Stachydrine

Stachydrine, also known as proline betaine, is a naturally occurring alkaloid found in citrus, caper, chestnuts, alfalfa, Leonurus japonicus, Maclura tricuspidata, Stachys arvensis and Arisaema heterophyllum. It has been studied for its potential health benefits.^[1][2][3] Neonatology researchers from the Masonic Institute for the Developing Brain at the University of Minnesota demonstrated that both stachydrine and the related molecule, homostachydrine, displayed lowered CSF and blood levels in Rhesus Macaques with early-life iron deficiency providing a possible diagnostic biomarker in humans.^[4][5]

Stachydrine

Structural formula of stachydrine
Names
IUPAC name (2S)-1,1-Dimethylpyrrolidin-1-ium-2-carboxylate
Other names Proline betaine
Identifiers
CAS Number	L: 471-87-4 N D/L: 32039-73-9 N
3D model (JSmol)	L: Interactive image D: Interactive image
Beilstein Reference	3542403
ChEBI	L: CHEBI:35280 N D/L: CHEBI:181246 N D: CHEBI:134398 N
ChEMBL	L: ChEMBL1456892 N D/L: ChEMBL1986864 N D: ChEMBL3559614 N
ChemSpider	L: 103115 N
DrugBank	L: DB04284 N
EC Number	L: 207-445-1
KEGG	L: C10172 N D: C21514
PubChem CID	L: 115244 D/L: 554 D: 7016562
UNII	L: S1L688345C N
CompTox Dashboard (EPA)	L: DTXSID50274274
InChI InChI=1S/C7H13NO2/c1-8(2)5-3-4-6(8)7(9)10/h6H,3-5H2,1-2H3/t6-/m0/s1 N Key: CMUNUTVVOOHQPW-LURJTMIESA-N N D/L: Key: CMUNUTVVOOHQPW-UHFFFAOYSA-N D: Key: CMUNUTVVOOHQPW-ZCFIWIBFSA-N
SMILES L: C[N+]1(C)CCC[C@H]1C([O-])=O D: C(=O)([O-])[C@@H]1[N+](CCC1)(C)C
Properties
Chemical formula	C7H13NO2
Molar mass	143.186 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references