
CAS Number471-87-4
Synonymsproline betaine; stachydrine; N,N-Dimethyl-L-proline; Stachydrine hydrochloride; Methyl hygrate betaine; L-Proline betaine; (S)-2-Carboxy-1,1-dimethylpyrrolidinium Hydroxide Inner Salt; 1-Methylproline methylbetaine; Cadabine; methyl hygrate βine; Hygric Acid Methylbetaine; (2S)-1,1-Dimethyl-2-pyrrolidiniumcarboxylate; 1,1-dimethylpyrrolidinium-2-carboxylate; (S)-1,1-Dimethylpyrrolidin-1-ium-2-carboxylate; (2S)-1,1-Dimethylpyrrolidinium-2-carboxylate
Molecular FormulaC7H13NO2
Molecular Weight143.19
Purity98.00%
Density1.1095 (rough estimate)
Boiling Point261.28°C (rough estimate)
Melting Point235°C
Appearancewhite powder
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 471-87-4 |
| Catalog No. | 2A-9022094 |
| Chinese Name | 水苏碱 |
| Synonyms | proline betaine; stachydrine; N,N-Dimethyl-L-proline; Stachydrine hydrochloride; Methyl hygrate betaine; L-Proline betaine; (S)-2-Carboxy-1,1-dimethylpyrrolidinium Hydroxide Inner Salt; 1-Methylproline methylbetaine; Cadabine; methyl hygrate βine; Hygric Acid Methylbetaine; (2S)-1,1-Dimethyl-2-pyrrolidiniumcarboxylate; 1,1-dimethylpyrrolidinium-2-carboxylate; (S)-1,1-Dimethylpyrrolidin-1-ium-2-carboxylate; (2S)-1,1-Dimethylpyrrolidinium-2-carboxylate |
| Molecular Formula | C7H13NO2 |
| Molecular Weight | 143.19 |
| Purity | 98.00 |
| Density | 1.1095 (rough estimate) |
| Boiling Point | 261.28°C (rough estimate) |
| Melting Point | 235°C |
| Appearance | white powder |
| Storage Condition | -20°C |
| Application | Stacidine is the main component of the Chinese herb Motherwort and is used to promote blood circulation and eliminate blood stasis. Stachydrine inhibits the NF-κB signaling pathway. |
| HTC | 29214980 |
| MDL Number | C7H13NO2 |
| SMILES | C[N+]1(C)CCCC1C(=O)[O-] |
| InChI | InChI=1S/C7H13NO2/c1-8(2)5-3-4-6(8)7(9)10/h6H,3-5H2,1-2H3/t6-/m0/s1 |
| InChI Key | CMUNUTVVOOHQPW-LURJTMIESA-N |
| MSDS | msds/22094_1_471_87_4.pdf |
| Use of | Stachydrine is a major constituent of Chinese herb leonurus heterophyllus sweet used to promote blood circulation and dispel blood stasis. Stachydrine can inhibit the NF-κB signal pathway. Properties Name L-proline betaine Synonym More Synonyms Stachydrine Biological Activity Description Stachydrine is a major constituent of Chinese herb leonurus heterophyllus sweet used to promote blood circulation and dispel blood stasis. Stachydrine can inhibit the NF-κB signal pathway. Related Catalog Research Areas >> Cardiovascular Disease Natural Products >> Others Human Endogenous Metabolite In Vitro Stachydrine can inhibit the NF-κB signal pathway, and this may be related to the mechanism of anti-hypertrophic. Intervention of stachydrine significantly suppresses the level of p-IκB protein in the cytosol and NF-κB protein in the nucleus [1]. Tissue factor mRNA is decreased in stachydrine-treated human umbilical vein endothelial cells. Stachydrine attenuates the decline of human umbilical vein endothelial cells viability and the increase of LDH activity induced by anoxia-reoxygenation[2]. A dose dependent decrease in expression of mRNA, and protein levels are observed in stachydrine-treated human prostate cancer cells (PC-3 and LNcaP)[3]. In Vivo Stachydrine attenuates norepinephrine-induced cardiomyocyte hypertrophy and has potential protective effects against β-adrenergic receptor induced Ca2+ mishandling[4]. Stachydrine treatment reduces the expressions of PERK, CHOP, and caspase-3 in the endoplasmic reticulum stress-related apoptosis pathway[5]. Animal Admin Rats: Ventricular myocytes from 1-day-old Wistar rats are isolated and cultured in DMEM/F12 with 1 μM norepinephrine in the presence or absence of 10 μM stachydrine for 72 h. Cardiomyocytes hypertrophy is evaluated by cell surface area, total protein/DNA content, β/α-MHC mRNA ratio. While calcium handling function is evaluated by Ca2+-transient amplitude and decay, SERCA2a activity and expression, PLN expression and phosphorylation. β1-adrenergic receptor system activation is evaluated by the content of cAMP and the activation of PKA[5]. References [1]. Guo W, et al. Effect of Leonurus stachydrine on myocardial cell hypertrophy. Zhong Yao Cai. 2012 Jun;35(6):940-3. [2]. Yin J, et al. Stachydrine, a major constituent of the Chinese herb leonurus heterophyllus sweet, ameliorates human umbilical vein endothelial cells injury induced by anoxia-reoxygenation. Am J Chin Med. 2010;38(1):157-71. [3]. Rathee P, et al. In vitro anticancer activity of stachydrine isolated from Capparis decidua on prostate cancer cell lines. Nat Prod Res. 2012;26(18):1737-40. [4]. Zhang C, et al. Effects of stachydrine on norepinephrine-induced neonatal rat cardiac myocytes hypertrophy and intracellular calcium transients. BMC Complement Altern Med. 2014 Dec 8;14:474. [5]. Zhang C, et al. Effect of stachydrine on endoplasmic reticulum stress-induced apoptosis in rat kidney after unilateral ureteral obstruction. J Asian Nat Prod Res. 2013;15(4):373-81. Chemical & Physical Properties Molecular Formula C7H13NO2 PSA 37.30000 LogP -2.97 Index of Refraction 1.4150 (estimate) InChIKey CMUNUTVVOOHQPW-LURJTMIESA-N Safety Information HS Code 29214980 Precursor & DownStream Precursor 3 CAS#:147-85-3 CAS#:74-88-4 methyl iodide CAS#:475-11-6 H-N-Me-Pro-OH DownStream 1 CAS#:475-11-6 H-N-Me-Pro-OH |
| Transport Info | Product Name: Stachyrine |
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| Glycocholic acid | 475-31-0 | 2A-9022105 |
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