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Cas Database

Name	Vindoline	EINECS	218-558-0
CAS No.	2182-14-1	Density	1.33 g/cm³
PSA	88.54000	LogP	1.64420
Solubility	N/A	Melting Point	163-165 °C
Formula	C₂₅H₃₂N₂O₆	Boiling Point	569.8 °C at 760 mmHg
Molecular Weight	456.539	Flash Point	298.4 °C
Transport Information	N/A	Appearance	Off-white solid
Safety	36/37-24/25	Risk Codes	68
Molecular Structure		Hazard Symbols	Xn
Synonyms	Aspidospermidine-3-carboxylicacid, 4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, methyl ester,(2b,3b,4b,5a,12b,19a)-;NSC 91994;Vindolin;	Article Data	24

Vindoline Synthetic route

: 108-24-7
acetic anhydride

: 3633-92-9
(3aR,3a1R,4R,5S,5aR,10bR)-methyl 3a-ethyl-4,5-dihydroxy-8-methoxy-6-methyl-3a,3a1,4,5,5a,6,11,12-octahydro-1H-indolizino-[8,1-cd]carbazole-5-carboxylate

: 2182-14-1
vindoline

Conditions

Conditions	Yield
With sodium acetate at 20℃; for 4h; Acetylation;	91%
With sodium acetate at 25℃; for 2h;	83%
With sodium acetate Ambient temperature; Yield given;

: C25H30N2O7

: 2182-14-1
vindoline

Conditions

Conditions	Yield
Stage #1: C25H30N2O7 With 2,6-di-tert-butyl-pyridine; methyl trifluoromethanesulfonate In dichloromethane at 20℃; for 2h; Inert atmosphere; Stage #2: With sodium tetrahydroborate In methanol at 20℃; for 0.25h;	91%

: 867214-27-5
(2S,3aR,4R,5S,5aR,10bR,12bR)-4-Acetoxy-3a-ethyl-2,5-dihydroxy-8-methoxy-6-methyl-2,3,3a,4,5,5a,6,11,12,12b-decahydro-1H-6,12a-diaza-indeno[7,1-cd]fluorene-5-carboxylic acid methyl ester

: 2182-14-1
vindoline

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 24h;	75%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 23℃; for 24h; Inert atmosphere; Darkness; regioselective reaction;	75%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 23℃; for 24h; Mitsunobu reaction; Inert atmosphere; Darkness; regioselective reaction;	75%

: 50-00-0
formaldehyd

: 127-09-3
sodium acetate

: 86116-70-3, 106356-44-9, 27773-39-3
(-)-11-Methyloxytabersonine

: 2182-14-1
vindoline

Conditions

Conditions	Yield
Stage #1: (-)-11-Methyloxytabersonine With benzeneseleninic anhydride Inert atmosphere; Stage #2: With 3-chloro-benzenecarboperoxoic acid Inert atmosphere; Stage #3: formaldehyd; sodium acetate Further stages;	46%

: 343-94-2
tryptamine hydochloride

: 14031-35-7, 17176-17-9, 29908-03-0, 75044-81-4, 78548-84-2, 79647-17-9, 91279-78-6
S-Adenosyl-L-methionine

: secologanin

: 2182-14-1
vindoline

Conditions

Conditions	Yield
With cell-free extracts from Catharanthus roseus; NADPH; flavin adenine dinucleotide at 34℃; for 2h; Product distribution; Mechanism; biosynthesis of the product was studied; experiment was performed with S-adenosylmethionine and the incorporation of the radiolabel into vindoline was investigated;

: 343-94-2
tryptamine hydochloride

: secologanin

: 2182-14-1
vindoline

Conditions

Conditions	Yield
With cell-free extracts from Catharanthus roseus; NADPH; flavin adenine dinucleotide at 34℃; for 2h; Product distribution; Mechanism; biosynthesis of the product was studied; in the presence of methionine and stemmadenine; incorporation of the radiolabel into vindoline was investigated;

: tryptamine hydrosuccinate

: secologanin

A: 639-43-0, 7344-80-1
akuammicine

B: 483-03-4, 483-04-5, 642-17-1, 5299-09-2, 6474-90-4, 6870-40-2, 6884-17-9, 20361-85-7, 20361-86-8, 24196-06-3, 24196-08-5, 24196-15-4, 24196-16-5, 25532-45-0, 25532-46-1, 112835-69-5, 122441-12-7, 132016-16-1
tetrahydroalstonine

C: 2182-14-1
vindoline

D /PBGNE200---20/: /PBGNE200---20/

Conditions

Conditions	Yield
With cell-free extracts from Catharanthus roseus; NADPH; flavin adenine dinucleotide at 34℃; for 2h; Product distribution; Mechanism; biosynthesis of the products were studied; experiment was performed with <2-14C>tryptamine and the incorporation of the radiolabel into vindoline was investigated; different cell-free extracts;

...Expand

: 202807-44-1
6-methoxy-1-methyl-1H-indole-3-carbaldehyde

: 2182-14-1
vindoline

Conditions

Conditions	Yield
Multi-step reaction with 15 steps 1.1: 99 percent / NH4OAc / 1 h / Heating 2.1: 96 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating 3.1: ethanol / 25 °C 3.2: 64 percent / N2H4*H2O / ethanol / 5 h / Heating 4.1: 61 percent / EDCI; DMAP / CH2Cl2 / 19 h / 25 °C 5.1: 67 percent / p-toluenesulfonyl chloride; Et3N / CH2Cl2 / 20 h / 25 °C 6.1: 96 percent / EDCI; DMAP / CH2Cl2 / 16 h / 0 - 25 °C 7.1: 53 percent / various solvent(s) / 90 h / 230 °C 8.1: Chiracel OD / propan-2-ol; hexane 9.1: LDA; bis(trimethylsilyl)peroxide / tetrahydrofuran / 4 h / -40 °C 9.2: 64 percent / tetrahydrofuran / 2 h / -40 - 20 °C 10.1: 70 percent / Lawesson's reagent / toluene / 3 h / 110 °C 11.1: 91 percent / Raney-Ni; H2 / tetrahydrofuran / 15 h / 20 °C 12.1: 97 percent / NaOAc / 17 h / 20 °C 13.1: 98 percent / H2 / PtO2 / methanol; ethyl acetate / 3 h / 2068.59 - 2327.17 Torr 14.1: 89 percent / Bu4NF / tetrahydrofuran / 0.5 h / 20 °C 15.1: 75 percent / DEAD; PPh3 / tetrahydrofuran / 24 h / 20 °C View Scheme
Multi-step reaction with 19 steps 1.1: 99 percent / NH4OAc / 1 h / Heating 2.1: 96 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating 3.1: ethanol / 25 °C 3.2: 64 percent / N2H4*H2O / ethanol / 5 h / Heating 4.1: 61 percent / EDCI; DMAP / CH2Cl2 / 19 h / 25 °C 5.1: 67 percent / p-toluenesulfonyl chloride; Et3N / CH2Cl2 / 20 h / 25 °C 6.1: 88 percent / EDCI; DMAP / CH2Cl2 / 20 °C 7.1: 99 percent / various solvent(s) / 20 h / 230 °C 8.1: Chiracel OD / propan-2-ol; hexane 9.1: bis(trimethylsilyl)peroxide; LDA / tetrahydrofuran / 4 h / -40 °C 10.1: 27.9 mg / tetrahydrofuran / 2 h / -40 - 20 °C 11.1: 90 percent / H2 / Pd/C / methanol / 17 h / 25 °C / atmospheric pressure 12.1: 69 percent / NMO; TPAP; 4 Angstroem molecular sieves / CH2Cl2 / 0 - 25 °C 13.1: 69 percent / Lawesson's reagent / toluene / 4 h / Heating 14.1: 61 percent / Raney Ni / tetrahydrofuran / 2 h / 25 °C 15.1: 82 percent / H2; aq. HCl / PtO2 / methanol / 2 h / 25 °C / 2068.59 - 2327.17 Torr 16.1: 98 percent / Bu4NF / tetrahydrofuran / 0 - 25 °C 17.1: 62 percent / PPh3 / acetonitrile; CCl4 / 1 h / 70 °C 18.1: 43 percent / AlCl3; bis(2-methoxyethoxy)aluminium hydride / tetrahydrofuran 19.1: 83 percent / NaOAc / 2 h / 25 °C View Scheme
Multi-step reaction with 15 steps 1.1: 99 percent / NH4OAc / 1 h / Heating 2.1: 96 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating 3.1: 90 percent / CH2Cl2; tetrahydrofuran / 0 - 25 °C 4.1: 79 percent / AcOH / tetrahydrofuran / 35 °C 5.1: 67 percent / p-toluenesulfonyl chloride; Et3N / CH2Cl2 / 20 h / 25 °C 6.1: 96 percent / EDCI; DMAP / CH2Cl2 / 16 h / 0 - 25 °C 7.1: 53 percent / various solvent(s) / 90 h / 230 °C 8.1: Chiracel OD / propan-2-ol; hexane 9.1: LDA; bis(trimethylsilyl)peroxide / tetrahydrofuran / 4 h / -40 °C 9.2: 64 percent / tetrahydrofuran / 2 h / -40 - 20 °C 10.1: 70 percent / Lawesson's reagent / toluene / 3 h / 110 °C 11.1: 91 percent / Raney-Ni; H2 / tetrahydrofuran / 15 h / 20 °C 12.1: 97 percent / NaOAc / 17 h / 20 °C 13.1: 98 percent / H2 / PtO2 / methanol; ethyl acetate / 3 h / 2068.59 - 2327.17 Torr 14.1: 89 percent / Bu4NF / tetrahydrofuran / 0.5 h / 20 °C 15.1: 75 percent / DEAD; PPh3 / tetrahydrofuran / 24 h / 20 °C View Scheme
Multi-step reaction with 19 steps 1: 99 percent / NH4OAc / 1 h / Heating 2: 96 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating 3: 90 percent / CH2Cl2; tetrahydrofuran / 0 - 25 °C 4: 79 percent / AcOH / tetrahydrofuran / 35 °C 5: 67 percent / p-toluenesulfonyl chloride; Et3N / CH2Cl2 / 20 h / 25 °C 6: 88 percent / EDCI; DMAP / CH2Cl2 / 20 °C 7: 99 percent / various solvent(s) / 20 h / 230 °C 8: Chiracel OD / propan-2-ol; hexane 9: bis(trimethylsilyl)peroxide; LDA / tetrahydrofuran / 4 h / -40 °C 10: 27.9 mg / tetrahydrofuran / 2 h / -40 - 20 °C 11: 90 percent / H2 / Pd/C / methanol / 17 h / 25 °C / atmospheric pressure 12: 69 percent / NMO; TPAP; 4 Angstroem molecular sieves / CH2Cl2 / 0 - 25 °C 13: 69 percent / Lawesson's reagent / toluene / 4 h / Heating 14: 61 percent / Raney Ni / tetrahydrofuran / 2 h / 25 °C 15: 82 percent / H2; aq. HCl / PtO2 / methanol / 2 h / 25 °C / 2068.59 - 2327.17 Torr 16: 98 percent / Bu4NF / tetrahydrofuran / 0 - 25 °C 17: 62 percent / PPh3 / acetonitrile; CCl4 / 1 h / 70 °C 18: 43 percent / AlCl3; bis(2-methoxyethoxy)aluminium hydride / tetrahydrofuran 19: 83 percent / NaOAc / 2 h / 25 °C View Scheme

: (E)-6-methoxy-1-methyl-3-(2-nitrovinyl)indole

: 2182-14-1
vindoline

Conditions

Conditions	Yield
Multi-step reaction with 14 steps 1.1: 96 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating 2.1: ethanol / 25 °C 2.2: 64 percent / N2H4*H2O / ethanol / 5 h / Heating 3.1: 61 percent / EDCI; DMAP / CH2Cl2 / 19 h / 25 °C 4.1: 67 percent / p-toluenesulfonyl chloride; Et3N / CH2Cl2 / 20 h / 25 °C 5.1: 96 percent / EDCI; DMAP / CH2Cl2 / 16 h / 0 - 25 °C 6.1: 53 percent / various solvent(s) / 90 h / 230 °C 7.1: Chiracel OD / propan-2-ol; hexane 8.1: LDA; bis(trimethylsilyl)peroxide / tetrahydrofuran / 4 h / -40 °C 8.2: 64 percent / tetrahydrofuran / 2 h / -40 - 20 °C 9.1: 70 percent / Lawesson's reagent / toluene / 3 h / 110 °C 10.1: 91 percent / Raney-Ni; H2 / tetrahydrofuran / 15 h / 20 °C 11.1: 97 percent / NaOAc / 17 h / 20 °C 12.1: 98 percent / H2 / PtO2 / methanol; ethyl acetate / 3 h / 2068.59 - 2327.17 Torr 13.1: 89 percent / Bu4NF / tetrahydrofuran / 0.5 h / 20 °C 14.1: 75 percent / DEAD; PPh3 / tetrahydrofuran / 24 h / 20 °C View Scheme
Multi-step reaction with 18 steps 1.1: 96 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating 2.1: ethanol / 25 °C 2.2: 64 percent / N2H4*H2O / ethanol / 5 h / Heating 3.1: 61 percent / EDCI; DMAP / CH2Cl2 / 19 h / 25 °C 4.1: 67 percent / p-toluenesulfonyl chloride; Et3N / CH2Cl2 / 20 h / 25 °C 5.1: 88 percent / EDCI; DMAP / CH2Cl2 / 20 °C 6.1: 99 percent / various solvent(s) / 20 h / 230 °C 7.1: Chiracel OD / propan-2-ol; hexane 8.1: bis(trimethylsilyl)peroxide; LDA / tetrahydrofuran / 4 h / -40 °C 9.1: 27.9 mg / tetrahydrofuran / 2 h / -40 - 20 °C 10.1: 90 percent / H2 / Pd/C / methanol / 17 h / 25 °C / atmospheric pressure 11.1: 69 percent / NMO; TPAP; 4 Angstroem molecular sieves / CH2Cl2 / 0 - 25 °C 12.1: 69 percent / Lawesson's reagent / toluene / 4 h / Heating 13.1: 61 percent / Raney Ni / tetrahydrofuran / 2 h / 25 °C 14.1: 82 percent / H2; aq. HCl / PtO2 / methanol / 2 h / 25 °C / 2068.59 - 2327.17 Torr 15.1: 98 percent / Bu4NF / tetrahydrofuran / 0 - 25 °C 16.1: 62 percent / PPh3 / acetonitrile; CCl4 / 1 h / 70 °C 17.1: 43 percent / AlCl3; bis(2-methoxyethoxy)aluminium hydride / tetrahydrofuran 18.1: 83 percent / NaOAc / 2 h / 25 °C View Scheme
Multi-step reaction with 14 steps 1.1: 96 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating 2.1: 90 percent / CH2Cl2; tetrahydrofuran / 0 - 25 °C 3.1: 79 percent / AcOH / tetrahydrofuran / 35 °C 4.1: 67 percent / p-toluenesulfonyl chloride; Et3N / CH2Cl2 / 20 h / 25 °C 5.1: 96 percent / EDCI; DMAP / CH2Cl2 / 16 h / 0 - 25 °C 6.1: 53 percent / various solvent(s) / 90 h / 230 °C 7.1: Chiracel OD / propan-2-ol; hexane 8.1: LDA; bis(trimethylsilyl)peroxide / tetrahydrofuran / 4 h / -40 °C 8.2: 64 percent / tetrahydrofuran / 2 h / -40 - 20 °C 9.1: 70 percent / Lawesson's reagent / toluene / 3 h / 110 °C 10.1: 91 percent / Raney-Ni; H2 / tetrahydrofuran / 15 h / 20 °C 11.1: 97 percent / NaOAc / 17 h / 20 °C 12.1: 98 percent / H2 / PtO2 / methanol; ethyl acetate / 3 h / 2068.59 - 2327.17 Torr 13.1: 89 percent / Bu4NF / tetrahydrofuran / 0.5 h / 20 °C 14.1: 75 percent / DEAD; PPh3 / tetrahydrofuran / 24 h / 20 °C View Scheme
Multi-step reaction with 18 steps 1: 96 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating 2: 90 percent / CH2Cl2; tetrahydrofuran / 0 - 25 °C 3: 79 percent / AcOH / tetrahydrofuran / 35 °C 4: 67 percent / p-toluenesulfonyl chloride; Et3N / CH2Cl2 / 20 h / 25 °C 5: 88 percent / EDCI; DMAP / CH2Cl2 / 20 °C 6: 99 percent / various solvent(s) / 20 h / 230 °C 7: Chiracel OD / propan-2-ol; hexane 8: bis(trimethylsilyl)peroxide; LDA / tetrahydrofuran / 4 h / -40 °C 9: 27.9 mg / tetrahydrofuran / 2 h / -40 - 20 °C 10: 90 percent / H2 / Pd/C / methanol / 17 h / 25 °C / atmospheric pressure 11: 69 percent / NMO; TPAP; 4 Angstroem molecular sieves / CH2Cl2 / 0 - 25 °C 12: 69 percent / Lawesson's reagent / toluene / 4 h / Heating 13: 61 percent / Raney Ni / tetrahydrofuran / 2 h / 25 °C 14: 82 percent / H2; aq. HCl / PtO2 / methanol / 2 h / 25 °C / 2068.59 - 2327.17 Torr 15: 98 percent / Bu4NF / tetrahydrofuran / 0 - 25 °C 16: 62 percent / PPh3 / acetonitrile; CCl4 / 1 h / 70 °C 17: 43 percent / AlCl3; bis(2-methoxyethoxy)aluminium hydride / tetrahydrofuran 18: 83 percent / NaOAc / 2 h / 25 °C View Scheme

: 867214-12-8
imidazole-1-carboxylic acid [2-(6-methoxy-1-methyl-1H-indol-3-yl)-ethyl]-amide

: 2182-14-1
vindoline

Conditions

Conditions	Yield
Multi-step reaction with 12 steps 1.1: 79 percent / AcOH / tetrahydrofuran / 35 °C 2.1: 67 percent / p-toluenesulfonyl chloride; Et3N / CH2Cl2 / 20 h / 25 °C 3.1: 96 percent / EDCI; DMAP / CH2Cl2 / 16 h / 0 - 25 °C 4.1: 53 percent / various solvent(s) / 90 h / 230 °C 5.1: Chiracel OD / propan-2-ol; hexane 6.1: LDA; bis(trimethylsilyl)peroxide / tetrahydrofuran / 4 h / -40 °C 6.2: 64 percent / tetrahydrofuran / 2 h / -40 - 20 °C 7.1: 70 percent / Lawesson's reagent / toluene / 3 h / 110 °C 8.1: 91 percent / Raney-Ni; H2 / tetrahydrofuran / 15 h / 20 °C 9.1: 97 percent / NaOAc / 17 h / 20 °C 10.1: 98 percent / H2 / PtO2 / methanol; ethyl acetate / 3 h / 2068.59 - 2327.17 Torr 11.1: 89 percent / Bu4NF / tetrahydrofuran / 0.5 h / 20 °C 12.1: 75 percent / DEAD; PPh3 / tetrahydrofuran / 24 h / 20 °C View Scheme
Multi-step reaction with 16 steps 1: 79 percent / AcOH / tetrahydrofuran / 35 °C 2: 67 percent / p-toluenesulfonyl chloride; Et3N / CH2Cl2 / 20 h / 25 °C 3: 88 percent / EDCI; DMAP / CH2Cl2 / 20 °C 4: 99 percent / various solvent(s) / 20 h / 230 °C 5: Chiracel OD / propan-2-ol; hexane 6: bis(trimethylsilyl)peroxide; LDA / tetrahydrofuran / 4 h / -40 °C 7: 27.9 mg / tetrahydrofuran / 2 h / -40 - 20 °C 8: 90 percent / H2 / Pd/C / methanol / 17 h / 25 °C / atmospheric pressure 9: 69 percent / NMO; TPAP; 4 Angstroem molecular sieves / CH2Cl2 / 0 - 25 °C 10: 69 percent / Lawesson's reagent / toluene / 4 h / Heating 11: 61 percent / Raney Ni / tetrahydrofuran / 2 h / 25 °C 12: 82 percent / H2; aq. HCl / PtO2 / methanol / 2 h / 25 °C / 2068.59 - 2327.17 Torr 13: 98 percent / Bu4NF / tetrahydrofuran / 0 - 25 °C 14: 62 percent / PPh3 / acetonitrile; CCl4 / 1 h / 70 °C 15: 43 percent / AlCl3; bis(2-methoxyethoxy)aluminium hydride / tetrahydrofuran 16: 83 percent / NaOAc / 2 h / 25 °C View Scheme

Yield

Multi-step reaction with 12 steps
1.1: 79 percent / AcOH / tetrahydrofuran / 35 °C
2.1: 67 percent / p-toluenesulfonyl chloride; Et3N / CH2Cl2 / 20 h / 25 °C
3.1: 96 percent / EDCI; DMAP / CH2Cl2 / 16 h / 0 - 25 °C
4.1: 53 percent / various solvent(s) / 90 h / 230 °C
5.1: Chiracel OD / propan-2-ol; hexane
6.1: LDA; bis(trimethylsilyl)peroxide / tetrahydrofuran / 4 h / -40 °C
6.2: 64 percent / tetrahydrofuran / 2 h / -40 - 20 °C
7.1: 70 percent / Lawesson's reagent / toluene / 3 h / 110 °C
8.1: 91 percent / Raney-Ni; H2 / tetrahydrofuran / 15 h / 20 °C
9.1: 97 percent / NaOAc / 17 h / 20 °C
10.1: 98 percent / H2 / PtO2 / methanol; ethyl acetate / 3 h / 2068.59 - 2327.17 Torr
11.1: 89 percent / Bu4NF / tetrahydrofuran / 0.5 h / 20 °C
12.1: 75 percent / DEAD; PPh3 / tetrahydrofuran / 24 h / 20 °C
View Scheme

Multi-step reaction with 16 steps
1: 79 percent / AcOH / tetrahydrofuran / 35 °C
2: 67 percent / p-toluenesulfonyl chloride; Et3N / CH2Cl2 / 20 h / 25 °C
3: 88 percent / EDCI; DMAP / CH2Cl2 / 20 °C
4: 99 percent / various solvent(s) / 20 h / 230 °C
5: Chiracel OD / propan-2-ol; hexane
6: bis(trimethylsilyl)peroxide; LDA / tetrahydrofuran / 4 h / -40 °C
7: 27.9 mg / tetrahydrofuran / 2 h / -40 - 20 °C
8: 90 percent / H2 / Pd/C / methanol / 17 h / 25 °C / atmospheric pressure
9: 69 percent / NMO; TPAP; 4 Angstroem molecular sieves / CH2Cl2 / 0 - 25 °C
10: 69 percent / Lawesson's reagent / toluene / 4 h / Heating
11: 61 percent / Raney Ni / tetrahydrofuran / 2 h / 25 °C
12: 82 percent / H2; aq. HCl / PtO2 / methanol / 2 h / 25 °C / 2068.59 - 2327.17 Torr
13: 98 percent / Bu4NF / tetrahydrofuran / 0 - 25 °C
14: 62 percent / PPh3 / acetonitrile; CCl4 / 1 h / 70 °C
15: 43 percent / AlCl3; bis(2-methoxyethoxy)aluminium hydride / tetrahydrofuran
16: 83 percent / NaOAc / 2 h / 25 °C
View Scheme

Vindoline Standards and Recommendations

Assay of Vindoline (2182-14-1) : ≥95%
Loss on drying: ≤4.0%

Vindoline Specification

The Vindoline is an organic compound with the formula C₂₅H₃₂N₂O₆. The systematic name of this chemical is methyl (2β,3β,4β,5α,12β,19α)-4-(acetyloxy)-3-hydroxy-16-methoxy-1-methyl-6,7-didehydroaspidospermidine-3-carboxylate. With the CAS registry number 2182-14-1, it is also named as aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, methyl ester. The product's categories are Miscellaneous Biochemicals; Chiral Reagents; Intermediates & Fine Chemicals; Pharmaceuticals. Besides, it is an off-white solid, which should be stored in a closed cool and dry place. It is the raw materials that used in synthesis of the Vinorelbine, Vinblastine sulfate and Dehydrate Catharanthine synthesis.

Physical properties about Vindoline are: (1)ACD/LogP: 2.20; (2)#H bond acceptors: 8; (3)#H bond donors: 1; (4)#Freely Rotating Bonds: 7; (5)Polar Surface Area: 77.54 Å²; (6)Index of Refraction: 1.625; (7)Molar Refractivity: 121.17 cm³; (8)Molar Volume: 342.4 cm³; (9)Polarizability: 48.0×10^-24cm³; (10)Surface Tension: 60.4 dyne/cm; (11)Density: 1.33 g/cm³; (12)Flash Point: 298.4 °C; (13)Enthalpy of Vaporization: 89.93 kJ/mol; (14)Boiling Point: 569.8 °C at 760 mmHg; (15)Vapour Pressure: 8E-14 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(ccc(OC)c1)[C@@]25CCN4C\C=C/[C@@](CC)([C@H]3OC(=O)C)[C@H]45)C
(2)InChI: InChI=1/C25H32N2O6/c1-6-23-10-7-12-27-13-11-24(19(23)27)17-9-8-16(31-4)14-18(17)26(3)20(24)25(30,22(29)32-5)21(23)33-15(2)28/h7-10,14,19-21,30H,6,11-13H2,1-5H3/t19-,20+,21+,23+,24+,25-/m0/s1
(3)InChIKey: CXBGOBGJHGGWIE-ACSXSLCXBW
(4)Std. InChI: InChI=1S/C25H32N2O6/c1-6-23-10-7-12-27-13-11-24(19(23)27)17-9-8-16(31-4)14-18(17)26(3)20(24)25(30,22(29)32-5)21(23)33-15(2)28/h7-10,14,19-21,30H,6,11-13H2,1-5H3/t19-,20+,21+,23+,24+,25-/m0/s1
(5)Std. InChIKey: CXBGOBGJHGGWIE-ACSXSLCXSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LDLo	intraperitoneal	400mg/kg (400mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT	"Catharanthus Alkaloids," Taylor, W.I., and N.R. Farnsworth, eds., New York, Marcel Dekker, 1975Vol. -, Pg. 73, 1975.

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