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
Stucture :
Protein : human-PPT1
References (2)
| Title : Mode of action and pharmacogenomic biomarkers for exceptional responders to didemnin B - Potts_2015_Nat.Chem.Biol_11_401 |
| Author(s) : 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 |
| Abstract : Potts_2015_Nat.Chem.Biol_11_401 |
| ESTHER : Potts_2015_Nat.Chem.Biol_11_401 |
| PubMedSearch : Potts_2015_Nat.Chem.Biol_11_401 |
| PubMedID: 25867045 |
| Title : Didemnin binds to the protein palmitoyl thioesterase responsible for infantile neuronal ceroid lipofuscinosis - Crews_1996_Proc.Natl.Acad.Sci.U.S.A_93_4316 |
| Author(s) : Crews CM , Lane WS , Schreiber SL |
| Ref : Proc Natl Acad Sci U S A , 93 :4316 , 1996 |
| Abstract : Crews_1996_Proc.Natl.Acad.Sci.U.S.A_93_4316 |
| ESTHER : Crews_1996_Proc.Natl.Acad.Sci.U.S.A_93_4316 |
| PubMedSearch : Crews_1996_Proc.Natl.Acad.Sci.U.S.A_93_4316 |
| PubMedID: 8633062 |
| Gene_locus related to this paper: human-PPT1 |