C2401
Crotaline
Pulmotoxic, powder
Sinónimos:
(-)-Monocrotaline, Monocrotaline
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Fórmula empírica (notación de Hill):
C16H23NO6
Número CAS:
Peso molecular:
325.36
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
48732
Form:
powder
Servicio técnico
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Permítanos ayudarleNombre del producto
Crotaline,
form
powder
mp
204 °C (dec.) (lit.)
storage temp.
2-8°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
General description
Crotaline is a macrocyclic compound belonging to the pyrrolizidine alkaloid family. It is naturally present in Crotalaria spectabilis.
Application
Crotaline has been used in hydrochloric acid (HCl) and injected into experimental animals to induce-pulmonary hypertension.
Biochem/physiol Actions
Crotaline induces pulmonary vascular syndrome in rats. It is considered toxic and results in hepatic cirrhosis, enlarged liver, sinusoidal obstruction syndrome and right ventricular hypertrophy.Monocrotaline is known to inhibit the growth of various experimental tumors.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Carc. 2
Clase de almacenamiento
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
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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D W Wilson et al.
Critical reviews in toxicology, 22(5-6), 307-325 (1992-01-01)
Monocrotaline (MCT) is an 11-membered macrocyclic pyrrolizidine alkaloid (PA) that causes a pulmonary vascular syndrome in rats characterized by proliferative pulmonary vasculitis, pulmonary hypertension, and cor pulmonale. Current hypotheses of the pathogenesis of MCT-induced pneumotoxicity suggest that MCT is activated
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Skinner JE and Reed JC
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