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205605

1-Methylcyclopropanecarboxylic acid

Name: 1-Methylcyclopropanecarboxylic acid
Brand: ALDRICH

98%

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About This Item

Linear Formula:

CH₃C₃H₄CO₂H

CAS Number:

6914-76-7

Molecular Weight:

100.12

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24852211

EC Number:

230-020-7

Beilstein/REAXYS Number:

2039384

MDL number:

MFCD00001290

Assay:

98%

Form:

solid

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Properties

Quality Level

200

assay

98%

form

solid

bp

183-185 °C (lit.)

mp

30-32 °C (lit.)

functional group

carboxylic acid

SMILES string

CC1(CC1)C(O)=O

InChI

1S/C5H8O2/c1-5(2-3-5)4(6)7/h2-3H2,1H3,(H,6,7)

InChI key

DIZKLZKLNKQFGB-UHFFFAOYSA-N

Description

Application

1-Methylcyclopropanecarboxylic acid was used in the structure-activity studies of small carboxylic acids (SCAs). It was also used in the identification of selective orthosteric ligands for both free fatty acid receptor 2 (FFA2) and free fatty acid receptor 3 (FFA3).

pictograms

GHS05

signalword

Danger

hcodes

H314

pcodes

P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

183.2 °F - closed cup

flash_point_c

84 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Selective orthosteric free fatty acid receptor 2 (FFA2) agonists: identification of the structural and chemical requirements for selective activation of FFA2 versus FFA3.

Johannes Schmidt et al.

The Journal of biological chemistry, 286(12), 10628-10640 (2011-01-12)

Free fatty acid receptor 2 (FFA2; GPR43) is a G protein-coupled seven-transmembrane receptor for short-chain fatty acids (SCFAs) that is implicated in inflammatory and metabolic disorders. The SCFA propionate has close to optimal ligand efficiency for FFA2 and can hence

Chemically engineering ligand selectivity at the free fatty acid receptor 2 based on pharmacological variation between species orthologs.

Brian D Hudson et al.

FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 26(12), 4951-4965 (2012-08-25)

When it is difficult to develop selective ligands within a family of related G-protein-coupled receptors (GPCRs), chemically engineered receptors activated solely by synthetic ligands (RASSLs) are useful alternatives for probing receptor function. In the present work, we explored whether a