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CHEBI:16914 - salicylic acid

ChEBI IDCHEBI:16914
ChEBI Namesalicylic acid
Stars
DefinitionA monohydroxybenzoic acid that is benzoic acid with a hydroxy group at the ortho position. It is obtained from the bark of the white willow and wintergreen leaves.
Secondary ChEBI IDsCHEBI:9006, CHEBI:26597, CHEBI:45521
Last Modified25 November 2020
DownloadsMolfile
FormulaC7H6O3
Net Charge0
Average Mass138.122
Monoisotopic Mass138.03169
SMILESO=C(O)c1ccccc1O
InChIInChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)
InChIKeyYGSDEFSMJLZEOE-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Cordyceps sinensis (ncbitaxon:72228) mycelium (BTO:0001436) PubMed (21848266) Ethanolic extract of dried mycelia
Chlamydomonas reinhardtii (ncbitaxon:3055) - PubMed (25515814)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor  An EC 1.11.1.* (peroxidases) inhibitor that inhibits the action of L-ascorbate peroxidase (EC 1.11.1.11).
plant hormone  A plant growth regulator that modulates the formation of stems, leaves and flowers, as well as the development and ripening of fruit. The term includes endogenous and non-endogenous compounds (e.g. active compounds produced by bacteria on the leaf surface) as well as semi-synthetic and fully synthetic compounds.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
algal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
Applications:
keratolytic drug  A drug that softens, separates, and causes desquamation of the cornified epithelium or horny layer of skin. Keratolytic drugs are used to expose mycelia of infecting fungi or to treat corns, warts, and certain other skin diseases.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
ChEBI Ontology
Outgoing Relation(s)
salicylic acid (CHEBI:16914) has role algal metabolite (CHEBI:84735)
salicylic acid (CHEBI:16914) has role antifungal agent (CHEBI:35718)
salicylic acid (CHEBI:16914) has role antiinfective agent (CHEBI:35441)
salicylic acid (CHEBI:16914) has role EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor (CHEBI:73181)
salicylic acid (CHEBI:16914) has role keratolytic drug (CHEBI:50176)
salicylic acid (CHEBI:16914) has role plant hormone (CHEBI:37848)
salicylic acid (CHEBI:16914) has role plant metabolite (CHEBI:76924)
salicylic acid (CHEBI:16914) is a monohydroxybenzoic acid (CHEBI:25389)
salicylic acid (CHEBI:16914) is conjugate acid of salicylate (CHEBI:30762)
Incoming Relation(s)
O-(S-2-hydroxybenzoylpantetheine-4'-phosphoryl)-L-serine residue (CHEBI:86462) has functional parent salicylic acid (CHEBI:16914)
D-glucosyl salicylate (CHEBI:133564) has functional parent salicylic acid (CHEBI:16914)
1-salicylate glucuronide (CHEBI:73961) has functional parent salicylic acid (CHEBI:16914)
2-(D-glucosyloxy)benzoic acid (CHEBI:87766) has functional parent salicylic acid (CHEBI:16914)
2-[[2-[(2-hydroxyphenyl)-oxomethoxy]-1-oxoethyl]amino]-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carboxylic acid methyl ester (CHEBI:121777) has functional parent salicylic acid (CHEBI:16914)
2-hydroxy-3-methylbenzoic acid (3-cyano-4-imino-2-oxopentyl) ester (CHEBI:112747) has functional parent salicylic acid (CHEBI:16914)
2-hydroxy-4-methylbenzoic acid [2-(2-chloroanilino)-2-oxoethyl] ester (CHEBI:116485) has functional parent salicylic acid (CHEBI:16914)
2-Hydroxy-4-trifluoromethyl benzoic acid (CHEBI:174020) has functional parent salicylic acid (CHEBI:16914)
2-hydroxy-5-[(4-methoxyphenyl)sulfamoyl]benzoic acid [2-[1-(3-bicyclo[2.2.1]heptanyl)ethylamino]-2-oxoethyl] ester (CHEBI:121984) has functional parent salicylic acid (CHEBI:16914)
2-hydroxy-6-(12-oxoheptadecyl)benzoic acid (CHEBI:211672) has functional parent salicylic acid (CHEBI:16914)
2-hydroxy-6-(12-oxopentadecyl)benzoic acid (CHEBI:211679) has functional parent salicylic acid (CHEBI:16914)
2-Hydroxy-6-(8-tridecenyl)benzoic acid (CHEBI:192876) has functional parent salicylic acid (CHEBI:16914)
2-Hydroxy-6-(8,11,14-pentadecatrienyl)benzoic acid (CHEBI:174627) has functional parent salicylic acid (CHEBI:16914)
2-hydroxy-6-[(8Z,11Z)-pentadeca-8,11,14-trien-1-yl]benzoic acid (CHEBI:183726) has functional parent salicylic acid (CHEBI:16914)
2-Hydroxy-6-pentadeca-8,11,14-trienyl benzoic acid (CHEBI:181219) has functional parent salicylic acid (CHEBI:16914)
2-Hydroxy-6-tridecylbenzoic acid (CHEBI:175101) has functional parent salicylic acid (CHEBI:16914)
2-hydroxybenzoic acid (3,3,5-trimethylcyclohexyl) ester (CHEBI:91642) has functional parent salicylic acid (CHEBI:16914)
2-hydroxybenzoic acid [2-(2-ethoxyanilino)-2-oxo-1-phenylethyl] ester (CHEBI:114677) has functional parent salicylic acid (CHEBI:16914)
2-hydroxybenzoic acid [2-[[(1-methyl-2-pyrrolyl)-oxomethyl]amino]-2-oxoethyl] ester (CHEBI:108199) has functional parent salicylic acid (CHEBI:16914)
2-hydroxybenzoyl-AMP (CHEBI:86457) has functional parent salicylic acid (CHEBI:16914)
2-hydroxybenzoyl-CoA (CHEBI:32587) has functional parent salicylic acid (CHEBI:16914)
2-hydroxyethyl salicylate (CHEBI:86541) has functional parent salicylic acid (CHEBI:16914)
2,6-dihydroxy-4-[(2R)-2-hydroxyheptyl]benzoic acid (CHEBI:213766) has functional parent salicylic acid (CHEBI:16914)
3-allyl-2-hydroxybenzoic acid (CHEBI:167783) has functional parent salicylic acid (CHEBI:16914)
3-bromo-5-chloro-2,6-dihydroxybenzoic acid* (CHEBI:233864) has functional parent salicylic acid (CHEBI:16914)
3-formylsalicylic acid (CHEBI:34334) has functional parent salicylic acid (CHEBI:16914)
3-Hydroxyphthalic acid (CHEBI:204117) has functional parent salicylic acid (CHEBI:16914)
3-methylsalicylic acid (CHEBI:20141) has functional parent salicylic acid (CHEBI:16914)
3,5-dinitrosalicylic acid (CHEBI:53648) has functional parent salicylic acid (CHEBI:16914)
3,6-dimethylsalicylic acid (CHEBI:70733) has functional parent salicylic acid (CHEBI:16914)
4-[amino(carboxy)methyl]-2-hydroxybenzoic acid (CHEBI:93904) has functional parent salicylic acid (CHEBI:16914)
4-acetamidosalicylic acid (CHEBI:63816) has functional parent salicylic acid (CHEBI:16914)
4-aminosalicylic acid (CHEBI:27565) has functional parent salicylic acid (CHEBI:16914)
4-formylsalicylic acid (CHEBI:20367) has functional parent salicylic acid (CHEBI:16914)
4-hydroxymethylsalicylic acid (CHEBI:20415) has functional parent salicylic acid (CHEBI:16914)
4-methylsalicylic acid (CHEBI:20450) has functional parent salicylic acid (CHEBI:16914)
4R,5R,6S-Trihydroxy-2-hydroxymethyl-2-cyclohexen-1-one 6-(2-hydroxy-6-methylbenzoate) (CHEBI:174940) has functional parent salicylic acid (CHEBI:16914)
5-(diethylsulfamoyl)-2-hydroxybenzoic acid [2-oxo-2-[4-(trifluoromethoxy)anilino]ethyl] ester (CHEBI:123403) has functional parent salicylic acid (CHEBI:16914)
5-[amino(carboxy)methyl]-2-hydroxybenzoic acid (CHEBI:93840) has functional parent salicylic acid (CHEBI:16914)
5-formylsalicylic acid (CHEBI:137371) has functional parent salicylic acid (CHEBI:16914)
5-nitrososalicylic acid (CHEBI:143303) has functional parent salicylic acid (CHEBI:16914)
6-((8Z,11Z,14Z)-heptadeca-8,11,14-trien-1-yl)salicylic acid (CHEBI:186627) has functional parent salicylic acid (CHEBI:16914)
6-((Z)-pentadec-10-en-1-yl)salicylic acid (CHEBI:186923) has functional parent salicylic acid (CHEBI:16914)
6-((Z)-pentadec-8-en-1-yl)salicylic acid (CHEBI:193466) has functional parent salicylic acid (CHEBI:16914)
6-formylsalicylic acid (CHEBI:208549) has functional parent salicylic acid (CHEBI:16914)
6-hydroxy platensimycin A1 methyl ester (CHEBI:68270) has functional parent salicylic acid (CHEBI:16914)
6-methylsalicylic acid (CHEBI:17637) has functional parent salicylic acid (CHEBI:16914)
acetylsalicylic acid (CHEBI:15365) has functional parent salicylic acid (CHEBI:16914)
Ampelomin G (CHEBI:223031) has functional parent salicylic acid (CHEBI:16914)
anacardic acid (CHEBI:2696) has functional parent salicylic acid (CHEBI:16914)
anacardic acid diene (CHEBI:233992) has functional parent salicylic acid (CHEBI:16914)
Antibiotic SB 202742 (CHEBI:174937) has functional parent salicylic acid (CHEBI:16914)
Benzyl salicylate (CHEBI:165211) has functional parent salicylic acid (CHEBI:16914)
Butyl salicylate (CHEBI:173949) has functional parent salicylic acid (CHEBI:16914)
Chloropupukeananin (CHEBI:216291) has functional parent salicylic acid (CHEBI:16914)
Chloropupukeanone A (CHEBI:207995) has functional parent salicylic acid (CHEBI:16914)
Choline salicylate (CHEBI:3668) has functional parent salicylic acid (CHEBI:16914)
diflunisal (CHEBI:39669) has functional parent salicylic acid (CHEBI:16914)
Ethyl 4-ethoxy-2-hydroxy-3,6-dimethylbenzoate (CHEBI:214582) has functional parent salicylic acid (CHEBI:16914)
Ethylhexyl salicylate (CHEBI:88639) has functional parent salicylic acid (CHEBI:16914)
Gentisic acid sodium (CHEBI:189437) has functional parent salicylic acid (CHEBI:16914)
Gibbestatin B (CHEBI:220560) has functional parent salicylic acid (CHEBI:16914)
Ginkgoic acid (CHEBI:5354) has functional parent salicylic acid (CHEBI:16914)
Ginkgolic Acid C17-1 (CHEBI:228873) has functional parent salicylic acid (CHEBI:16914)
Glycerol 1-hydroxy-2,5-dimethyl benzoate (CHEBI:227951) has functional parent salicylic acid (CHEBI:16914)
hydroxytetracaine (CHEBI:135162) has functional parent salicylic acid (CHEBI:16914)
Isoamyl salicylate (CHEBI:173601) has functional parent salicylic acid (CHEBI:16914)
Isobutyl salicylate (CHEBI:173947) has functional parent salicylic acid (CHEBI:16914)
isopropyl salicylate (CHEBI:38703) has functional parent salicylic acid (CHEBI:16914)
menthyl salicylate (CHEBI:135976) has functional parent salicylic acid (CHEBI:16914)
mesalamine (CHEBI:6775) has functional parent salicylic acid (CHEBI:16914)
Methyl 2-(10-heptadecenyl)-6-hydroxybenzoate (CHEBI:169431) has functional parent salicylic acid (CHEBI:16914)
Methyl 2,6-dihydroxybenzoate (CHEBI:192874) has functional parent salicylic acid (CHEBI:16914)
Methyl 4-(4,6-dihydroxy-5-methoxy-2,5-dimethyl-3-oxocyclohexen-1-yl)oxy-2-hydroxy-3,6-dimethylbenzoate (CHEBI:181274) has functional parent salicylic acid (CHEBI:16914)
Methyl 5-chloro-2-hydroxybenzoate (CHEBI:194865) has functional parent salicylic acid (CHEBI:16914)
methyl salicylate (CHEBI:31832) has functional parent salicylic acid (CHEBI:16914)
Nabscebetain A (CHEBI:206787) has functional parent salicylic acid (CHEBI:16914)
Nabscebetain B (CHEBI:206794) has functional parent salicylic acid (CHEBI:16914)
olsalazine (CHEBI:7770) has functional parent salicylic acid (CHEBI:16914)
Phenethyl salicylate (CHEBI:173744) has functional parent salicylic acid (CHEBI:16914)
phenyl salicylate (CHEBI:34918) has functional parent salicylic acid (CHEBI:16914)
Phomone A (CHEBI:205846) has functional parent salicylic acid (CHEBI:16914)
Pleoniol C (CHEBI:214724) has functional parent salicylic acid (CHEBI:16914)
promysalin (CHEBI:171658) has functional parent salicylic acid (CHEBI:16914)
Roccellatol (CHEBI:220613) has functional parent salicylic acid (CHEBI:16914)
Salaceyin A (CHEBI:224587) has functional parent salicylic acid (CHEBI:16914)
Salaceyin B (CHEBI:220151) has functional parent salicylic acid (CHEBI:16914)
salicylamides (CHEBI:53443) has functional parent salicylic acid (CHEBI:16914)
salicylic acid-d4 (CHEBI:178057) has functional parent salicylic acid (CHEBI:16914)
salsalate (CHEBI:9014) has functional parent salicylic acid (CHEBI:16914)
valerylsalicylic acid (CHEBI:78250) has functional parent salicylic acid (CHEBI:16914)
salicylate (CHEBI:30762) is conjugate base of salicylic acid (CHEBI:16914)
2-hydroxybenzoyl group (CHEBI:60335) is substituent group from salicylic acid (CHEBI:16914)
IUPAC Name 
2-hydroxybenzoic acid
Synonyms  Source
o-Hydroxybenzoic acidKEGG COMPOUND
o-hydroxybenzoic acidNIST Chemistry WebBook
o-carboxyphenolNIST Chemistry WebBook
2-HYDROXYBENZOIC ACIDPDBeChem
2-carboxyphenolNIST Chemistry WebBook
Salicylic acidKEGG COMPOUND
Manual XrefsDatabases
C00805KEGG COMPOUND
SALPDBeChem
Salicylic_AcidWikipedia
D00097KEGG DRUG
DB00936DrugBank
CPD-110MetaCyc
HMDB0001895HMDB
C00000206KNApSAcK
LSM-4763LINCS
2416DrugCentral
Registry NumbersSources
Gmelin:3418Gmelin
Reaxys:774890Reaxys
CAS:69-72-7KEGG COMPOUND
CAS:69-72-7ChemIDplus
CAS:69-72-7NIST Chemistry WebBook
Citations