Stachydrine

Stachydrine
Names
	IUPAC name (2S)-1,1-Dimethylpyrrolidin-1-ium-2-carboxylate
	Other names Proline betaine;
Identifiers
CAS Number	L: 471-87-4 ; D/L: 32039-73-9 ;
3D model (JSmol)	L: Interactive image; D: Interactive image;
Beilstein Reference	3542403
ChEBI	L: CHEBI:35280 ; D/L: CHEBI:181246 ; D: CHEBI:134398 ;
ChEMBL	L: ChEMBL1456892 ; D/L: ChEMBL1986864 ; D: ChEMBL3559614 ;
ChemSpider	L: 103115 ;
DrugBank	L: DB04284 ;
EC Number	L: 207-445-1;
KEGG	L: C10172 ; D: C21514;
PubChem CID	L: 115244; D/L: 554; D: 7016562;
UNII	L: S1L688345C ;
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 Key: CMUNUTVVOOHQPW-LURJTMIESA-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

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]

References

^ Cheng, Fang; Zhou, Yanxi; Wang, Miao; Guo, Chuanjie; Cao, Zhixing; Zhang, Ruoqi; Peng, Cheng (2020). "A review of pharmacological and pharmacokinetic properties of stachydrine". Pharmacological Research. 155: 104755. doi:10.1016/j.phrs.2020.104755. PMID 32173585. S2CID 212730377.
^ He, Zekun; Li, Peng; Liu, Pan; Xu, Ping (2024-08-06). "Exploring stachydrine: from natural occurrence to biological activities and metabolic pathways". Frontiers in Plant Science. 15. doi:10.3389/fpls.2024.1442879. ISSN 1664-462X. PMC 11337228. PMID 39170783.
^ Heinzmann, Silke S; Brown, Ian J; Chan, Queenie; Bictash, Magda; Dumas, Marc-Emmanuel; Kochhar, Sunil; Stamler, Jeremiah; Holmes, Elaine; Elliott, Paul; Nicholson, Jeremy K (2010). "Metabolic profiling strategy for discovery of nutritional biomarkers: proline betaine as a marker of citrus consumption123". The American Journal of Clinical Nutrition. 92 (2): 436–443. doi:10.3945/ajcn.2010.29672. ISSN 0002-9165. PMC 2904656. PMID 20573794. S2CID 25176124.

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