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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 of STACHYDRINE HYDROCHLORIDE

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
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

Curator's Comment: Stachydrine has been reported to lower blood pressure and depress the central nervous system in laboratory animals

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Palliative
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

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

Patents

Sample Use Guides

Stachydrine was administered intragastrically (8 mg/kg) to Wistar rats after Transverse aortic constriction(TAC).
Route of Administration: Intragastric
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
MI  
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
Created by admin on Fri Dec 15 18:35:26 GMT 2023 , Edited by admin on Fri Dec 15 18:35:26 GMT 2023
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EPA CompTox
DTXSID00961642
Created by admin on Fri Dec 15 18:35:26 GMT 2023 , Edited by admin on Fri Dec 15 18:35:26 GMT 2023
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CAS
4136-37-2
Created by admin on Fri Dec 15 18:35:26 GMT 2023 , Edited by admin on Fri Dec 15 18:35:26 GMT 2023
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MERCK INDEX
m10169
Created by admin on Fri Dec 15 18:35:26 GMT 2023 , Edited by admin on Fri Dec 15 18:35:26 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
223-957-8
Created by admin on Fri Dec 15 18:35:26 GMT 2023 , Edited by admin on Fri Dec 15 18:35:26 GMT 2023
PRIMARY
PUBCHEM
17751044
Created by admin on Fri Dec 15 18:35:26 GMT 2023 , Edited by admin on Fri Dec 15 18:35:26 GMT 2023
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