usnic acid (CHEBI:38319)

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ChEBI Name	usnic acid

ChEBI ID	CHEBI:38319

Definition	A member of the class of dibenzofurans that is dibenzo[b,d]furan-1(9bH)-one substituted by acetyl groups at positions 2 and 6, hydroxy groups at positions 3 and 7 and methyl groups at positions 8 and 9b.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C18H16O7

Net Charge

Average Mass

344.31540

Monoisotopic Mass

344.08960

InChI

InChI=1S/C18H16O7/c1-6-14(22)12(8(3)20)16-13(15(6)23)18(4)10(25-16)5-9(21)11(7(2)19)17(18)24/h5,21-23H,1-4H3

InChIKey

WEYVVCKOOFYHRW-UHFFFAOYSA-N

SMILES

CC(=O)C1=C(O)C=C2Oc3c(c(O)c(C)c(O)c3C(C)=O)C2(C)C1=O

Roles Classification
Biological Role(s):	lichen metabolite Any metabolite that is produced during a metabolite reaction in lichens (composite organisms consisting of a fungus and a photosynthetic partner co-existing in a symbiotic relationship). antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.

Application(s):	acaricide A substance used to destroy pests of the subclass Acari (mites and ticks).

ChEBI Ontology
Outgoing	usnic acid (CHEBI:38319) has role acaricide (CHEBI:22153) usnic acid (CHEBI:38319) has role antifungal agent (CHEBI:35718) usnic acid (CHEBI:38319) has role lichen metabolite (CHEBI:78361) usnic acid (CHEBI:38319) is a dibenzofurans (CHEBI:38922) usnic acid (CHEBI:38319) is a methyl ketone (CHEBI:51867) usnic acid (CHEBI:38319) is a polyphenol (CHEBI:26195)

Incoming	(−)-usnic acid (CHEBI:122) is a usnic acid (CHEBI:38319) (+)-usnic acid (CHEBI:38320) is a usnic acid (CHEBI:38319)

IUPAC Name

2,6-diacetyl-3,7,9-trihydroxy-8,9b-dimethyldibenzo[b,d]furan-1(9bH)-one

Last Modified

15 July 2014