EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:144069 - lobarin

ChEBI IDCHEBI:144069
ChEBI Namelobarin
Stars
DefinitionA member of the class of 2-benzofurans that is 3-butyl-3-hydroxy-2-benzofuran-1(3H)-one substituted by a 3-carboxy-4,6-dihydroxy-2-pentylphenoxy group and a methoxy group at positions 4 and 6, respectively. It is a metabolite isolated from the Sumatran lichen, Stereocaulon halei.
Last Modified10 July 2019
Submittermwilliams
DownloadsMolfile
FormulaC25H30O9
Net Charge0
Average Mass474.506
Monoisotopic Mass474.18898
SMILESCCCCCc1c(Oc2cc(OC)cc3c2C(=O)OC3(O)CCCC)c(O)cc(O)c1C(=O)O
InChIInChI=1S/C25H30O9/c1-4-6-8-9-15-20(23(28)29)17(26)13-18(27)22(15)33-19-12-14(32-3)11-16-21(19)24(30)34-25(16,31)10-7-5-2/h11-13,26-27,31H,4-10H2,1-3H3,(H,28,29)
InChIKeyBWRBGHBJBQFFAW-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Stereocaulon halei (ncbitaxon:50938) - PubMed (23041521)
Roles Classification
Chemical Roles:
radical scavenger  A role played by a substance that can react readily with, and thereby eliminate, radicals.
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
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).
ChEBI Ontology
Outgoing Relation(s)
lobarin (CHEBI:144069) has role lichen metabolite (CHEBI:78361)
lobarin (CHEBI:144069) has role radical scavenger (CHEBI:48578)
lobarin (CHEBI:144069) is a 2-benzofurans (CHEBI:38831)
lobarin (CHEBI:144069) is a aromatic ether (CHEBI:35618)
lobarin (CHEBI:144069) is a benzoic acids (CHEBI:22723)
lobarin (CHEBI:144069) is a phenols (CHEBI:33853)
IUPAC Name 
3-[(1-butyl-1-hydroxy-6-methoxy-3-oxo-1,3-dihydro-2-benzofuran-4-yl)oxy]-4,6-dihydroxy-2-pentylbenzoic acid
Synonym  Source
lobariol carboxylic acidSUBMITTER
Citations