(-)-usnic acid (CHEBI:122)

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ChEBI Name	(−)-usnic acid

ChEBI ID	CHEBI:122

ChEBI ASCII Name	(-)-usnic acid

Definition	The (−)-enantiomer of usnic acid.

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

Supplier Information

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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/t18-/m1/s1

InChIKey

WEYVVCKOOFYHRW-GOSISDBHSA-N

SMILES

CC(=O)C1=C(O)C=C2Oc3c(C(C)=O)c(O)c(C)c(O)c3[C@]2(C)C1=O

Roles Classification
Biological Role(s):	EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor An EC 1.13.11.* (oxidoreductase acting on single donors and incorporating 2 atoms of oxygen) inhibitor that interferes with the activity of 4-hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27). 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). (via usnic acid ) antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. (via usnic acid )

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

ChEBI Ontology
Outgoing	(−)-usnic acid (CHEBI:122) has role EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor (CHEBI:38317) (−)-usnic acid (CHEBI:122) is a usnic acid (CHEBI:38319) (−)-usnic acid (CHEBI:122) is conjugate acid of (−)-usnic acid(2−) (CHEBI:57266) (−)-usnic acid (CHEBI:122) is enantiomer of (+)-usnic acid (CHEBI:38320)

Incoming	(−)-usnic acid(2−) (CHEBI:57266) is conjugate base of (−)-usnic acid (CHEBI:122) (+)-usnic acid (CHEBI:38320) is enantiomer of (−)-usnic acid (CHEBI:122)

IUPAC Name

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

Last Modified

15 July 2014