Betonicine

• CAT Number: T000050
• CAS Number: 515-25-3
• Molecular Formula: C7H13NO3
• Molecular Weight: 159.185
• Purity: ≥95%
• Solubility: Water, hot alcohol
• Storage: Stable in dry state, store at +4°C, in dark place. Solution for use in vitro: 10-7 M-10-5 M; dose for one experiment in vivo: 2-7 mg/kg (i.v.).
• IUPAC Name: (2S,4R)-4-hydroxy-1,1-dimethylpyrrolidin-1-ium-2-carboxylate
• InChI: InChI=1S/C7H13NO3/c1-8(2)4-5(9)3-6(8)7(10)11/h5-6,9H,3-4H2,1-2H3/t5-,6+/m1/s1
• InChIKey: MUNWAHDYFVYIKH-RITPCOANSA-N
• SMILES: C[N+]1(CC(CC1C(=O)[O-])O)C

Betonicine(cas 515-25-3​) is ​Alkaloid, extracted from Achillea millefolium (Compositae Fam.)
It has hemostatic property. It is an inhibitor of bacterial signaling molecules (quorum-sensing inhibitor), which allows the transmission of resistance between bacteria. It is also an adjuvant to anti-infective treatments. It possesses anti-inflammatory activity.

Reference

– Hai Liu, Kyong Koh, Jung Kim, Youngwan Seo, Sunghoon Park. The Effects of Betonicine, Floridoside, and Isethionic Acid from the Red Alga Ahnfeltiopsis flabelliformis on Quorum-Sensing ActivitY. Biotechnology and Bioprocess Engineering 2008, 13: 458-463

– F. M. Miller, Lee Ming Chow. Alkaloids of Achillea millefolium L. Isolation and Characterization of Achilleine. J. Am. Chem. Soc., 1954, 76 (5), pp 1353-1354

– The Alkaloids: Chemistry and Physiology, Volume 4 Par R. H. Manske, 1959