CHEBI:65867 - espicufolin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name espicufolin
ChEBI ID CHEBI:65867
Definition A naphthochromene that is 4H-naphtho[2,3-h]chromene which is substituted at position 2 by a (2R)-butan-2-yl group, at position 5 by a hydroxymethyl group, at position 11 by a hydroxy group, and at positions 4, 7, and 12 by oxogroups. An antibiotic isolated from Streptomyces sp. cu39, it exerts a potent protecting effect on neuronal cells through suppressing L-glutamate toxicity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C22H18O6
Net Charge 0
Average Mass 378.37470
Monoisotopic Mass 378.11034
InChI InChI=1S/C22H18O6/c1-3-10(2)16-8-15(25)17-11(9-23)7-13-19(22(17)28-16)21(27)18-12(20(13)26)5-4-6-14(18)24/h4-8,10,23-24H,3,9H2,1-2H3/t10-/m1/s1
InChIKey HXAZTNIVBVVFJS-SNVBAGLBSA-N
SMILES CC[C@@H](C)c1cc(=O)c2c(CO)cc3C(=O)c4cccc(O)c4C(=O)c3c2o1
Metabolite of Species Details
Streptomyces sp. (NCBI:txid1931) of strain cu39 See: PubMed
Roles Classification
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing espicufolin (CHEBI:65867) has role antimicrobial agent (CHEBI:33281)
espicufolin (CHEBI:65867) has role metabolite (CHEBI:25212)
espicufolin (CHEBI:65867) is a p-quinones (CHEBI:25830)
espicufolin (CHEBI:65867) is a benzyl alcohols (CHEBI:22743)
espicufolin (CHEBI:65867) is a naphthochromene (CHEBI:68504)
espicufolin (CHEBI:65867) is a phenols (CHEBI:33853)
IUPAC Name
2-[(2R)-butan-2-yl]-11-hydroxy-5-(hydroxymethyl)-4H-naphtho[2,3-h]chromene-4,7,12-trione
Registry Number Type Source
8804787 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
8931733 PubMed citation Europe PMC
Last Modified
05 June 2016