KYHUYMLIVQFXRI-YZTMUXMVSA-N, KYHUYMLIVQFXRI-XYUQHQMCSA-N
IUPHAR|
Wikipedia|Didemnin

Target
Families | Didemnin-B ligand of proteins in family: Palmitoyl-protein_thioesterase
Protein | human-PPT1

References:
Search PubMed for references concerning: Didemnin-B
    Title: Mode of action and pharmacogenomic biomarkers for exceptional responders to didemnin B
    Potts MB, McMillan EA, Rosales TI, Kim HS, Ou YH, Toombs JE, Brekken RA, Minden MD, MacMillan JB, White MA
    Ref: Nat Chemical Biology, 11:401, 2015 : PubMed

            

    Title: Didemnin binds to the protein palmitoyl thioesterase responsible for infantile neuronal ceroid lipofuscinosis
    Crews CM, Lane WS, Schreiber SL
    Ref: Proc Natl Acad Sci U S A, 93:4316, 1996 : PubMed