Stachydrine - Moligand™, ≥98% , CAS No.471-87-4

CAS: 471-87-4 Cat. No.: S413066 Formula: C7H13NO2 Peso molecolare: 143.18 PubChem CID: 115244
Disponibile su ordine
GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98%
Synonyms
L-stachydrine | (S)-1,1-Dimethylpyrrolidin-1-ium-2-carboxylate | stachydrine | AS-66917 | STACHYDRINE [MI] | AKOS015856042 | HY-N0298 | (S)-2-Carboxylato-1,1-dimethylpyrrolidinium | MFCD09837899 | (2S)-1,1-dimethylpyrrolidinium-2-carboxylate | methyl hygr
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
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Size
Germania (EU)
USA*
Price
Qty
25mg
S413066-25mg
—
2 Disponibile
20,74€
100mg
S413066-100mg
—
1 Disponibile
63,26€
250mg
S413066-250mg
—
2 Disponibile
107,51€
Enter a quantity for the sizes you want to add.
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Why this grade

Moligand™, ≥98% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 3 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Panoramica

Information

Stachydrine Stachydrine (Proline betaine, L-stachydrine, Methyl hygrate betaine) is a quaternary ammonium derivative of proline that occurs widely in Medicago species. It is an osmoprotective compound found in urine. 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.


Targets

NF-κB


In vitro

Stachydrine inhibits cell proliferation and induces primary apoptosis and ROS production in T47D and MCF-7 cells in time- and dose-dependent manner. Its treatment induces caspase-3 activation and decreases the expression of the anti-apoptotic protein Bcl-2. Stachydrine simultaneously inhibits the phosphorylation of Akt and ERK proteins. Stachydrine ameliorates the detrimental effect of high-glucose on EC (endothelial cells) and that its beneficial effect occurs through the modulation of cell senescence signaling and SIRT1 expression. Stachydrine inhibits AngII-induced excessive autophagy within H9c2 cells. Stachydrine blocks the over phosphorylation of the p47phox subunit, decreases the translocation of p47phox and p67phox to the membrane, inhibits the activity of NOX2, and reduces the generation of ROS.


In vivo

Stachydrine ameliorates transverse aortic constriction (TAC)-induced cardiac hypertrophy, dysfunction and excessive autophagy in vivo. It shows significantly pharmacological properties including low toxicity, anti-inflammatory activities by improving the cellular membrane permeability, decreasing the levels of inflammatory factors and reducing the lipid peroxidation, and anti-oxidant activities by reducing plasma LDH activity and MDA levels, and protection against myocardial ischemia reperfusion injury in rats. The mean pharmacokinetic parameters of stachydrine after oral administration of Herba Leonuri extract: Tmax=0.75 h, t1/2z=1.64 h.


Cell Research(from reference)

Cell lines:Endothelial cells 

Concentrations:0.1 mM 

Incubation Time:72 h 

Specifications

Sinonimi
L-stachydrine | (S)-1,1-Dimethylpyrrolidin-1-ium-2-carboxylate | stachydrine | AS-66917 | STACHYDRINE [MI] | AKOS015856042 | HY-N0298 | (S)-2-Carboxylato-1,1-dimethylpyrrolidinium | MFCD09837899 | (2S)-1,1-dimethylpyrrolidinium-2-carboxylate | methyl hygr
Specifiche e purezza
Moligand™, ≥98%
Meccanismi biochimici e fisiologici
Stachydrine (Proline betaine, L-stachydrine, Methyl hygrate betaine) is a quaternary ammonium derivative of proline that occurs widely in Medicago species. It is an osmoprotective compound found in urine. Stachydrine is a major constituent of Chinese herb
Condizioni di conservazione di stoccaggio
Store at -20°C
Spedito in
Ice chest + Ice pads
Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.
Grado
Moligand™
Purezza
≥98%
Proprietà del prodotto
ALogP-2.431
Legame rotabile1
Nomi e identificatori
Pubchem Sid504756744
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504756744
Sorrisi canoniciC[N+]1(CCCC1C(=O)[O-])C
IUPAC Name(2S)-1,1-dimethylpyrrolidin-1-ium-2-carboxylate
InChIKeyCMUNUTVVOOHQPW-LURJTMIESA-N
INCHI1S/C7H13NO2/c1-8(2)5-3-4-6(8)7(9)10/h6H,3-5H2,1-2H3/t6-/m0/s1
Isomeri SMILES C[N+]1(CCC[C@H]1C(=O)[O-])C
PubChem CID 115244
Peso molecolare 143.18

Documentazione

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
ClasseCarboxylic acids and derivatives
SubclassAmino acids, peptides, and analogues
Intermediate Tree Nodes Amino acids and derivatives - Alpha amino acids and derivatives
Direct ParentProline and derivatives
Alternative Parents L-alpha-amino acids  Pyrrolidine carboxylic acids  N-alkylpyrrolidines  Tetraalkylammonium salts  Carboxylic acid salts  Monocarboxylic acids and derivatives  Carboxylic acids  Azacyclic compounds  Organopnictogen compounds  Organic salts  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  Amines  
Molecular FrameworkAliphatic heteromonocyclic compounds
Substituents Proline or derivatives - Alpha-amino acid - L-alpha-amino acid - Pyrrolidine carboxylic acid - Pyrrolidine carboxylic acid or derivatives - N-alkylpyrrolidine - Tetraalkylammonium salt - Pyrrolidine - Quaternary ammonium salt - Carboxylic acid salt - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organic oxygen compound - Hydrocarbon derivative - Amine - Carbonyl group - Organic salt - Aliphatic heteromonocyclic compound
DescrizioneThis compound belongs to the class of organic compounds known as proline and derivatives. These are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
External Descriptors Pyrrolidine alkaloids
Struttura 3D
Modello di struttura chimica interattiva





Obiettivi associati (umani)
TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Obiettivi associati (non umani)
GCN5 Histone acetyltransferase GCN5 (89 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Meccanismi d'azione
Certificati (CoA, COO, BSE/TSE e tabella di analisi)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

11 results found

Lot NumberCertificate TypeDataOggetto
C23081533Certificate of AnalysisDec 10, 2025 S413066
C23081539Certificate of AnalysisDec 10, 2025 S413066
F2516511Certificate of AnalysisJun 06, 2025 S413066
F2516512Certificate of AnalysisJun 06, 2025 S413066
F2516513Certificate of AnalysisJun 06, 2025 S413066
F2516514Certificate of AnalysisJun 06, 2025 S413066
H2614070Certificate of AnalysisJun 06, 2025 S413066
I2610173Certificate of AnalysisJun 06, 2025 S413066
C23081531Certificate of AnalysisNov 28, 2022 S413066
D2426062Certificate of AnalysisNov 28, 2022 S413066
G2402059Certificate of AnalysisNov 28, 2022 S413066

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Proprietà chimiche e fisiche
SolubilitàSolubility (25°C) In vitro DMSO: 29 mg/mL (202.54 mM); Water: 29 mg/mL (202.54 mM); Ethanol: 15 mg/mL (104.76 mM);
DMSO (mg/mL) Solubilità massima28
DMSO (mM) Solubilità massima195.5580388
Peso molecolare143.180 g/mol
XLogP31.000
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass143.095 Da
Monoisotopic Mass143.095 Da
Topological Polar Surface Area40.100 Ų
Heavy Atom Count10
Formal Charge0
Complexity148.000
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
Riferimenti
1. Ya-Hui Shao, Li-Zhong Guo, Yu-Qing Zhang, Hao Yu, Bai-Suo Zhao, Hai-Qiang Pang, Wei-Dong Lu.  (2018)  Glycine Betaine Monooxygenase, an Unusual Rieske-Type Oxygenase System, Catalyzes the Oxidative N-Demethylation of Glycine Betaine in Chromohalobacter salexigens DSM 3043.  APPLIED AND ENVIRONMENTAL MICROBIOLOGY,  84  (13):   [PMID:29703733] [10.1128/AEM.00377-18]
2. Yiming Zhang, Shengying Zhu, Yueming Gu, Yanjing Feng, Bo Gao.  (2024)  Network Pharmacology Combined with Experimental Validation to Investigate the Mechanism of the Anti-Hyperuricemia Action of Portulaca oleracea Extract.  Nutrients,  16  (20): (3549).  [PMID:39458543] [10.3390/nu16203549]
3. Xue Han, Xue Sun, Zihang Shi, Xiankang Fan, Yangyang Hu, Chen Chen, Qiang Xia, Yangying Sun, Daodong Pan.  (2025)  Study on the inhibitory effects and mechanisms of four polyphenolic compounds from perilla extract on advanced glycation end products (AGEs).  Food Chemistry-X,      [PMID:40809714] [10.1016/j.fochx.2025.102857]
Calcolatori di soluzioni
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