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37024

Monocrotaline

analytical standard

Synonym(s):

Crotaline, Monocrotaline

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About This Item

Empirical Formula (Hill Notation):
C16H23NO6
CAS Number:
315-22-0
Molecular Weight:
325.36
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329755589
MDL number:
MFCD00084656
Beilstein/REAXYS Number:
48732

grade

analytical standard

Quality Level

100

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

204 °C (dec.) (lit.)

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

−20°C

SMILES string

[H][C@@]12[C@H]3CCN1CC=C2COC(=O)[C@](C)(O)[C@](C)(O)[C@@H](C)C(=O)O3

InChI

1S/C16H23NO6/c1-9-13(18)23-11-5-7-17-6-4-10(12(11)17)8-22-14(19)16(3,21)15(9,2)20/h4,9,11-12,20-21H,5-8H2,1-3H3/t9-,11+,12+,15+,16-/m0/s1

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General description

Monocrotaline is a pyrrolizidine alkaloid that is found in plants, which belongs to the genus Crotalaria sp.[1]

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Preparation Note

Dried down, 100 μg/mL after reconstitution with 1 mL of water

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

hcodes

H301,H351

Hazard Classifications

Acute Tox. 3 Oral - Carc. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCBV7793

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Meijuan Tu et al.
Toxicology, 311(3), 225-230 (2013-07-09)
Monocrotaline (MCT) is a kind of toxic retronecine-type pyrrolizidine alkaloids (PAs) from plants of Crotalaria, which can be bio-activated by cytochrome P450 (CYP) enzymes in liver and then induce hepatotoxicity. Since CYPs are localized in the endoplasmic reticulum, the influx
Emmy Manders et al.
American journal of physiology. Lung cellular and molecular physiology, 303(12), L1070-L1078 (2012-09-11)
We previously demonstrated that diaphragm muscle weakness is present in experimental pulmonary arterial hypertension (PH). However, the nature of this diaphragm weakness is still unknown. Therefore, the aim of this study was to investigate whether changes at the sarcomeric level
Ravena P Nascimento et al.
Toxicon : official journal of the International Society on Toxinology, 134, 41-49 (2017-04-13)
Monocrotaline (MCT) and its pyrrole derivative, dehydromonocrotaline (DHMC), interact with molecular targets in cells of the central nervous system. DHMC presents higher toxicity than MCT indicating that its metabolism of MCT is a critical step of this alkaloid toxicity. This
Jose G Gomez-Arroyo et al.
American journal of physiology. Lung cellular and molecular physiology, 302(4), L363-L369 (2011-10-04)
Severe forms of pulmonary arterial hypertension (PAH) are characterized by various degrees of remodeling of the pulmonary arterial vessels, which increases the pulmonary vascular resistance and right ventricular afterload, thus contributing to the development of right ventricle dysfunction and failure.
Satoshi Matsuo et al.
The Journal of thoracic and cardiovascular surgery, 149(3), 902-909 (2014-12-03)
Lung ischemia-reperfusion (IR) injury during cardiopulmonary surgery is associated with postoperative morbidity and mortality, particularly in patients with pulmonary hypertension (PH). Using a rat model for monocrotaline-induced PH, we investigated the protective effect of rosuvastatin against IR injury in lungs
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