plitidepsin (CHEBI:90205)

EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:90205 - plitidepsin

Take structure to advanced search

ChEBI ID	CHEBI:90205
ChEBI Name	plitidepsin
Stars
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.
Last Modified	29 January 2021
Submitter	Gareth Owen
Downloads	Molfile

Formula	C57H87N7O15
Net Charge	0
Average Mass	1110.357
Monoisotopic Mass	1109.62602
SMILES	[H][C@](C)(CC)[C@H]1NC(=O)[C@@H](NC(=O)[C@@]([H])(CC(C)C)N(C)C(=O)[C@]2([H])CCCN2C(=O)C(C)=O)[C@@H](C)OC(=O)[C@]([H])(Cc2ccc(OC)cc2)N(C)C(=O)[C@]2([H])CCCN2C(=O)[C@]([H])(CC(C)C)NC(=O)[C@@H](C)C(=O)[C@]([H])(C(C)C)OC(=O)C[C@@H]1O
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

Wikipedia

Roles Classification

Chemical Role:	Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:	marine metabolite Any metabolite produced during a metabolic reaction in marine macro- and microorganisms. anticoronaviral agent Any antiviral agent which inhibits the activity of coronaviruses.
Application:	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology

Outgoing Relation(s)
	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	Source
plitidepsine	WHO MedNet
plitidepsium	WHO MedNet
plitidepsin	WHO MedNet
plitidepsina	WHO MedNet

Synonym	Source
dehydrodidemnin B	ChemIDplus

Brand Names	Source
Aplidin	ChemIDplus
Aplidine	ChemIDplus

Manual Xrefs	Databases
C16862	KEGG COMPOUND
Plitidepsin	Wikipedia
C00044529	KNApSAcK
WO1991004985	Patent
DB04977	DrugBank

Registry Numbers	Sources
CAS:137219-37-5	KEGG COMPOUND

Citations