lancovutide

CHEBI:77834 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

A 19-membered heterodetic cyclic peptide that is isolated from Streptoverticillium cinnamoneus. It exhibits antiproliferative properties and induces apoptosis in tumour cells and has been used for treatment of cystic fibrosis. — 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.

Label unavailable CHEBI:24533
Label unavailable CHEBI:51026

Chemical structure

Computed structure properties
Molecular formula	C89H125N23O25S3
Charge	0
Average mass	2013.316 Da
Monoisotopic mass	2011.83791 Da
Source	ChEBI
InChIKey	SFWLDKQAUHFCBS-WWXQEMPQSA-N

SMILES

[H][C@@]12NC(=O)[C@H](Cc3ccccc3)NC(=O)[C@@H]3CCCN3C(=O)CNC(=O)[C@H](Cc3ccccc3)NC(=O)[C@@H]3CNCCCC[C@@H](C(=O)O)NC(=O)[C@@H]4NC(=O)[C@H](CC(N)=O)NC(=O)CNC(=O)[C@]([H])([C@@H](O)C(=O)O)NC(=O)[C@H](CSC[C@@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](N)CSC4C)C(=O)N[C@@H](CS[C@H]1C)C(=O)N3)NC(=O)[C@H](C(C)C)NC(=O)[C@H](Cc1ccccc1)NC2=O

InChI

InChI=1S/C89H125N23O25S3/c1-44(2)67-85(131)107-60-42-138-41-59-80(126)106-61-43-140-46(4)69(87(133)103-56(76(122)108-67)35-49-23-12-7-13-24-49)109-77(123)55(34-48-21-10-6-11-22-48)102-83(129)62-27-18-32-112(62)66(116)39-96-73(119)54(33-47-19-8-5-9-20-47)101-79(125)58(104-81(61)127)37-94-31-17-15-26-53(88(134)135)100-86(132)68(110-78(124)57(36-64(93)114)97-65(115)38-95-84(130)70(111-82(60)128)71(117)89(136)137)45(3)139-40-50(91)72(118)98-51(25-14-16-30-90)74(120)99-52(75(121)105-59)28-29-63(92)113/h5-13,19-24,44-46,50-62,67-71,94,117H,14-18,25-43,90-91H2,1-4H3,(H2,92,113)(H2,93,114)(H,95,130)(H,96,119)(H,97,115)(H,98,118)(H,99,120)(H,100,132)(H,101,125)(H,102,129)(H,103,133)(H,104,127)(H,105,121)(H,106,126)(H,107,131)(H,108,122)(H,109,123)(H,110,124)(H,111,128)(H,134,135)(H,136,137)/t45?,46-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59+,60-,61-,62-,67-,68+,69+,70-,71+/m0/s1

Also called

Antibiotic PA 48009 (EXACT_SYNONYM)— chebi
Duramycin (EXACT_SYNONYM)— chebi
Leucopeptin (EXACT_SYNONYM)— chebi
Moli1901 (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

reaxys:15778774

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

drugbank:DB05029

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

Activity roles

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

antimicrobial agent CHEBI:33281

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:77834`	lancovutide	`antibioticmech:chebi-55cec429d7`	2026-08-30

Resistance mechanisms

2 source-backed resistance determinants or associations, with ARO grounding where reported. Grouped by reported mechanism type.

UNKNOWN 2

UNKNOWN
Determinant	ARO ID	Organism	Gene families	Evidence
Cinorf10-associated reduced susceptibility to duramycin Both compared subjects are laboratory derivatives of the 1326 background, including a vector control. Protection varies with expression context; gene presence alone did not predict protection across the tested contexts. NCBITaxon:1200984 denotes the background, not either derivative. UniProtKB:Q83VX7 is reference-only: its source strain DSM 40005 differs from the study's DSM 40646 donor. Source-reported duramycin maps to the existing ChEBI exact synonym of lancovutide; this is not direct cinnamycin AST. No clinical category, numerical AST or exact allele is assigned.	—	Streptomyces lividans `NCBITaxon:1916`	cinorf10	PMID:27858169 (Relevant primary Results and native Figures 3-5 were inspected. The claims retain qualitative comparisons and do not complete whole-record review.) Qualitative source-reported disk-growth comparison with accompanying lipid analysis
cinorf10/CinKR contribution to native-host duramycin protection Separate laboratory derivatives of the reported DSM 40646 background provide loss-of-protection evidence, not resistant alterations or individual gene sufficiency. Production-indicator assays are distinct. These comparisons do not establish direct CinK ligand binding. UniProtKB:Q83VX7, UniProtKB:Q83VX8 and UniProtKB:Q83VX9 remain reference candidates with different strain context; no derivative TaxID or genome is assigned. Source-reported duramycin maps to the existing ChEBI exact synonym of lancovutide; this is not direct cinnamycin AST. No clinical category, numerical AST or exact allele is assigned.	—	Streptomyces cinnamoneus `NCBITaxon:53446`	cinorf10, cinK, cinR	PMID:27858169 (Relevant primary Results and native Figures 3-5 were inspected. The claims retain qualitative comparisons and do not complete whole-record review.) Qualitative source-reported disk-growth comparisons

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
RESEEDED_FROM_SOURCES 2026-09-10 · seed_from_sources
Re-seeded from updated data/raw/ inventories
CURATED_RESISTANCE_EVIDENCE 2026-10-09 · codex · LLM-assisted
Added two qualitative primary-backed duramycin susceptibility associations, retaining host, comparator and regulatory context. UniProt references and background taxonomy remain distinct from experimental alleles and derivatives. Existing source fields preserved; whole-record review remains open.

Provenance

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

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