vindorosine

Names

[ Name ]:
vindorosine

[Synonym ]:
methyl (2β,3β,4β,5α,12β,19α)-4-(acetyloxy)-3-hydroxy-1-methyl-6,7-didehydroaspidospermidine-3-carboxylate
Demethoxyvindoline
Methyl (2β,3β,4β,5α,12β,19α)-4-acetoxy-3-hydroxy-1-methyl-6,7-didehydroaspidospermidine-3-carboxylate
vindorosine
Vindorosin
Vindolidine
Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-3-hydroxy-1-methyl-, methyl ester, (2β,3β,4β,5α,12β,19α)-
Vindolidin

Biological Activity

[Description]:

Vindorosine is an alkaloid from Catharanthus trichophyllus Roots. Vindorosine relaxes renal arteries[1][2].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Others >> Others

[References]

[1]. Cordell GA, et al. Catharanthus alkaloids XXXII: isolation of alkaloids from Catharanthus trichophyllus roots and structure elucidation of cathaphylline. J Pharm Sci. 1976 Mar;65(3):366-9.

[2]. Wu XL, et al. Antagonism of Ca2+ influx via L-type Ca2+ channels mediates the vasorelaxant effect of Catharanthus roseus-derived vindorosine in rat renal artery. Planta Med. 2014 Dec;80(18):1672-7.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
532.8±50.0 °C at 760 mmHg

[ Melting Point ]:
167°

[ Molecular Formula ]:
C₂₄H₃₀N₂O₅

[ Molecular Weight ]:
426.51

[ Flash Point ]:
276.0±30.1 °C

[ Exact Mass ]:
426.215485

[ PSA ]:
79.31000

[ LogP ]:
2.30

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.635

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NM2410000

CHEMICAL NAME :: 1H-Indolizino(8,1-cd)carbazole-5-carboxylic acid, 3a-ethyl-3a,4,5,5a,6,11,12,13a-octahydro- 4,5-dihydroxy-6-methyl-, methyl ester, 4-acetate

CAS REGISTRY NUMBER :: 5231-60-7

LAST UPDATED :: 199712

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C24-H30-N2-O5

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 56 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#04195

Safety Information

[ Hazard Codes ]:
Xi