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Merck
CN

446475

Ajmalicine

97%

Synonym(s):

δ-Yohimbine, Py-Tetrahydroserpentine, Raubasine

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About This Item

Empirical Formula (Hill Notation):
C21H24N2O3
CAS Number:
483-04-5
Molecular Weight:
352.43
PubChem Substance ID:
329756528
UNSPSC Code:
12352100
EC Number:
207-589-5
Beilstein/REAXYS Number:
97268

Key Documents

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InChI key

GRTOGORTSDXSFK-QKEZJILASA-N

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

assay

97%

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Biochem/physiol Actions

α1 adrenoceptor antagonist.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

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

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
07112JN

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C Abdul Jaleel et al.
Colloids and surfaces. B, Biointerfaces, 60(2), 195-200 (2007-07-24)
Changes in antioxidant potentials and indole alkaloid, ajmalicine, production were studied in Catharanthus roseus (L.) G. Don. plants under treatment with gibberellic acid (GA(3)). The GA(3) treatments were given in two ways, foliar spray and soil drenching methods on 30
L Almagro et al.
Biotechnology letters, 33(2), 381-385 (2010-10-19)
The joint use of cyclodextrins and methyljasmonate, when accompanied by a short exposure to UV, enhanced extracellular ajmalicine accumulation to 1040 ± 26.6 mg/l in suspension cultured cells of Catharanthus roseus. The success of this strategy is due to the
Carolyn W T Lee-Parsons et al.
Plant cell reports, 24(11), 677-682 (2005-08-12)
Cytosolic Ca(2+) and jasmonate mediate signals that induce defense responses in plants. In this study, the interaction between Ca(2+) and methyl jasmonate (MJ) in modulating defense responses was investigated by monitoring ajmalicine production in Catharanthus roseus suspension cultures. C. roseus
Barbora Pomahacová et al.
Journal of plant physiology, 166(13), 1405-1412 (2009-05-01)
The biosynthetic pathway of monoterpenoid indole alkaloids in Catharanthus roseus is located throughout various membranes at both the cellular and intercellular levels. ATP-binding cassette (ABC) transporters are known to export vincristine and vinblastine from human cancer cells. It has recently
Aniça Amini et al.
Planta medica, 75(2), 187-191 (2008-12-20)
In periwinkle cell suspensions, amounts of gibberellic acid ranging from 10 ( - 10) M to 10 ( - 7) M significantly antagonized, in a dose-dependant manner, the stimulation of ajmalicine biosynthesis by cytokinins (CKs). This inhibitory effect was strictly
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