Stachydrine - 10mM in DMSO , CAS No.471-87-4

CAS: 471-87-4 Cat. No.: S424110 分子式: C7H13NO2 分子量: 143.18 PubChem CID: 115244
注文可能
GRADE & PURITY 10mM in DMSO
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 -80°C
Shipped In
Dry ice packs + Cold packs
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Size
USA
ドイツ (EU)*
Price
Qty
1ml
S424110-1ml
受注生産 · 8~12週間
$35.90
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Why this grade

10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs 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.

概要

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

同義語
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
仕様と純度
10mM in DMSO
生化学的・生理学的メカニズム
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
保管条件
Store at -80°C
入荷
Dry ice packs + Cold packs
この製品は冷冷この冷このこの製品の運送が必要です。地上およびその他の経済サービスは利用できません。
製品の性質
ALogP
-2.431
回転可能な結合
1
名前と識別子
パブケム・シド
カノニカル・スマイル
C[N+]1(CCCC1C(=O)[O-])C
IUPAC Name
(2S)-1,1-dimethylpyrrolidin-1-ium-2-carboxylate
InChIKey
CMUNUTVVOOHQPW-LURJTMIESA-N
INCHI
1S/C7H13NO2/c1-8(2)5-3-4-6(8)7(9)10/h6H,3-5H2,1-2H3/t6-/m0/s1
異性体SMILES
C[N+]1(CCC[C@H]1C(=O)[O-])C
PubChem CID
115244
分子量
143.18

Documentation

📋 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
分類Carboxylic 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
説明This 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
3 D構造
インタラクティブ化学構造モデル





関連ターゲット(人間)
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
関連ターゲット(非人間)
GCN5 Histone acetyltransferase GCN5 (89 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
作用メカニズム
証明書(CoA、COO、BSE/TSEと分析図)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
化学的性質と物理的性質
DMSO(mg / mL) 最大溶解度28
DMSO(mM) 最大溶解度195.5580388
分子量143.180 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
ソリューション計算機
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