Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:04:45 UTC |
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Update date | 2020-04-21 18:04:07 UTC |
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Primary ID | FDB000882 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Salicylic acid |
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Description | Preservative, fungicide (superseded), prohibited in milk and wine
Salicylic acid is a colorless, crystalline organic carboxylic acid. Salicylic acid is toxic if ingested in large quantities, but in small quantities is used as a food preservative and antiseptic in toothpaste. It is also the key additive in many skin-care products for the treatment of acne, psoriasis, callouses, corns, keratosis pilaris and warts. The carboxyl group (COOH) can react with alcohols, forming several useful esters. The name derives from the latin word for the willow tree (Salix), from whose bark it can be obtained.; --Wikipedia; Salicylic acid treats acne by causing skin cells to slough off more readily, preventing pores from clogging up. This effect on skin cells also makes salicylic acid an active ingredient in several shampoos meant to treat dandruff. Use of straight salicylic solution may cause hyperpigmentation on unpretreated skin for those with darker skin types (Fitzpatrick phototypes IV, V, VI), as well as with the lack of use of a broad spectrum sunblock. Subsalicylate in combination with bismuth form the popular stomach relief aid known commonly as Pepto-Bismol. When combined the two key ingredients help control diarrhea, nausea, heartburn, and even gas. It is also very mildly anti-biotic. Salicylic acid is found in many foods, some of which are sourdock, horned melon, sesame, and cloud ear fungus. |
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CAS Number | 69-72-7 |
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Structure | |
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Synonyms | Synonym | Source |
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2-Carboxyphenol | ChEBI | 2-HYDROXYBENZOIC ACID | ChEBI | O-Carboxyphenol | ChEBI | O-Hydroxybenzoic acid | ChEBI | 2-HYDROXYBENZOate | Generator | O-Hydroxybenzoate | Generator | Salicylate | Generator | 2 Hydroxybenzoic acid | MeSH | Acid, 2-hydroxybenzoic | MeSH | Acid, salicylic | MeSH | Acid, O-hydroxybenzoic | MeSH | Acid, ortho-hydroxybenzoic | MeSH | O Hydroxybenzoic acid | MeSH | Ortho hydroxybenzoic acid | MeSH | Ortho-hydroxybenzoic acid | MeSH | 2-Hydroxybenzenecarboxylate | HMDB | 2-Hydroxybenzenecarboxylic acid | HMDB | Advanced pain relief callus removers | HMDB | Advanced pain relief corn removers | HMDB | Clear away wart remover | HMDB | Compound W | HMDB | Dr. scholl's callus removers | HMDB | Dr. scholl's corn removers | HMDB | Dr. scholl's wart remover kit | HMDB | Duofil wart remover | HMDB | Duoplant | HMDB | Freezone | HMDB | Ionil | HMDB | Ionil plus | HMDB | K 537 | HMDB | K 557 | HMDB | Phenol-2-carboxylate | HMDB | Phenol-2-carboxylic acid | HMDB | Psoriacid-S-stift | HMDB | Retarder W | HMDB | Rutranex | HMDB | Salicylic acid collodion | HMDB | Salicylic acid soap | HMDB | Saligel | HMDB | Salonil | HMDB | Stri-dex | HMDB | trans-Ver-sal | HMDB | SA | PhytoBank | 2 Hydroxybenzoic Acid | biospider | 2-Hydroxybenzoate | biospider | 54-21-7 (SODIUM SALT) | biospider | Acid, 2-Hydroxybenzoic | biospider | Acid, o-hydroxybenzoic | biospider | Acido salicilico | biospider | Acidum salicylicum | biospider | Alpha/beta hydroxy acids (glycolic acid, salicylic acid) | biospider | Benzoic acid, 2-hydroxy- | biospider | Benzoic acid, 2-hydroxy- (9CI) | biospider | Benzoic acid, o-hydroxy- | biospider | Compound w | biospider | Domerine | biospider | DR. scholl's callus removers | biospider | DR. scholl's corn removers | biospider | DR. scholl's wart remover kit | biospider | Duofilm | biospider | Ionil-plus | biospider | Keralyt | biospider | O hydroxybenzoic acid | biospider | O-carboxyphenol | biospider | O-hydroxybenzoate | biospider | O-hydroxybenzoic acid | biospider | Occlusal | biospider | Orthohydroxybenzoic acid | biospider | Pernox | biospider | phenol derivative, 7 | biospider | Psoriacid-s-stift | biospider | Retarder sax | biospider | Retarder w | biospider | SAL | biospider | Salicyclic acid | biospider | Salicylic acid | db_source | Salicylic acid (6CI,8CI) | biospider | Salicylic acid (see also alpha hydroxy acids) | biospider | Salicylic acid [usan:jan] | biospider | Salicylic acid, acs | biospider | SAX | biospider | Sebucare | biospider | Sebulex | biospider | Trans-ver-sal | biospider | Verrugon | biospider |
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Predicted Properties | |
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Chemical Formula | C7H6O3 |
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IUPAC name | 2-hydroxybenzoic acid |
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InChI Identifier | InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10) |
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InChI Key | YGSDEFSMJLZEOE-UHFFFAOYSA-N |
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Isomeric SMILES | OC(=O)C1=CC=CC=C1O |
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Average Molecular Weight | 138.122 |
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Monoisotopic Molecular Weight | 138.031694053 |
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Classification |
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Description | Belongs to the class of organic compounds known as salicylic acids. These are ortho-hydroxylated benzoic acids. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Benzene and substituted derivatives |
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Sub Class | Benzoic acids and derivatives |
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Direct Parent | Salicylic acids |
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Alternative Parents | |
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Substituents | - Salicylic acid
- Benzoic acid
- Benzoyl
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Vinylogous acid
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | |
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Ontology |
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Foods | Cocoa and cocoa products Grains: Nuts and legumes: Fruits and vegetables: Fats and oils: Beverages: |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | C 60.87%; H 4.38%; O 34.75% | DFC |
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Melting Point | Mp 159° | DFC |
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Boiling Point | Bp20 211° | DFC |
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Experimental Water Solubility | 2.24 mg/mL at 25 oC | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
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Experimental logP | 2.26 | HANSCH,C ET AL. (1995) |
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Experimental pKa | pKa2 13.6 (25°) | DFC |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | 302 () (MeOH) (Berdy) | DFC |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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EI-MS | Mass Spectrum (Electron Ionization) | splash10-00du-9600000000-6d4a0ff2d48d814b5c54 | 2014-09-20 | View Spectrum | GC-MS | Salicylic acid, 2 TMS, GC-MS Spectrum | splash10-014i-3890000000-62eae168a9d7ab3ada6f | Spectrum | GC-MS | Salicylic acid, non-derivatized, GC-MS Spectrum | splash10-00du-9700000000-e1e2ee6b61d86c596403 | Spectrum | GC-MS | Salicylic acid, non-derivatized, GC-MS Spectrum | splash10-014i-3890000000-62eae168a9d7ab3ada6f | Spectrum | GC-MS | Salicylic acid, non-derivatized, GC-MS Spectrum | splash10-014i-2960000000-1b6b46cbb2b643b71448 | Spectrum | Predicted GC-MS | Salicylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0079-8900000000-e8ee46d81fcc1ce3766e | Spectrum | Predicted GC-MS | Salicylic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-006x-8950000000-9ed3a56f2b2654ba281f | Spectrum | Predicted GC-MS | Salicylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Salicylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated) | splash10-059j-9600000000-54545731fceee84be340 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated) | splash10-00xu-9500000000-2f1c989b672669aaf083 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated) | splash10-0gb9-9000000000-a0049e982e8ecd7ab730 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative | splash10-000i-0900000000-f1e71df6894bcc8dda74 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative | splash10-0006-9200000000-f9fd317c182ec7ca90dc | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative | splash10-0006-9000000000-2b17aea4ee0ddd6321cf | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative | splash10-0006-9000000000-320b7cd879b61439cf42 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative | splash10-0006-9000000000-7d1b96d60026076a7ecc | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF , Negative | splash10-002b-0496100000-97708001d2a6d031beff | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-002b-0496100000-97708001d2a6d031beff | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF , Negative | splash10-002b-0496100000-97708001d2a6d031beff | 2017-09-12 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-000i-0900000000-f88c693bac9b89416a52 | 2017-09-12 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-0006-9400000000-b0fb5458dfa73429b976 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-0006-9400000000-b0fb5458dfa73429b976 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-0006-9100000000-237ee14e8af5262c0dab | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-0006-9000000000-3ec5d7a9114e37b8af2a | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-0006-9000000000-d8fdab29114453b10280 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-0006-9000000000-4a337e3639c9f42a9000 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-0006-9000000000-2deb0e843e099fdcea99 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-00kf-9000000000-951b374b351c5534628a | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-014l-9000000000-4ea52d5aa4344a40c007 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-000i-0900000000-f1e71df6894bcc8dda74 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0006-9200000000-65f3f297188dc07b53be | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0006-9000000000-2b17aea4ee0ddd6321cf | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0006-9000000000-320b7cd879b61439cf42 | 2017-09-14 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 2D NMR | [1H, 1H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | 331 |
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ChEMBL ID | CHEMBL424 |
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KEGG Compound ID | C00805 |
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Pubchem Compound ID | 338 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 16914 |
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Phenol-Explorer ID | 428 |
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DrugBank ID | DB00936 |
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HMDB ID | HMDB01895 |
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CRC / DFC (Dictionary of Food Compounds) ID | BLP36-T:BLP36-T |
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EAFUS ID | 3361 |
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Dr. Duke ID | O-HYDROXYBENZOIC-ACID|SALICYLIC-ACID |
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BIGG ID | Not Available |
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KNApSAcK ID | C00000206 |
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HET ID | SAL |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | rw1097271 |
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SuperScent ID | Not Available |
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Wikipedia ID | Salicylic acid |
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Phenol-Explorer Metabolite ID | 428 |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
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aldose reductase inhibitor | 48550 | An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of aldehyde reductase (EC 1.1.1.21). | DUKE | analgesic | 35480 | An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. | DUKE | anti arthritic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti bacterial | 33282 | A substance that kills or slows the growth of bacteria. | DUKE | anti dandruff | | | DUKE | anti dermatotic | 50177 | A drug used to treat or prevent skin disorders or for the routine care of skin. | DUKE | anti eczemic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti ichthyosic | | | DUKE | anti inflammatory | 35472 | A substance that reduces or suppresses inflammation. | DUKE | anti neuralgic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti oncychomycotic | | | DUKE | antioxidant | 22586 | A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. | DUKE | anti periodic | | | DUKE | anti podagric | | | DUKE | anti psoriac | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti pyretic | 35493 | A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever. | DUKE | anti rheumatic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti seborrheic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti septic | 33281 | A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. | DUKE | antitumor | 35610 | A substance that inhibits or prevents the proliferation of neoplasms. | DUKE | anti tympanitic | | | DUKE | cancer preventive | 35610 | A substance that inhibits or prevents the proliferation of neoplasms. | DUKE | comedolytic | | | DUKE | cyclooxygenase-2 inhibitor | 50629 | A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2. | DUKE | cyclooxygenase inhibitor | 35544 | A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes. | DUKE | dermatitigenic | | | DUKE | fungicide | 24127 | A substance used to destroy fungal pests. | DUKE | hypoglycemic | 35526 | A drug which lowers the blood glucose level. | DUKE | insectifuge | 24852 | Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. | DUKE | keratolytic | | | DUKE | pesticide | 25944 | Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. | DUKE | thermogenic | | | DUKE | tineacide | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | ulcerogenic | | | DUKE |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Flavor | Citations |
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faint |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| phenolic |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| nutty |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004). — Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070.
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