P. aeruginosa Metabolome Database: salicylate (PAMDB110449)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 12:54:54 PM

Metabolite ID

PAMDB110449

Identification

Name:

salicylate

Description:

A monohydroxybenzoate that is the conjugate base of salicylic acid.

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

salicylic acid
o-hydroxybenzoic acid
2-hydroxybenzoic acid
SA
2-HBA
2-hydroxybenzoate
o-hydroxybenzoate

Chemical Formula:

C₇H₅O₃

Average Molecular Weight:

138.0316940589

Monoisotopic Molecular Weight:

138.0316940589

InChI Key:

YGSDEFSMJLZEOE-UHFFFAOYSA-M

InChI:

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

CAS number:

69-72-7

IUPAC Name:

2-hydroxybenzoate

Traditional IUPAC Name:

salicylic

SMILES:

C(C1(=CC=CC=C1O))([O-])=O

Chemical Taxonomy

Taxonomy Description

This compound 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 )

Physical Properties

State:

Solid

Charge:

-1

Melting point:

158 °C

Experimental Properties:

Property	Value	Reference
Melting Point	158 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.24 mg/mL at 25 °C	Not Available
LogP	2.26	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
Water Solubility	11.3 mg/mL	ALOGPS
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	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Not Available

Reactions:

salicylate + L-Cysteine + S-Adenosylmethionine + NADPH → pyochelin + S-Adenosylhomocysteine + NADP+ + Water
1-O-methylsalicylate + Water → Hydrogen ion + salicylate + Methanol
salicylaldehyde + NAD+ + Water → salicylate + NADH + Hydrogen ion

Pathways:

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-014i-3890000000-62eae168a9d7ab3ada6f	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS	Not Available
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)	splash10-059j-9600000000-54545731fceee84be340	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-00xu-9500000000-2f1c989b672669aaf083	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-0gb9-9000000000-a0049e982e8ecd7ab730	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-000i-0900000000-f1e71df6894bcc8dda74	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-0006-9200000000-f9fd317c182ec7ca90dc	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-0006-9000000000-2b17aea4ee0ddd6321cf	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-0006-9000000000-320b7cd879b61439cf42	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-0006-9000000000-7d1b96d60026076a7ecc	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available
MS	Mass Spectrum (Electron Ionization)	splash10-00du-9600000000-6d4a0ff2d48d814b5c54	View in MoNA
1D NMR	1H NMR Spectrum	Not Available
1D NMR	1H NMR Spectrum	Not Available
1D NMR	13C NMR Spectrum	Not Available
2D NMR	[1H,1H] 2D NMR Spectrum	Not Available
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available

References

References:

Raskin I (1992)Salicylate, a new plant hormone. Plant physiology 99, Pubmed: 16669002
Ruiz-Sanchez E, O'Donnell MJ (2006)Characterization of salicylate uptake across the basolateral membrane of the malpighian tubules of Drosophila melanogaster. Journal of insect physiology 52, Pubmed: 16934829

Synthesis Reference:

Yin, Yingwu; Guo, Qingbin. Preparation of salicylic acid from phenol. Faming Zhuanli Shenqing Gongkai Shuomingshu (2005), 7pp.

Material Safety Data Sheet (MSDS)

Download (PDF)

Links

External Links:

Resource	Link
CAS	69-72-7
ChEBI	30762
ChemSpider	4964
HMDB	HMDB01895
KEGG	C00805
KNApSAcK	C00000206
PubChem	54675850
Wikipedia	Salicylate

salicylate (PAMDB110449)

Structure for salicylate (PAMDB110449)