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About This Item
Empirical Formula (Hill Notation):
C21H24N2O3
CAS Number:
Molecular Weight:
352.43
MDL number:
UNSPSC Code:
12352200
EC Number:
207-589-5
NACRES:
NA.25
Beilstein/REAXYS Number:
97268
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
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. It shows antimicrobial activity, and is used as an anti-hypertensive and sedative.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
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signalword
Danger
hcodes
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
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Catharanthus alkaloids and their enhanced production using elicitors: a review.
Gautam, S., et al.
International Journal of Pharmacy and Technology, 3, 713-724 (2011)
Trends for diverse production strategies of plant medicinal alkaloids.
Liuqing Yang et al.
Natural product reports, 27(10), 1469-1479 (2010-08-24)
J Roquebert
Archives internationales de pharmacodynamie et de therapie, 282(2), 252-261 (1986-08-01)
The selectivity of raubasine and its two isomers tetrahydroalstonine (THA) and akuammigine (AKU) for alpha 1- and alpha 2-adrenoceptors has been investigated in pithed normotensive rats. alpha 1-Adrenoceptor blockade was measured by inhibition of the pressor response to (-)-phenylephrine. alpha
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 41111-10MG | 04061832071893 |
| 41111-50MG | 04061832071909 |
