37024

Supelco

Monocrotaline

analytical standard

Synonym(s):
Crotaline, Monocrotaline
Empirical Formula (Hill Notation):
C16H23NO6
CAS Number:
Molecular Weight:
325.36
Beilstein/REAXYS Number:
48732
MDL number:
PubChem Substance ID:
NACRES:
NA.24

Quality Level

grade

analytical standard

form

neat

shelf life

limited shelf life, expiry date on the label

application(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

204 °C (dec.) (lit.)

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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

InChI key

QVCMHGGNRFRMAD-XFGHUUIASA-N

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General description

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

Application

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

Reconstitution

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

Certificate of Analysis

Certificate of Origin

Jolyane Meloche et al.
Journal of the American Heart Association, 2(1), e005157-e005157 (2013-03-26)
Pulmonary arterial hypertension (PAH) is a vasculopathy characterized by enhanced pulmonary artery smooth muscle cell (PASMC) proliferation and suppressed apoptosis. This results in both increase in pulmonary arterial pressure and pulmonary vascular resistance. Recent studies have shown the implication of...
Emily A Gray et al.
Journal of synchrotron radiation, 20(Pt 5), 756-764 (2013-08-21)
Blockade of the serotonin reuptake transporter (5-HTT), using fluoxetine, has been identified as a potential therapeutic target for preventing and, importantly, reversing pulmonary hypertension (PH). This study utilized synchrotron radiation microangiography to determine whether fluoxetine could prevent or reverse endothelial...
A E Schultze et al.
Journal of toxicology and environmental health. Part B, Critical reviews, 1(4), 271-346 (1998-10-20)
Monocrotaline (MCT) is a toxic pyrrolizidine alkaloid of plant origin. Administration of small doses of MCT or its active metabolite, monocrotaline pyrrole (MCTP), to rats causes delayed and progressive lung injury characterized by pulmonary vascular remodeling, pulmonary hypertension, and compensatory...
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...
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...

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