CHEBI:16914 - salicylic acid

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ChEBI Name salicylic acid
ChEBI ID CHEBI:16914
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45521, CHEBI:9006, CHEBI:26597
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Formula C7H6O3
Net Charge 0
Average Mass 138.12070
Monoisotopic Mass 138.03169
InChI InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)
InChIKey YGSDEFSMJLZEOE-UHFFFAOYSA-N
SMILES OC(=O)c1ccccc1O
Metabolite of Species Details
Chlamydomonas reinhardtii (NCBI:txid3055) See: PubMed
Cordyceps sinensis (NCBI:txid72228) Found in mycelium (BTO:0001436). Ethanolic extract of dried mycelia See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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).
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
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.
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.
Application(s): antiinfective agent
A substance used in the prophylaxis or therapy of infectious diseases.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 1-salicylate glucuronide (CHEBI:73961) 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)
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-(8,11,14-pentadecatrienyl)benzoic acid (CHEBI:174627) 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-[(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)
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)
3-allyl-2-hydroxybenzoic acid (CHEBI:167783) 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)
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)
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)
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)
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 2,6-dihydroxybenzoate (CHEBI:192874) has functional parent salicylic acid (CHEBI:16914)
Methyl 2-(10-heptadecenyl)-6-hydroxybenzoate (CHEBI:169431) 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 Sources
2-carboxyphenol NIST Chemistry WebBook
2-HYDROXYBENZOIC ACID PDBeChem
o-carboxyphenol NIST Chemistry WebBook
o-Hydroxybenzoic acid KEGG COMPOUND
o-hydroxybenzoic acid NIST Chemistry WebBook
Salicylic acid KEGG COMPOUND
Manual Xrefs Databases
2416 DrugCentral
C00000206 KNApSAcK
C00805 KEGG COMPOUND
CPD-110 MetaCyc
D00097 KEGG DRUG
DB00936 DrugBank
HMDB0001895 HMDB
LSM-4763 LINCS
SAL PDBeChem
Salicylic_Acid Wikipedia
View more database links
Registry Numbers Types Sources
3418 Gmelin Registry Number Gmelin
69-72-7 CAS Registry Number KEGG COMPOUND
69-72-7 CAS Registry Number NIST Chemistry WebBook
69-72-7 CAS Registry Number ChemIDplus
774890 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11016405 PubMed citation Europe PMC
12865403 PubMed citation Europe PMC
1650428 PubMed citation Europe PMC
19400653 PubMed citation Europe PMC
19816125 PubMed citation Europe PMC
22770225 PubMed citation Europe PMC
29079364 PubMed citation Europe PMC
32807953 PubMed citation Europe PMC
3425858 PubMed citation Europe PMC
Last Modified
25 November 2020