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C2401

Sigma-Aldrich

Crotaline

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Synonym(s):
Monocrotaline
Empirical Formula (Hill Notation):
C16H23NO6
CAS Number:
Molecular Weight:
325.36
Beilstein/REAXYS Number:
48732
MDL number:
PubChem Substance ID:
NACRES:
NA.77

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

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1 of 4

This Item
PHL89251SMB00502P8489
vibrant-m

C2401

Crotaline

vibrant-m

PHL89251

Monocrotaline

vibrant-m

SMB00502

Fangchinoline

vibrant-m

P8489

Protopine hydrochloride

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

2-8°C

mp

204 °C (dec.) (lit.)

mp

204 °C (dec.) (lit.)

mp

-

mp

-

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.

pictograms

Skull and crossbonesHealth hazard

signalword

Danger

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_germany

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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