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About This Item
Empirical Formula (Hill Notation):
C16H23NO6
CAS Number:
Molecular Weight:
325.36
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
48732
Form:
powder
Product Name
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
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
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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Yunhong Zeng et al.
Aging, 13(14), 18238-18256 (2021-07-27)
N6-methyladenosine (m6A) modification is one of the most common chemical modifications of eukaryotic mRNAs, which play an important role in tumors and cardiovascular disease through regulating mRNA stability, splicing and translation. However, the changes of m6A mRNA and m6A-related enzymes
Blockade of frontocortical-brain stem pathway prevents ventricular fibrillation of ischemic heart
Skinner JE and Reed JC
American Journal of Physiology. Heart and Circulatory Physiology, 240(2), H156-H163 (1981)
The effects of vasoactive intestinal peptide on monocrotaline induced pulmonary hypertensive rabbits following cardiopulmonary bypass: a comparative study with isoproteronol and nitroglycerine
Gunaydin S, et al.
Cardiovascular Surgery (London, England), 10(2), 138-145 (2002)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C2401-1G | 04061833475812 |
| C2401-500MG | 04061833475829 |

