CHEBI:38319 - usnic acid

ChEBI IDCHEBI:38319
ChEBI Nameusnic acid
Stars
DefinitionA 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.
Last Modified15 July 2014
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC18H16O7
Net Charge0
Average Mass344.319
Monoisotopic Mass344.08960
SMILESCC(=O)C1=C(O)C=C2Oc3c(C(C)=O)c(O)c(C)c(O)c3C2(C)C1=O
InChIInChI=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
InChIKeyWEYVVCKOOFYHRW-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
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).
Application:
acaricide  A substance used to destroy pests of the subclass Acari (mites and ticks).
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
(+)-usnic acid (CHEBI:38320) is a usnic acid (CHEBI:38319)
(−)-usnic acid (CHEBI:122) is a usnic acid (CHEBI:38319)
IUPAC Name 
2,6-diacetyl-3,7,9-trihydroxy-8,9b-dimethyldibenzo[b,d]furan-1(9bH)-one
Synonyms  Source
usninic acidChemIDplus
usniacinChemIDplus
usneinChemIDplus
UsninsäureChEBI
Manual XrefsDatabases
Usnic_acidWikipedia
Registry NumbersSources
Beilstein:346490Beilstein
Reaxys:96699Reaxys
CAS:125-46-2ChemIDplus
Citations