salicylic acid

Also known as 2-carboxyphenol, o-carboxyphenol, o-hydroxybenzoic acid, phenol-2-carboxylic acid, 2-hydroxybenzenecarboxylic acid, 2-hydroxybenzoic acid

chemical compound

OverviewAI-generated

Salicylic acid is a chemical compound with the formula C₇H₆O₃. Its IUPAC name is 2-hydroxybenzoic acid. The substance has a mass of 138.032 and a density of 1.44. It exhibits a melting point of 159 and a boiling point of 211. The canonical SMILES notation for the molecule is C1=CC=C(C(=C1)C(=O)O)O.

Structural properties include an xlogp value of 2.3 and a topological polar surface area of 57.5. The molecule contains two hydrogen bond donors and three hydrogen bond acceptors, with a charge of 0. It is classified under the MCN code 2918.21.10.

Salicylic acid is referenced by 1,200 other encyclopedia articles. A search for the term in PubMed yields 23,287 results.

Synthesized by Vinony from 22 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Chemical data

Formula: C7H6O3
Molecular weight: 138.12 g/mol
IUPAC name: 2-hydroxybenzoic acid
SMILES: C1=CC=C(C(=C1)C(=O)O)O
InChIKey: YGSDEFSMJLZEOE-UHFFFAOYSA-N
XLogP: 2.3
Polar surface area: 57.5 Å²
H-bond donors: 2
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
Indications: eye inflammation, freckles, cardiovascular disease, psoriasis

via ChEMBL · EBI

Research

23,287 papers

Salicylic Acid Signalling in Plants.International journal of molecular sciences · 2020Janda T, Szalai G, Pál MDOI: 10.3390/ijms21072655
Safety Assessment of Capryloyl Salicylic Acid as Used in Cosmetics.ReviewInternational journal of toxicology · 2024Johnson W Jr, Bergfeld WF, Belsito DV et al.DOI: 10.1177/10915818241237794
Salicylic Acid Binding Proteins (SABPs): The Hidden Forefront of Salicylic Acid Signalling.ReviewInternational journal of molecular sciences · 2019Pokotylo I, Kravets V, Ruelland EDOI: 10.3390/ijms20184377
Polyfluorinated salicylic acid analogs do not interfere with siderophore biosynthesis.Tuberculosis (Edinburgh, Scotland) · 2023Hegde P, Orimoloye MO, Sharma S et al.DOI: 10.1016/j.tube.2023.102346
[Salicylic acid as a keratolytic agent].ReviewAnnales de dermatologie et de venereologie · 2002Béani JC
Salicylic acid peeling in dermatophytosis: An unjustifiable therapy.Indian journal of dermatology, venereology and leprology · 2022Das A, Kumar P, Sil ADOI: 10.25259/IJDVL_878_2021
A review of toxicity from topical salicylic acid preparations.ReviewJournal of the American Academy of Dermatology · 2014Madan RK, Levitt JDOI: 10.1016/j.jaad.2013.12.005
[Salicylic acid, aspirin].ReviewNihon rinsho. Japanese journal of clinical medicine · 2004Onouchi T, Horiuchi T, Kinouchi T

via PubMed

Wikidata facts

Subclass of: monohydroxybenzoic acid
Has part: carbon
Mass: 138.032
Image: Salicylic acid.jpg
Has use: medication

Show 14 more facts

found in taxon: broad bean
described by source: Encyclopædia Britannica 11th edition
chemical formula: C₇H₆O₃
Commons category: Salicylic acid
World Health Organisation international non-proprietary name: salicylic acid
canonical SMILES: C1=CC=C(C(=C1)C(=O)O)O
subject has role: essential medicine
boiling point: 211
melting point: 158
density: 1.44
MCN code: 2918.21.10
has characteristic: bitterness
permanent duplicated item: medical uses of salicylic acid
color: tan