plitidepsin

CHEBI:90205 ·resolve ·ANTIVIRAL ·EXACT SEEDED

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. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:90209 CHEBI:90209

Chemical structure

Computed structure properties
Molecular formula	C57H87N7O15
Charge	0
Average mass	1110.357 Da
Monoisotopic mass	1109.62602 Da
Source	ChEBI
InChIKey	UUSZLLQJYRSZIS-LXNNNBEUSA-N

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

Also called

Aplidin (BRAND_NAME)— chebi
Aplidine (BRAND_NAME)— chebi
plitidepsina (INN)— chebi
plitidepsine (INN)— chebi
plitidepsium (INN)— chebi
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 (EXACT_SYNONYM)— chebi
dehydrodidemnin B (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:137219-37-5
drugbank:DB04977
kegg.compound:C16862
knapsack:C00044529
patent:WO1991004985
wikipedia.en:Plitidepsin

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:149553 CHEBI:149553

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:90205`	plitidepsin	`antibioticmech:chebi-9d3b477016`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.