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150436-68-3

150436-68-3 Structure

150436-68-3 Structure
IdentificationBack Directory
[Name]

(+/-)-2-(P-METHOXYPHENOXY)PROPIONIC ACID
[CAS]

150436-68-3
[Synonyms]

PMP
Envision
Lactisole
AKOS BBB/242
2-(4-methoxyphenoxy)propanoate
2-(4-METHOXYPHENOXY)PROPANOIC ACID
(2-(4-METHOXYPHENOXY))PROPIONIC ACID
Sodium2-(4-methoxyphenoxy)propanoicacid
(+/-)-2-(P-METHOXYPHENOXY)PROPIONIC ACID
Propanoic acid, 2-(4-Methoxyphenoxy)-, sodiuM salt
Propanoic acid,2-(4-methoxyphenoxy)-, sodium salt (1:1)
[Molecular Formula]

C10H12O4
[MDL Number]

MFCD01310545
[MOL File]

150436-68-3.mol
[Molecular Weight]

196.2
Chemical PropertiesBack Directory
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

DMF: 20 mg/ml; DMSO: 10 mg/ml; Ethanol: 1 mg/ml; PBS (pH 7.2): 10 mg/ml
[form ]

A crystalline solid
[color ]

White to off-white
[Odor]

at 100.00?%. bland
[InChI]

InChI=1S/C10H12O4.Na.H/c1-7(10(11)12)14-9-5-3-8(13-2)4-6-9;;/h3-7H,1-2H3,(H,11,12);;
[InChIKey]

WACRGINJFSUXIL-UHFFFAOYSA-N
[SMILES]

O(C1C=CC(OC)=CC=1)C(C)C(=O)O.[NaH]
[LogP]

1.654 (est)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[Hazard Note ]

Harmful
[HazardClass ]

IRRITANT
Hazard InformationBack Directory
[Description]

Lactisole is an antagonist of sweet taste receptors, reducing both sweetness intensity and persistence. It blocks the activation of the sweet taste receptor T1R3 by natural and synthetic sweeteners and increases the inhibition of T1R2 by umami compounds. Lactisole can be used to explore the roles of these receptors in diverse pathways, including glucose-induced insulin secretion in pancreatic β-cells and the secretion of glucagon-like peptides by enteroendocrine L-cells.
[Uses]

Sodium 2-(4-methoxyphenoxy)propanoic acid is a taste modulator that inhibits the perception of sweetness in humans, but not in rats.
[References]

[1] C JOHNSON  D B M  G G Birch. The effect of the sweetness inhibitor 2(-4-methoxyphenoxy)propanoic acid (sodium salt) (Na-PMP) on the taste of bitter-sweet stimuli.[J]. Chemical Senses, 1994, 19 4: 349-358. DOI: 10.1093/chemse/19.4.349
[2] S S SCHIFFMAN. Selective inhibition of sweetness by the sodium salt of +/-2-(4-methoxyphenoxy)propanoic acid.[J]. Chemical Senses, 1999, 24 4: 439-447. DOI: 10.1093/chemse/24.4.439
[3] KUNIHISA HAMANO. Lactisole inhibits the glucose-sensing receptor T1R3 expressed in mouse pancreatic β-cells.[J]. Journal of Endocrinology, 2015, 226 1: 57-66. DOI: 10.1530/joe-15-0102
[4] JAEWON SHIM. Modulation of sweet taste by umami compounds via sweet taste receptor subunit hT1R2.[J]. PLoS ONE, 2015: e0124030. DOI: 10.1371/journal.pone.0124030
[5] YOSHIAKI OHTSU . Diverse signaling systems activated by the sweet taste receptor in human GLP-1-secreting cells[J]. Molecular and Cellular Endocrinology, 2014, 394 1: Pages 70-79. DOI: 10.1016/j.mce.2014.07.004
[6] SHINGO SATO. Dietary lipids and sweeteners regulate glucagon-like peptide-2 secretion.[J]. American journal of physiology. Gastrointestinal and liver physiology, 2013, 304 8: G708-14. DOI: 10.1152/ajpgi.00282.2012
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