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Stachydrine is an amino-acid betaine that is trans-4-hydroxy-D-proline zwitterion in which both of the hydrogens attached to the nitrogen have been replaced by methyl groups. It is found in the fruit of Capparis torrnentosa, Citrus grandis, and Stachys tubi/era Naudin. Stachydrine typically crystallizes as the monohydrate with a melting point of 116-118°C and a specific rotation of [α]D-40.25° (c 4.0, H2O). It is soluble in ethanol (EtOH) and water (H2O), but insoluble in chloroform (CHCl3) and ethyl acetate (Et2O). The free base is unstable in air and decomposes rapidly. Various salts of Stachydrine, such as hydrochloride, aurichloride, platinichloride, oxalate, and picrate, have been synthesized with different melting points and properties.

515-24-2

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515-24-2 Usage

Uses

Used in Pharmaceutical Industry:
Stachydrine is used as a pharmaceutical compound for its potential therapeutic applications. It has been traditionally used in traditional medicine for various purposes, and its chemical structure suggests that it may have bioactive properties that can be harnessed for the development of new drugs.
Used in Chemical Research:
Stachydrine is used as a research compound in the field of chemistry, particularly in the study of amino-acid betaines and their derivatives. Its unique structure and properties make it an interesting subject for chemical investigations and potential applications in the synthesis of new compounds.
Used in Analytical Chemistry:
Stachydrine can be used as a reference compound in analytical chemistry for the development and validation of analytical methods, such as high-performance liquid chromatography (HPLC) or mass spectrometry (MS), for the detection and quantification of similar compounds in various samples.
Used in Material Science:
The various salts of Stachydrine, with their different melting points and properties, can be used in material science research to study their physical and chemical properties and explore potential applications in the development of new materials with specific characteristics.

References

Schultz, Trier., Z. physiol. Chern., 67, 59 (1910) Steenbock., J. Bioi. Chern., 35, 1 (1918) Kuhn, Brydowna., Ber., 70, 1333 (1937) Henry, King.,J. Chern. Soc., 2866 (1950) Cornforth, Henry., ibid, 601 (1952) Paudler, Wagner., Chern. & Ind., 1693 (1963)

Check Digit Verification of cas no

The CAS Registry Mumber 515-24-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,1 and 5 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 515-24:
(5*5)+(4*1)+(3*5)+(2*2)+(1*4)=52
52 % 10 = 2
So 515-24-2 is a valid CAS Registry Number.
InChI:InChI=1/C7H13NO3/c1-8(2)4-5(9)3-6(8)7(10)11/h5-6,9H,3-4H2,1-2H3/t5-,6-/m1/s1

515-24-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name cis-4-hydroxy-D-proline betaine

1.2 Other means of identification

Product number -
Other names (2R,4R)-4-Hydroxy-1,1-dimethyl-2-pyrrolidiniumcarboxylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:515-24-2 SDS

515-24-2Downstream Products

515-24-2Relevant academic research and scientific papers

Characterization of amino acid-derived betaines by electrospray ionization tandem mass spectrometry

Naresh Chary,Dinesh Kumar, Ch.,Vairamani,Prabhakar

experimental part, p. 79 - 88 (2012/05/04)

Betaines belong to the naturally occurring osmoprotectants or compatible solutes present in a variety of plants, animals and microorganisms. In recent years, metabolomic techniques have been emerging as a fundamental tool for biologists because the constellation of these molecules and their relative proportions provide with information about the actual biochemical condition of a biological system. Therefore, identification and characterization of biologically important betaines are crucial, especially for metabolomic studies. Most of the natural betaines are derived from amino acids and related homologues. Although, theoretically, all the amino acids can be converted to corresponding betaines by simple methylation of the amine group, only a few of the amino acid-derived betaines were fully characterized in the literature. Here, we report a combined electrospray ionization tandem and high-resolution mass spectrometry study of all the betaines derived from amino acids, including the isomeric betaines. The decomposition pathway of protonated, sodiated and potassiated molecule ions that enable unambiguous characterization of the betaines including the isomeric betaines and overlapping ionic species of different betaines is distinctive. Copyright

Damipipecolin and damituricin, novel bioactive bromopyrrole alkaloids from the Mediterranean sponge Axinella damicornis

Aiello, Anna,Fattorusso, Ernesto,Giordano, Antonella,Menna, Marialuisa,Mueller, Werner E.G.,Perovic-Ottstadt, Sanja,Schroeder, Heinz C.

, p. 5877 - 5887 (2008/03/27)

Two new bromopyrrole alkaloids, damipipecolin (1) and damituricin (2), have been isolated from the Mediterranean sponge Axinella damicornis, and their structures established through spectroscopic methods. Compounds 1 and 2 extend the structural variety of

ISOLATION, STRUCTURE DETERMINATION, SYNTHESIS AND BIOACTIVITY OF DAMIPIPECOLIN AND DAMITURICIN

-

Page/Page column 7, (2010/11/28)

Two new bromopyrrole alkaloids, compounds (1) and (2), have been isolated from the Mediterranean sponge Axinella damicυrnis, and their structure established through spectroscopic methods. Compounds (1) and (2 )display a modulating effect of the serotonin

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