CHEBI:90205 - plitidepsin

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ChEBI Name plitidepsin
ChEBI ID CHEBI:90205
Definition A didemnin that is didemin B in which the hydroxy group of the 1-(2-hydroxypropanoyl)-L-prolinamide moiety has been oxidised to the corresponding ketone. It was originally isolated from the Mediterranean tunicate Aplidium albicans.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C57H87N7O15
Net Charge 0
Average Mass 1110.341
Monoisotopic Mass 1109.62602
InChI InChI=1S/C57H87N7O15/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/h20-23,30-34,36,39-44,46-47,49,66H,15-19,24-29H2,1-14H3,(H,58,69)(H,59,71)(H,60,70)/t33-,34-,36+,39-,40-,41-,42+,43-,44-,46+,47-,49-/m0/s1
InChIKey UUSZLLQJYRSZIS-LXNNNBEUSA-N
SMILES N1(C(=O)[C@]2(N(C([C@](NC([C@H](C([C@@](OC(C[C@@H]([C@H](NC([C@H]([C@H](OC([C@@]1(CC=3C=CC(=CC3)OC)[H])=O)C)NC([C@](N(C)C(=O)[C@]4(N(CCC4)C(=O)C(C)=O)[H])(CC(C)C)[H])=O)=O)[C@](CC)(C)[H])O)=O)(C(C)C)[H])=O)C)=O)([H])CC(C)C)=O)CCC2)[H])C
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): anticoronaviral agent
Any antiviral agent which inhibits the activity of coronaviruses.
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing plitidepsin (CHEBI:90205) has role anticoronaviral agent (CHEBI:149553)
plitidepsin (CHEBI:90205) has role antineoplastic agent (CHEBI:35610)
plitidepsin (CHEBI:90205) has role marine metabolite (CHEBI:76507)
plitidepsin (CHEBI:90205) is a didemnin (CHEBI:90209)
IUPAC Name
1-(2-oxopropanoyl)-L-prolyl-N-[(3S,6R,7S,10R,11S,15S,17S,20S,25aS)-10-[(2S)-butan-2-yl]-11-hydroxy-3-(4-methoxybenzyl)-2,6,17-trimethyl-20-(2-methylpropyl)-1,4,8,13,16,18,21-heptaoxo-15-(propan-2-yl)docosahydro-15H-pyrrolo[2,1-f][1,15,4,7,10,20]dioxatetraazacyclotricosin-7-yl]-N2-methyl-D-leucinamide
INNs Sources
plitidepsin WHO MedNet
plitidepsina WHO MedNet
plitidepsine WHO MedNet
plitidepsium WHO MedNet
Synonym Source
dehydrodidemnin B ChemIDplus
Brand Names Sources
Aplidin ChemIDplus
Aplidine ChemIDplus
Manual Xrefs Databases
C00044529 KNApSAcK
C16862 KEGG COMPOUND
DB04977 DrugBank
Plitidepsin Wikipedia
WO1991004985 Patent
View more database links
Registry Number Type Source
137219-37-5 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
16278386 PubMed citation Europe PMC
18941750 PubMed citation Europe PMC
19513942 PubMed citation Europe PMC
19687728 PubMed citation Europe PMC
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23697951 PubMed citation Europe PMC
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33495306 PubMed citation Europe PMC
Last Modified
29 January 2021