CHEBI:2696 - anacardic acid

ChEBI IDCHEBI:2696
ChEBI Nameanacardic acid
Stars
DefinitionA hydroxybenzoic acid that is salicylic acid substituted by a pentadecyl group at position 6. It is a major component of cashew nut shell liquid and exhibits an extensive range of bioactivities.
Last Modified12 October 2021
DownloadsMolfile
FormulaC22H36O3
Net Charge0
Average Mass348.527
Monoisotopic Mass348.26645
SMILESCCCCCCCCCCCCCCCc1cccc(O)c1C(=O)O
InChIInChI=1S/C22H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-17-15-18-20(23)21(19)22(24)25/h15,17-18,23H,2-14,16H2,1H3,(H,24,25)
InChIKeyADFWQBGTDJIESE-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Amphipterygium adstringens (ncbitaxon:124857) - PubMed (26371858)
Anacardium occidentale (ncbitaxon:171929) - PubMed (32995295 )
Semecarpus anacardium (ncbitaxon:289767) - PubMed (34588850)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor  An EC 3.4.22.* (cysteine endopeptidase) inhibitor that interferes with the action of SARS coronavirus main proteinase (EC 3.4.22.69).
EC 2.3.1.48 (histone acetyltransferase) inhibitor  An EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor that interferes with the function of histone acetyltransferase (EC 2.3.1.48).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Applications:
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
anacardic acid (CHEBI:2696) has functional parent salicylic acid (CHEBI:16914)
anacardic acid (CHEBI:2696) has role anti-inflammatory agent (CHEBI:67079)
anacardic acid (CHEBI:2696) has role antibacterial agent (CHEBI:33282)
anacardic acid (CHEBI:2696) has role anticoronaviral agent (CHEBI:149553)
anacardic acid (CHEBI:2696) has role apoptosis inducer (CHEBI:68495)
anacardic acid (CHEBI:2696) has role EC 2.3.1.48 (histone acetyltransferase) inhibitor (CHEBI:76395)
anacardic acid (CHEBI:2696) has role EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor (CHEBI:147285)
anacardic acid (CHEBI:2696) has role neuroprotective agent (CHEBI:63726)
anacardic acid (CHEBI:2696) has role plant metabolite (CHEBI:76924)
anacardic acid (CHEBI:2696) is a hydroxy monocarboxylic acid (CHEBI:35868)
anacardic acid (CHEBI:2696) is a hydroxybenzoic acid (CHEBI:24676)
IUPAC Name 
2-hydroxy-6-pentadecylbenzoic acid
Synonyms  Source
(15:0)-anacardic acidChEBI
1-hydroxy-2-carboxy-3-pentadecylbenzeneChEBI
22:0-anacardic acidChEBI
6-pentadecyl-2-hydroxybenzoic acidChEBI
6-pentadecylsalicylic acidChEBI
6-(pentadecyl)salicylic acidLINCS
Manual XrefsDatabases
146579ChemSpider
C00002635KNApSAcK
C10759KEGG COMPOUND
FDB000869FooDB
HMDB0029683HMDB
LSM-6320LINCS
Registry NumbersSources
CAS:16611-84-0ChemIDplus
Citations