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52438-09-2

52438-09-2 Structure

52438-09-2 Structure
IdentificationBack Directory
[Name]

S-1-Propenyl-L-cysteine
[CAS]

52438-09-2
[Synonyms]

S-1-Propenyl-L-cysteine
[Molecular Formula]

C6H11NO2S
[MDL Number]

MFCD29919772
[MOL File]

52438-09-2.mol
[Molecular Weight]

161.22
Chemical PropertiesBack Directory
[Boiling point ]

301.1±37.0 °C(Predicted)
[density ]

1.204±0.06 g/cm3(Predicted)
[form ]

Solid
[pka]

2.07±0.10(Predicted)
[color ]

White to off-white
Hazard InformationBack Directory
[Uses]

S-1-Propenyl-L-cysteine is a stereoisomer of S-allyl-l-cysteine, extracted from garlic, with immunomodulatory effects and reduces blood pressure in a hypertensive animal model[1]. S-1-Propenyl-L-cysteine exhibits antioxidative efficacy through a NO-dependent BACH1 signaling pathway[2]. S-1-Propenyl-L-cysteine is orally active.
[in vivo]

S-1-Propenyl-L-cysteine (6.5 mg/kg, p.o.) reduces systolic blood pressure (SBP), alters histidine metabolism and exerts the antihypertensive effect via the central histamine H3 receptor in spontaneously hypertensive rats[3].

Animal Model:spontaneously hypertensive rats (SHR) [3]
Dosage:6.5? mg/kg
Administration:p.o., single dosage
Result:Reduced blood pressure and produced a change in metabolites.
Increased histidine levels after 1.5-3 h after administration.
[References]

[1] Kodera Y, et al. Chemical and Biological Properties of S-1-Propenyl-l-Cysteine in Aged Garlic Extract. Molecules. 2017 Mar 31;22(4). DOI:10.3390/molecules22040570
[2] Tsuneyoshi T, et al., S-1-Propenylcysteine augments BACH1 degradation and heme oxygenase 1 expression in a nitric oxide-dependent manner in endothelial cells. Nitric Oxide. 2019 Mar 1;84:22-29. DOI:10.1016/j.niox.2019.01.003
[3] Matsutomo T, et al., Metabolomic study reveals the acute hypotensive effect of S-1-propenylcysteine accompanied by alteration of the plasma histidine level in spontaneously hypertensive rats. J Pharm Biomed Anal. 2019 May 10;168:148-154. DOI:10.1016/j.jpba.2019.01.043
[4] Suzuki JI, et al., Anti-inflammatory action of cysteine derivative S-1-propenylcysteine by inducing MyD88 degradation. Sci Rep. 2018 Sep 20;8(1):14148. DOI:10.1038/s41598-018-32431-0
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