Livestock Metabolome Database: Showing metabocard for Salicylic acid (LMDB00365)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-07-13 19:48:13 UTC

Update Date

2016-07-20 21:00:13 UTC

Lmdb

LMDB00365

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Salicylic acid

Description

Salicylic acid, also known as 2-carboxyphenol or 2-hydroxybenzoate, belongs to the class of organic compounds known as salicylic acids. These are ortho-hydroxylated benzoic acids. Salicylic acid exists in all living species, ranging from bacteria to plants to humans. In humans, salicylic acid is involved in the salicylic acid action pathway. Salicylic acid is a faint, nutty, and phenolic tasting compound. Salicylic acid is found, on average, in the highest concentration within a few different foods, such as fennels (Foeniculum vulgare), beer, and peanuts (Arachis hypogaea) and in a lower concentration in nutmegs (Myristica fragrans), ceylon cinnamons (Cinnamomum verum), and american cranberries (Vaccinium macrocarpon). Salicylic acid has also been detected, but not quantified in, several different foods, such as butternut squashes (Cucurbita moschata), soy milk, common grapes (Vitis vinifera), almonds (Prunus dulcis), and corianders (Coriandrum sativum). This could make salicylic acid a potential biomarker for the consumption of these foods. Salicylic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Salicylic acid.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
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

Chemical Formula

C₇H₆O₃

Average Molecular Weight

138.122

Monoisotopic Molecular Weight

138.031694053

IUPAC Name

2-hydroxybenzoic acid

Traditional Name

salicylic

CAS Registry Number

69-72-7

SMILES

OC(=O)C1=CC=CC=C1O

InChI Identifier

InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)

InChI Key

YGSDEFSMJLZEOE-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as salicylic acids. These are ortho-hydroxylated benzoic acids.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Salicylic acids

Alternative Parents

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monohydroxybenzoic acid (CHEBI:16914 )

Ontology

Status

Detected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.96	ALOGPS
logP	1.98	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	2.79	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	35.3 m³·mol⁻¹	ChemAxon
Polarizability	12.81 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-014i-3890000000-62eae168a9d7ab3ada6f	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00du-9700000000-e1e2ee6b61d86c596403	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-014i-3890000000-62eae168a9d7ab3ada6f	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-014i-2960000000-1b6b46cbb2b643b71448	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-8900000000-e8ee46d81fcc1ce3766e	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-006x-8950000000-9ed3a56f2b2654ba281f	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)	splash10-059j-9600000000-54545731fceee84be340	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-00xu-9500000000-2f1c989b672669aaf083	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-0gb9-9000000000-a0049e982e8ecd7ab730	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-000i-0900000000-f1e71df6894bcc8dda74	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-0006-9200000000-f9fd317c182ec7ca90dc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-0006-9000000000-2b17aea4ee0ddd6321cf	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-0006-9000000000-320b7cd879b61439cf42	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-0006-9000000000-7d1b96d60026076a7ecc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF , Negative	splash10-002b-0496100000-97708001d2a6d031beff	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 10V, Negative	splash10-002b-0496100000-97708001d2a6d031beff	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF , Negative	splash10-002b-0496100000-97708001d2a6d031beff	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 10V, Negative	splash10-000i-0900000000-f88c693bac9b89416a52	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0006-9400000000-b0fb5458dfa73429b976	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0006-9400000000-b0fb5458dfa73429b976	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0006-9100000000-237ee14e8af5262c0dab	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0006-9000000000-3ec5d7a9114e37b8af2a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0006-9000000000-d8fdab29114453b10280	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0006-9000000000-4a337e3639c9f42a9000	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0006-9000000000-2deb0e843e099fdcea99	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-00kf-9000000000-951b374b351c5534628a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-014l-9000000000-4ea52d5aa4344a40c007	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-000i-0900000000-f1e71df6894bcc8dda74	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0006-9200000000-65f3f297188dc07b53be	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0006-9000000000-2b17aea4ee0ddd6321cf	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0006-9000000000-320b7cd879b61439cf42	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00du-9600000000-6d4a0ff2d48d814b5c54	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,1H] 2D NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	Spectrum