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.

In the Vinony graph

Vinony's link graph records 1,200 inbound references to salicylic acid, and connects out to Salix, aspirin and acne.

It sits within the topics 2-Hydroxyphenyl compounds, Anti-acne preparations and Antiseptics.

Vinony links it to 63 Wikipedia language editions.

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