5-Methoxysalicylic acid

5-Methoxysalicylic acid

Names
Preferred IUPAC name 2-Hydroxy-5-methoxybenzoic acid
Other names 5-Methoxysalicylic acid 6-Hydroxy-m-anisic acid 5-Methoxy-2-hydroxybenzoic acid m-Anisic acid MSA
Identifiers
CAS Number	2612-02-4  Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:89830
ChEMBL	ChEMBL452949
ChemSpider	68296
ECHA InfoCard	100.018.217
EC Number	220-037-8
PubChem CID	75787
UNII	6GAI2MTV5V  Y
CompTox Dashboard (EPA)	DTXSID0062551
InChI InChI=1S/C8H8O4/c1-12-5-2-3-7(9)6(4-5)8(10)11/h2-4,9H,1H3,(H,10,11) Key: IZZIWIAOVZOBLF-UHFFFAOYSA-N
SMILES COC1=CC(=C(C=C1)O)C(=O)O
Properties
Chemical formula	C8H8O4
Molar mass	168.148 g·mol−1
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

5-Methoxysalicylic acid is a chemical compound. It is a component of castoreum, the exudate from the castor sacs of the mature beaver. ^[1]

A mixture of 5-methoxysalicylic acid and spermine can be used as a matrix for oligonucleotides analysis in MALDI mass spectrometry. ^[2]

It is an isomer of vanillic acid.

References

1. Müller-Schwarze, D.; Houlihan, Peter W. (1991). "Pheromonal activity of single castoreum constituents in beaver, Castor canadensis". Journal of Chemical Ecology. 17 (4): 715–734. Bibcode:1991JCEco..17..715M. doi:10.1007/BF00994195. PMID   24258917. S2CID   29937875.
2. Distler, AM; Allison, J (2001). "5-Methoxysalicylic acid and spermine: A new matrix for the matrix-assisted laser desorption/ionization mass spectrometry analysis of oligonucleotides". Journal of the American Society for Mass Spectrometry. 12 (4): 456–62. Bibcode:2001JASMS..12..456D. doi:10.1016/S1044-0305(01)00212-4. PMID   11322192. S2CID   18280663.