CHEBI:64535 - pseurotin A

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ChEBI Name pseurotin A
ChEBI ID CHEBI:64535
Definition A spirocyclic that is 1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione bearing 1,2-dihydroxyhex-3-en-1-yl, methyl, methoxy, benzoyl and hydroxy substituents at positions 2, 3, 8, 8 and 9 respectively.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H25NO8
Net Charge 0
Average Mass 431.43580
Monoisotopic Mass 431.15802
InChI InChI=1S/C22H25NO8/c1-4-5-11-14(24)15(25)16-12(2)17(26)21(31-16)19(28)22(30-3,23-20(21)29)18(27)13-9-7-6-8-10-13/h5-11,14-15,19,24-25,28H,4H2,1-3H3,(H,23,29)/b11-5-/t14-,15-,19+,21+,22+/m0/s1
InChIKey SLYDIPAXCVVRNY-UOWMTANKSA-N
SMILES CC\C=C/[C@H](O)[C@H](O)C1=C(C)C(=O)[C@@]2(O1)[C@@H](O)[C@](NC2=O)(OC)C(=O)c1ccccc1
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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ChEBI Ontology
Outgoing pseurotin A (CHEBI:64535) has role metabolite (CHEBI:25212)
pseurotin A (CHEBI:64535) is a azaspiro compound (CHEBI:35624)
pseurotin A (CHEBI:64535) is a lactam (CHEBI:24995)
pseurotin A (CHEBI:64535) is a oxaspiro compound (CHEBI:37948)
Incoming 14-norpseurotin A (CHEBI:66636) has functional parent pseurotin A (CHEBI:64535)
IUPAC Name
(5S,8S,9R)-8-benzoyl-2-[(1S,2S,3Z)-1,2-dihydroxyhex-3-en-1-yl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione
Synonym Source
Pseurotin ChemIDplus
Registry Numbers Types Sources
18900004 Reaxys Registry Number Reaxys
58523-30-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12816430 PubMed citation Europe PMC
16294259 PubMed citation Europe PMC
17722120 PubMed citation Europe PMC
18669024 PubMed citation Europe PMC
19168986 PubMed citation Europe PMC
19179074 PubMed citation Europe PMC
22474943 PubMed citation Europe PMC
22514608 PubMed citation Europe PMC
8931737 PubMed citation Europe PMC
Last Modified
16 April 2013