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Alkaloids

Vindoline

Also known as Vindolin, (-)-Vindoline, (2beta,3beta,4beta,5alpha,12beta,19alpha)-4-(Acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methylaspidospermidine-3-carboxylic acid

CAS 2182-14-1Formula C25H32N2O6Molar mass 456.54 g/molEC 218-558-0
GHS signal word: Warning. Pictograms: Serious health hazard 9 suppliers listed
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Vindoline chemical structure, C25H32N2O6, CAS 2182-14-1
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
2182-14-1
Formula
C25H32N2O6
Molar mass
456.54 g/mol
EC number
218-558-0
HS code
293979
Category
Alkaloids

What is Vindoline?

Plain description, key identifiers and synonyms

Vindoline is a methyl ester, a tertiary alcohol, a vinca alkaloid, an organic heteropentacyclic compound, an alkaloid ester, an acetate ester and a tertiary amino compound. It is a conjugate base of a vindolinium(1+).

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
CAS number
2182-14-1Other or deprecated CAS: 57794-53-3
EC number
218-558-0
Molecular formula
C25H32N2O6
UNII
571PJ1LW03
MDL number
MFCD27991347
InChIKey
CXBGOBGJHGGWIE-ACSXSLCXSA-N
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
Canonical SMILES
CCC12C=CCN3CCC4(c5ccc(OC)cc5N(C)C4C(O)(C(=O)OC)C1OC(C)=O)C32
Isomeric SMILES
CC[C@@]12C=CCN3[C@@H]1[C@]4(CC3)[C@H]([C@]([C@@H]2OC(=O)C)(C(=O)OC)O)N(C5=C4C=CC(=C5)OC)C

Synonyms

  • Vindolin
  • (-)-Vindoline
  • (2beta,3beta,4beta,5alpha,12beta,19alpha)-4-(Acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methylaspidospermidine-3-carboxylic acid
  • methyl 4beta-acetyloxy-3beta-hydroxy-16-methoxy-1-methyl-6,7-didehydro-2beta,5alpha,12beta,19alpha-aspidospermidine-3alpha-carboxylate
  • (2 beta,3 beta,4 beta,5 alpha,12 beta,19 alpha)-4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methylaspidospermidine-3-carboxylic acid
  • ACon1_000494
  • Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2beta,3beta,4beta,5alpha,12beta,19alpha)-
  • Vindoline, >=98.0% (HPLC)
  • (2beta,3beta,4beta,5alpha,12beta,19.alpha.)-4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methylaspidospermidine-3-carboxylic acid methyl ester
  • (2?,3?,4?,5?,12?,19?)-4-(Acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1 -methyl-aspidospermidine-3-carboxylic acid methyl ester
  • (2|A,5|A,12R,19|A)-4|A-(Acetyloxy)-6,7-didehydro-3|A-hydroxy-16-methoxy-1-methylaspidospermidine-3-carboxylic acid methyl ester
  • Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2beta,3beta,4beta,5alpha,12R,19.alpha.)-
  • Aspidospermidine-3-carboxylic acid,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2beta,3beta,4beta,5alpha,12beta,19alpha)-
  • methyl (3aR,3a1R,4R,5S,5aR,10bR)-4-acetoxy-3a-ethyl-5-hydroxy-8-methoxy-6-methyl-3a,3a1,4,5,5a,6,11,12-octahydro-1H-indolizino[8,1-cd]carbazole-5-carboxylate

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
456.54 g/molcalc.
Exact mass
456.226 Dacalc.
LogP (octanol/water)
1.64calc.
Topological polar surface area
88.54 Ųcalc.
Hydrogen bond donors
1calc.
Hydrogen bond acceptors
8calc.
Rotatable bonds
4calc.
Heavy atoms
33calc.
Rings
5calc.
Aromatic rings
1calc.
Fraction sp3 carbons
0.6calc.
Formal charge
0calc.
Stereocentres
6calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, C1=CC2CCC3Nc4ccccc4C34CCN(C1)C24

C1=CC2CCC3Nc4ccccc4C34CCN(C1)C24

5 rings, 19 atoms.

6 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS08: Serious health hazard
Serious health hazard

Hazard statements

  • H341Suspected of causing genetic defects.
Precautionary statements (5)
  • P203Obtain, read and follow all safety instructions before use.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P318If exposed or concerned, get medical advice.
  • P405Store locked up.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Vindoline suppliers

Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings

All 9 suppliers
9 of 9 offers

Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.

Where suppliers are based

9 suppliers in 5 countries

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Vindoline price

Indicative price range per kg from live supplier offers

No published prices right now

Suppliers quote this chemical on request. Send one free request and compare quotes side by side.

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Uses and applications

What the substance is used for, by industry and function

Pharmacology

Vindoline is an indole alkaloid that exhibits antimitotic activity by inhibiting microtubule assembly. (NCI)

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Vindoline is traded under.

HS 2939.79Indicative HS code

Alkaloids of vegetal origin, other than cocaine, ecgonine, salts, esters and other derivatives, not elsewhere…

World exports in 2024
$701M
+18.9% vs 2023, imports $830M
2019 to 2024
Top exporters
  1. Switzerland * partner reported25.3%
  2. Germany21.4%
  3. India * partner reported14.9%
Top importers
  1. United States20.9%
  2. Germany14.7%
  3. Italy14.6%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Vindoline is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Vindoline, based on the data on this page

What is Vindoline?

Vindoline is a methyl ester, a tertiary alcohol, a vinca alkaloid, an organic heteropentacyclic compound, an alkaloid ester, an acetate ester and a tertiary amino compound. It is a conjugate base of a vindolinium(1+).

What is the CAS number of Vindoline?

The CAS registry number of Vindoline is 2182-14-1. Other or deprecated CAS numbers: 57794-53-3.

What is the molecular formula and weight of Vindoline?

The molecular formula of Vindoline is C25H32N2O6 and its molar mass is 456.54 g/mol.

Is Vindoline hazardous?

Vindoline carries the GHS signal word "Warning". Main hazards: suspected of causing genetic defects. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Vindoline?

Vindoline is usually classified under HS code 293979 (Alkaloids, natural or reproduced by synthesis, and their salts, ethers, esters and other…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Vindoline?

CompoundList lists 9 suppliers of Vindoline in China, United States, Switzerland, Czech Republic and 1 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Vindoline?

Suppliers quote Vindoline on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Vindoline

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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