espicufolin (CHEBI:65867)

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CHEBI:65867 - espicufolin

ChEBI ID	CHEBI:65867
ChEBI Name	espicufolin
Stars
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.
Last Modified	5 June 2016
Downloads	Molfile

Formula	C22H18O6
Net Charge	0
Average Mass	378.380
Monoisotopic Mass	378.11034
SMILES	CC[C@@H](C)c1cc(=O)c2c(CO)cc3c(c2o1)C(=O)c1c(O)cccc1C3=O
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

Species of Metabolite	Component	Source	Comments
Streptomyces sp. (ncbitaxon:1931)	-	PubMed (8931733)	Strain: cu39

Roles Classification

Biological Roles:

metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.

ChEBI Ontology

Outgoing Relation(s)
	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 Numbers	Sources
Reaxys:8804787	Reaxys

Citations