41111

Ajmalicine

≥98.0% (HPLC)

• Synonym(s): δ-Yohimbine, Py-Tetrahydroserpentine, Raubasine
• Empirical Formula (Hill Notation): C₂₁H₂₄N₂O₃
• CAS Number: 483-04-5
• Molecular Weight: 352.43
• MDL number: MFCD00042748
• UNSPSC Code: 12352200
• EC Number: 207-589-5
• NACRES: NA.25
• Beilstein/REAXYS Number: 97268

Properties

• assay: ≥98.0% (HPLC)
• optical activity: [α]/D -65±3°, c = 1 in chloroform
• mp: ~258 °C (dec.)
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• storage temp.: 2-8°C
• SMILES string: N21[C@@H](C[C@H]5[C@@H]([C@@H](OC=C5C(=O)OC)C)C2)c3[nH]c4c(c3CC1)cccc4
• InChI: 1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16+,19-/m0/s1
• InChI key: GRTOGORTSDXSFK-XJTZBENFSA-N

Description

Application

Ajmalicine (δ-Yohimbine, Py-Tetrahydroserpentine, Raubasine) is an alkaloid used to study its effects as an antagonist of adrenergic and nicotinic receptors.

Biochem/physiol Actions

Metabolite in the indole alkaloid biosynthesis (serpentine production); found naturally in various plants such as Rauwolfia spp., Catharanthus roseus, and Mitragyna speciosa[1][2]. It shows antimicrobial activity[3], and is used as an anti-hypertensive and sedative.[4]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H300
• pcodes: P264 - P270 - P301 + P310 + P330 - P405 - P501
• Hazard Classifications: Acute Tox. 2 Oral
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable