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Alkaloids

Vindolinine

Also known as methyl (1R,9R,10R,12R,19S,20R)-20-methyl-8,16-diazahexacyclo[10.6.1.19,12.01,9.02,7.016,19]icosa-2,4,6,13-tetraene-10-carboxylate, methyl (1R,9R,10R,12R,19S,20R)-20-methyl-8,16-diazahexacyclo(10.6.1.19,12.01,9.02,7.016,19)icosa-2,4,6,13-tetraene-10-carboxylate, (2 alpha,3 beta,5 alpha,12 beta,19 alpha,20R)-6,7-didehydro-2,20-cycloaspidospermidine-3-carbox ylic acid, methyl ester

CAS 5980-02-9Formula C21H24N2O2Molar mass 336.44 g/molEC 125-958-8
GHS signal word: Warning. Pictograms: Harmful or irritant
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Vindolinine chemical structure, C21H24N2O2, CAS 5980-02-9
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
5980-02-9
Formula
C21H24N2O2
Molar mass
336.44 g/mol
EC number
125-958-8
HS code
293979
Category
Alkaloids

What is Vindolinine?

Plain description, key identifiers and synonyms

Vindolinine is a monoterpenoid indole alkaloid with formula C21H24N2O2, isolated from several plant species. It has a role as a plant metabolite. It is a methyl ester, an organic heteropentacyclic compound, a tertiary amino compound and a monoterpenoid indole alkaloid.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
methyl (1R,9R,10R,12R,19S,20R)-20-methyl-8,16-diazahexacyclo[10.6.1.19,12.01,9.02,7.016,19]icosa-2,4,6,13-tetraene-10-carboxylate
CAS number
5980-02-9 CAS number cross-checked
EC number
125-958-8
Molecular formula
C21H24N2O2
InChIKey
JSLDLCGKZDUQSH-SBDPWIONSA-N
InChI
InChI=1S/C21H24N2O2/c1-13-19-8-5-10-23-11-9-20(18(19)23)14-6-3-4-7-16(14)22-21(13,20)15(12-19)17(24)25-2/h3-8,13,15,18,22H,9-12H2,1-2H3/t13-,15+,18+,19+,20-,21-/m1/s1
Canonical SMILES
COC(=O)C1CC23C=CCN4CCC5(c6ccccc6NC15C2C)C43
Isomeric SMILES
C[C@@H]1[C@]23C[C@H]([C@@]14[C@@]5([C@H]2N(CC5)CC=C3)C6=CC=CC=C6N4)C(=O)OC

Synonyms

  • methyl (1R,9R,10R,12R,19S,20R)-20-methyl-8,16-diazahexacyclo[10.6.1.19,12.01,9.02,7.016,19]icosa-2,4,6,13-tetraene-10-carboxylate
  • methyl (1R,9R,10R,12R,19S,20R)-20-methyl-8,16-diazahexacyclo(10.6.1.19,12.01,9.02,7.016,19)icosa-2,4,6,13-tetraene-10-carboxylate
  • (2 alpha,3 beta,5 alpha,12 beta,19 alpha,20R)-6,7-didehydro-2,20-cycloaspidospermidine-3-carbox ylic acid, methyl ester
  • Vindolinin
  • (-)-vindolinine
  • (2alpha,3beta,5alpha,12beta,19alpha,20R)-6,7-Didehydro-2,20-cycloaspidospermidine-3-carbox ylic acid, methyl ester
  • Methyl (20R)-12beta-6,7-didehydro-2,20-cycloaspidospermidine-3alpha-carboxylate
  • methyl (3beta,5alpha,12beta,19alpha,20R)-6,7-didehydro-2,20-cycloaspidospermidine-3-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
336.44 g/molcalc.
Exact mass
336.1838 Dacalc.
LogP (octanol/water)
2.56calc.
Topological polar surface area
41.57 Ųcalc.
Hydrogen bond donors
1calc.
Hydrogen bond acceptors
4calc.
Rotatable bonds
1calc.
Heavy atoms
25calc.
Rings
6calc.
Aromatic rings
1calc.
Fraction sp3 carbons
0.57calc.
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=CC23CCC4(C2)Nc2ccccc2C42CCN(C1)C32

C1=CC23CCC4(C2)Nc2ccccc2C42CCN(C1)C32

6 rings, 20 atoms.

4 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H315Causes skin irritation.
  • H319Causes serious eye irritation.
  • H335May cause respiratory irritation.
Precautionary statements (16)
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P264Wash skin thoroughly after handling.
  • P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
  • P271Use only outdoors or in a well-ventilated area.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P302 + P352If on skin: Wash with plenty of water.
  • P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
  • P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
  • P319Get medical help if you feel unwell.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P332 + P317If skin irritation occurs: Get medical help.
  • P337 + P317If eye irritation persists: Get medical help.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.
  • P403 + P233Store in a well-ventilated place. Keep container tightly closed.
  • 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

Vindolinine suppliers

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Vindolinine price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Roles

  • eukaryotic metabolite
  • metabolite
  • plant metabolite

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 Vindolinine 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 Vindolinine is indicative (it is known at chapter level only). Confirm the classification with your customs broker before shipping.

Frequently asked questions

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

What is Vindolinine?

Vindolinine is a monoterpenoid indole alkaloid with formula C21H24N2O2, isolated from several plant species. It has a role as a plant metabolite. It is a methyl ester, an organic heteropentacyclic compound, a tertiary amino compound and a monoterpenoid indole alkaloid.

What is the CAS number of Vindolinine?

The CAS registry number of Vindolinine is 5980-02-9.

What is the molecular formula and weight of Vindolinine?

The molecular formula of Vindolinine is C21H24N2O2 and its molar mass is 336.44 g/mol.

What is Vindolinine used for?

Known uses and roles of Vindolinine include eukaryotic metabolite, metabolite and plant metabolite.

Is Vindolinine hazardous?

Vindolinine carries the GHS signal word "Warning". Main hazards: causes skin irritation, causes serious eye irritation, may cause respiratory irritation. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Vindolinine?

Vindolinine 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 Vindolinine?

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What is the price of Vindolinine?

Suppliers quote Vindolinine 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

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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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