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41111

Ajmalicine

≥98.0% (HPLC)

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
MDL number:
MFCD00042748
UNSPSC Code:
12352200
EC Number:
207-589-5
NACRES:
NA.25
Beilstein/REAXYS Number:
97268
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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[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.

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This Item
PHL8246374218714291
Ajmalicine ≥98.0% (HPLC)

Sigma-Aldrich

41111

Ajmalicine

Ajmalicine phyproof® Reference Substance

PHL82463

Ajmalicine

H-Lys(Alloc)-OH ≥99.0%

Sigma-Aldrich

74218

H-Lys(Alloc)-OH

(S)-5-Azido-2-(Fmoc-amino)pentanoic acid ≥97.0% (HPLC)

Sigma-Aldrich

714291

(S)-5-Azido-2-(Fmoc-amino)pentanoic acid

assay

≥98.0% (HPLC)

assay

≥98.0% (HPLC)

assay

≥99.0%

assay

≥97.0% (HPLC)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

food and beverages

application(s)

peptide synthesis

application(s)

peptide synthesis

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

2-8°C

optical activity

[α]/D -65±3°, c = 1 in chloroform

optical activity

-

optical activity

[α]20/D +18.5±1°, c = 1% in 1 M HCl

optical activity

[α]/D 3.5±0.3°, c = 1 in ethyl acetate

mp

~258 °C (dec.)

mp

~258 °C (dec.)

mp

-

mp

-

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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

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