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5231-60-7

Basic Information
CAS No.: 5231-60-7
Name: (2β,5α,12β,19α)-4β-(Acetyloxy)-6,7-didehydro-3β-hydroxy-1-methylaspidospermidine-3-carboxylic acid methyl ester
Article Data: 3
Molecular Structure:
Molecular Structure of 5231-60-7 ((2β,5α,12β,19α)-4β-(Acetyloxy)-6,7-didehydro-3β-hydroxy-1-methylaspidospermidine-3-carboxylic acid methyl ester)
Formula: C24H30N2O5
Molecular Weight: 426.5054
Synonyms: Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-3-hydroxy-1-methyl-, methyl ester, (2beta,3beta,4beta,5alpha,12beta,19alpha)- (9CI);Vindolidin;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;1H-INDOLIZINO(8,1-cd)CARBAZOLE-5-CARBOXYLIC ACID, 3a-ETHYL-3a,4,5,5a,6,11,12,13a;Vindolidine;Vindorosine;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;Aspidospermidine-3-carboxylic acid,4-(acetyloxy)-6,7-didehydro-3-hydroxy- 1-methyl-,methyl ester,(2a,3a,4a,5R,12a,19R)-;Aspidospermidine-3-carboxylic acid, 4- (acetyloxy)-6, 7-didehydro-3-hydroxy-1-methyl-, methyl ester, (2.beta.,3.beta., 4.beta.,5.alpha.,12.beta.,19.alpha.)-;
Density: 1.33g/cm3
Melting Point: 167°
Boiling Point: 532.821 °C at 760 mmHg
Flash Point: 276.041 °C
PSA: 79.31000
LogP: 1.63560
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Specification

The Demethoxyvindoline, with CAS registry number 5231-60-7, has the systematic name of methyl (2β,3β,4β,5α,12β,19α)-4-(acetyloxy)-3-hydroxy-1-methyl-6,7-didehydroaspidospermidine-3-carboxylate. Besides this, it is also called Vindorosine. And the chemical formula of this chemical is C24H30N2O5.

Physical properties of Demethoxyvindoline: (1)ACD/LogP: 2.66; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2; (4)ACD/LogD (pH 7.4): 2; (5)ACD/BCF (pH 5.5): 16; (6)ACD/BCF (pH 7.4): 32; (7)ACD/KOC (pH 5.5): 212; (8)ACD/KOC (pH 7.4): 418; (9)#H bond acceptors: 7; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 79.31 Å2; (13)Index of Refraction: 1.635; (14)Molar Refractivity: 114.809 cm3; (15)Molar Volume: 320.781 cm3; (16)Polarizability: 45.514×10-24cm3; (17)Surface Tension: 60.915 dyne/cm; (18)Density: 1.33 g/cm3; (19)Flash Point: 276.041 °C; (20)Enthalpy of Vaporization: 85.117 kJ/mol; (21)Boiling Point: 532.821 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC)[C@]3(O)[C@@H]2N(c1c(cccc1)[C@@]25CCN4C\C=C/[C@@](CC)([C@H]3OC(=O)C)[C@H]45)C
(2)InChI: InChI=1/C24H30N2O5/c1-5-22-11-8-13-26-14-12-23(18(22)26)16-9-6-7-10-17(16)25(3)19(23)24(29,21(28)30-4)20(22)31-15(2)27/h6-11,18-20,29H,5,12-14H2,1-4H3/t18-,19+,20+,22+,23+,24-/m0/s1
(3)InChIKey: SASWULSUPROHRT-MCIGMTSABV
(4)Std. InChI: InChI=1S/C24H30N2O5/c1-5-22-11-8-13-26-14-12-23(18(22)26)16-9-6-7-10-17(16)25(3)19(23)24(29,21(28)30-4)20(22)31-15(2)27/h6-11,18-20,29H,5,12-14H2,1-4H3/t18-,19+,20+,22+,23+,24-/m0/s1
(5)Std. InChIKey: SASWULSUPROHRT-MCIGMTSASA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 56mg/kg (56mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04195,