CAS 2182-14-1|Vindoline

Introduction：Basic information about CAS 2182-14-1|Vindoline, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Vindoline BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Articles25
7. Synonyms

Common Name	Vindoline
CAS Number	2182-14-1	Molecular Weight	456.531
Density	1.3±0.1 g/cm3	Boiling Point	569.8±50.0 °C at 760 mmHg
Molecular Formula	C₂₅H₃₂N₂O₆	Melting Point	163-165ºC
MSDS	ChineseUSA	Flash Point	298.4±30.1 °C
Symbol	GHS08	Signal Word	Warning

Names

Name	vindoline
Synonym	More Synonyms

Vindoline BiologicalActivity

Description	Vindoline, a vinca alkaloid extracted from the leaves of Catharanthus roseus, weakly inhibits tubulin self-assembly[1].
Related Catalog	Research Areas >>CancerSignaling Pathways >>Cell Cycle/DNA Damage >>Microtubule/TubulinSignaling Pathways >>Cytoskeleton >>Microtubule/Tubulin
References	[1]. Prakash V, et al. Mechanism of interaction of vinca alkaloids with tubulin: catharanthine and vindoline. Biochemistry. 1991 Jan 22;30(3):873-80.

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
InChIKey	CXBGOBGJHGGWIE-LAVVCGCLSA-N
SMILES	CCC12C=CCN3CCC4(c5ccc(OC)cc5N(C)C4C(O)(C(=O)OC)C1OC(C)=O)C32
Storage condition	-20°C

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

Articles25

Increased availability of tryptophan in 5-methyltryptophan-tolerant shoots of Catharanthus roseus and their postharvest in vivo elicitation induces enhanced vindoline production.

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...

Simultaneous determination of vinblastine and its monomeric precursors vindoline and catharanthine in Catharanthus roseus by capillary electrophoresis-mass spectrometry.

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 ...

Catharanthine C16 substituent effects on the biomimetic coupling with vindoline: preparation and evaluation of a key series of vinblastine analogues.

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...

Synonyms

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, (-)-

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