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C2401 Sigma-Aldrich

Crotaline

Synonym: Monocrotaline

  • CAS Number 315-22-0

  • Empirical Formula (Hill Notation) C16H23NO6

  • Molecular Weight 325.36

  •  Beilstein/REAXYS Number 48732

  •  MDL number MFCD00084656

  •  PubChem Substance ID 24892326

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, CI-CZ, Cell Biology, Cell Signaling and Neuroscience,
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

Description

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.

Packaging

1 g in glass bottle

500 mg in glass bottle

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.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 1544PSN1 6.1 / PGIII
WGK Germany 
WGK 1
RTECS 
QB3140000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

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Peer-Reviewed Papers
15

References

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