STACHYDRINE HYDROCHLORIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C7H14NO2.Cl
Molecular Weight	179.645
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Cl-].C[N+]1(C)CCC[C@H]1C(O)=O

InChI

InChIKey=DUNMULOWUUIQIL-RGMNGODLSA-N

InChI=1S/C7H13NO2.ClH/c1-8(2)5-3-4-6(8)7(9)10;/h6H,3-5H2,1-2H3;1H/t6-;/m0./s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28979698 | https://www.ncbi.nlm.nih.gov/pubmed/28469788 | https://www.ncbi.nlm.nih.gov/pubmed/21988653

Stachydrine, a pyrrolidine betaine, was first isolated from seed husk and the pulp of the fruit of C. Leonurus, and many other Asian plants and fruits. Stachydrine is an anti-metastatic agent. Stachydrine hydrochloride induces apoptosis in MCF-7 and T47D cells and exerts inhibitory effects on proliferation by concurrently suppressing Akt and ERK survival signals, suggesting its potential efficiency in treatment of breast cancer. Stachydrine (Sta) has also been reported to possess numerous cardioprotective effects. It ameliorated pressure overload-induced diastolic heart failure by suppressing myocardial fibrosis.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cytochrome b-245 heavy chain 5 Target ID: CHEMBL1287627 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28494450	Inhibitor 8297
NF-kappa B signaling pathway 84 Target ID: map04064 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28499193	Inhibitor 8297
NF-kappa B signaling pathway 84 Target ID: map04064 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28499193	Inhibitor 8297
Cytochrome b-245 heavy chain 5 Target ID: CHEMBL1287627 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28494450	Inhibitor 8297

Conditions

Condition	Modality	Highest Phase	Product
Uterine bleeding 4 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23178269	Primary	Preclinical	Unknown Approved Use Unknown
Asthma 241 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19363516	Palliative	Preclinical	Unknown Approved Use Unknown
Cardiac hypertrophy 7 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28494450	Primary	Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Osmoregulation in Klebsiella pneumoniae: enhancement of anaerobic growth and nitrogen fixation under stress by proline betaine, gamma-butyrobetaine, and other related compounds.	1984 Mar	6372974
Isolation of glycine betaine and proline betaine from human urine. Assessment of their role as osmoprotective agents for bacteria and the kidney.	1987 Mar	3546377
Glycine betaine and proline betaine in human blood and urine.	1994 Aug 18	8068711

Patents

Sample Use Guides

In Vivo Use Guide

Stachydrine was administered intragastrically (8 mg/kg) to Wistar rats after Transverse aortic constriction(TAC).

Route of Administration: Intragastric

In Vitro Use Guide

The effect of Stachydrine hydrochloride on the proliferation of MCF-7 and T47D cells when incubated with different concentrations of Stachydrine hydrochloride (0 uM, 50 uM, 200 uM, 500 uM and 1000 uM) was evaluated using the CCK-8 assay. The results showed that treatment with Stachydrine hydrochloride noticeably inhibited MCF-7 and T47D cell proliferation in dose- and time-dependent manner. IC50 of Stachydrine hydrochloride for MCF-7 and T47D is about 500 uM.

Name

Type

Language

STACHYDRINE HYDROCHLORIDE

Common Name

English

CADABINE HYDROCHLORIDE

Common Name

English

STACHYDRINE HYDROCHLORIDE [MI]

Common Name

English

PYRROLIDINIUM, 2-CARBOXY-1,1-DIMETHYL-, CHLORIDE (1:1), (2S)-

Common Name

English

Code System Code Type Description

FDA UNII

19Z024IC5E