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).
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
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.
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
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