Vindoline
Suppliers
Names
[ CAS No. ]:
2182-14-1
[ Name ]:
Vindoline
[Synonym ]:
Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2β,4β,5α,12β,19α)-
methyl (2β,3β,4β,5α,12β,19α)-4-(acetyloxy)-3-hydroxy-16-methoxy-1-methyl-6,7-didehydroaspidospermidine-3-carboxylate
Vindoline
4-acetoxy-3-hydroxy-16-methoxy-1-methyl-6,7-didehydro-aspidospermidine-3-carboxylic acid methyl ester
(2b,3b,4b,5a,12b,19a)-4-(Acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methylaspidospermidine-3-carboxylic Acid Methyl Ester
Methyl (2β,4β,5α,12β,19α)-4-acetoxy-3-hydroxy-16-methoxy-1-methyl-6,7-didehydroaspidospermidine-3-carboxylate
Vindoline (8CI)
vindolin
EINECS 218-558-0
Vindoline, (-)-
Chemical & Physical Properties
[ Density]:
1.3±0.1 g/cm3
[ Boiling Point ]:
569.8±50.0 °C at 760 mmHg
[ Melting Point ]:
163-165ºC
[ Molecular Formula ]:
C25H32N2O6
[ Molecular Weight ]:
456.531
[ Flash Point ]:
298.4±30.1 °C
[ Exact Mass ]:
456.226044
[ PSA ]:
88.54000
[ LogP ]:
2.20
[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C
[ Index of Refraction ]:
1.626
[ Storage condition ]:
-20°C
MSDS
Toxicological Information
CHEMICAL IDENTIFICATION
- RTECS NUMBER :
- CJ0120000
- CHEMICAL NAME :
- Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1- methyl-, methyl ester, (2-beta,3-beta,4-beta,5-alpha,12-beta,19-alpha)-
- CAS REGISTRY NUMBER :
- 2182-14-1
- LAST UPDATED :
- 198009
- DATA ITEMS CITED :
- 1
- MOLECULAR FORMULA :
- C25-H32-N2-O6
- MOLECULAR WEIGHT :
- 456.59
- WISWESSER LINE NOTATION :
- T C6 B5665 2AB S BX IN QN NU JH&&TTTJ FO1 I1 KVO1 KQ LOV1 M2
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 400 mg/kg
- TOXIC EFFECTS :
- Behavioral - somnolence (general depressed activity) Behavioral - excitement
- REFERENCE :
- 33GVAL "Catharanthus Alkaloids," Taylor, W.I., and N.R. Farnsworth, eds., New York, Marcel Dekker, 1975 Volume(issue)/page/year: -,73,1975
Safety Information
[ Symbol ]:
GHS08
[ Signal Word ]:
Warning
[ Hazard Statements ]:
H341
[ Precautionary Statements ]:
P281
[ Hazard Codes ]:
Xn
[ Risk Phrases ]:
68
[ Safety Phrases ]:
36/37-24/25
[ RIDADR ]:
NONH for all modes of transport
[ RTECS ]:
CJ0120000
Synthetic Route
Precursor & DownStream
Precursor
DownStream
Articles
Appl. Biochem. Biotechnol. 168(3) , 568-79, (2012)
Ten 5-methyltryprophan (5-MT)-resistant multiple shoot culture lines in three genotypes of Catharanthus roseus were selected in vitro. The variant shoot lines displayed a differential threshold tolera...
J. Sep. Sci. 34 , 2885-2892, (2011)
Catharanthus roseus is an important dicotyledonous medicinal plant that contains various anticancer components, such as vinblastine (VLB) and its monomeric precursors (vindoline and catharanthine). A ...
Bioorg. Med. Chem. Lett. 20(22) , 6408-10, (2010)
The examination of the catharanthine C16 substituent effects on the Fe(III)-promoted biomimetic coupling reaction with vindoline is detailed, confirming the importance of the presence of a C16 electro...