CHEBI:133750 - Cutin-1

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ChEBI Name Cutin-1
ChEBI ID CHEBI:133750
Definition A phosphonium ylide that is 2-(triphenylphosphoranylidene)acetamide in which the nitrogen has been converted to the corresponding carbamoyl derivative. By targeting the β-subunit of fatty acid synthase, it inhibits nuclear envelope expansion and nuclear elongation during the closed mitosis of fission yeast.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H19N2O2P
Net Charge 0
Average Mass 362.362
Monoisotopic Mass 362.11841
InChI InChI=1S/C21H19N2O2P/c22-21(25)23-20(24)16-26(17-10-4-1-5-11-17,18-12-6-2-7-13-18)19-14-8-3-9-15-19/h1-16H,(H3,22,23,24,25)
InChIKey HIFJFZSMVLIPEA-UHFFFAOYSA-N
SMILES P(=CC(NC(N)=O)=O)(C=1C=CC=CC1)(C=2C=CC=CC2)C=3C=CC=CC3
Roles Classification
Biological Role(s): EC 2.3.1.85 (fatty acid synthase) inhibitor
An EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor that interferes with the action of fatty acid synthase (EC 2.3.1.85), a multi-enzyme protein involved in fatty acid synthesis.
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ChEBI Ontology
Outgoing Cutin-1 (CHEBI:133750) has role EC 2.3.1.85 (fatty acid synthase) inhibitor (CHEBI:71476)
Cutin-1 (CHEBI:133750) is a N-acylurea (CHEBI:74266)
Cutin-1 (CHEBI:133750) is a phosphonium ylide (CHEBI:51154)
IUPAC Names
2-(triphenyl-λ5-phosphanylidene)acetamide
N-carbamoyl-2-(triphenylphosphoranylidene)acetamide
Synonyms Sources
triphenylphosphonium(carbamoylcarbamoyl)methylylid ChEBI
ureidocarbomethylentriphenylphosphoniumylid ChEBI
Registry Numbers Types Sources
2765280 Reaxys Registry Number Reaxys
53296-08-5 CAS Registry Number ChEBI
Citation Waiting for Citations Type Source
26869222 PubMed citation Europe PMC
Last Modified
14 October 2016
General Comment
2016-10-14 Note that this compound is structurally and functionally totally unrelated to the plant cutins represented by CHEBI:23417.