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Alkaloids

Stemmadenine

Also known as (+)-Stemmadenine, Stemmadenin, 3,7-Secocuran-16-carboxylic acid, 2,7,19,20-tetradehydro-17-hydroxy-, methyl ester, (19E)-

CAS 10012-73-4Formula C21H26N2O3Molar mass 354.45 g/mol
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Stemmadenine chemical structure, C21H26N2O3, CAS 10012-73-4
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
10012-73-4
Formula
C21H26N2O3
Molar mass
354.45 g/mol
HS code
293979
Category
Alkaloids

What is Stemmadenine?

Plain description, key identifiers and synonyms

15alpha-stemmadenine is a monoterpenoid indole alkaloid with formula C21H26N2O3, isolated from several plant species including Rhazya stricta, Tabernaemontana dichotoma and Aspidosperma pyricollum. It has a role as a plant metabolite. It is an Aspidosperma alkaloid, a primary alcohol, a methyl ester, an organic heterotetracyclic compound and a monoterpenoid indole alkaloid. It is a conjugate base of a 15alpha-stemmadenine(1+).

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
methyl (1S,2S,16E)-16-ethylidene-2-(hydroxymethyl)-4,14-diazatetracyclo[12.2.2.03,11.05,10]octadeca-3(11),5,7,9-tetraene-2-carboxylate
CAS number
10012-73-4
Molecular formula
C21H26N2O3
UNII
7RBX39D6AB
InChIKey
MBXJCHZRHROMQA-OSZHWHEXSA-N
InChI
InChI=1S/C21H26N2O3/c1-3-14-12-23-10-8-16-15-6-4-5-7-18(15)22-19(16)21(13-24,20(25)26-2)17(14)9-11-23/h3-7,17,22,24H,8-13H2,1-2H3/b14-3-/t17-,21-/m0/s1
Canonical SMILES
CC=C1CN2CCc3c([nH]c4ccccc34)C(CO)(C(=O)OC)C1CC2
Isomeric SMILES
C/C=C\1/CN2CC[C@@H]1[C@](C3=C(CC2)C4=CC=CC=C4N3)(CO)C(=O)OC

Synonyms

  • (+)-Stemmadenine
  • Stemmadenin
  • 3,7-Secocuran-16-carboxylic acid, 2,7,19,20-tetradehydro-17-hydroxy-, methyl ester, (19E)-
  • methyl (1R,2S,16E)-16-ethylidene-2-(hydroxymethyl)-4,14-diazatetracyclo(12.2.2.03,11.05,10)octadeca-3(11),5,7,9-tetraene-2-carboxylate
  • methyl (1S,2S,16E)-16-ethylidene-2-(hydroxymethyl)-4,14-diazatetracyclo(12.2.2.03,11.05,10)octadeca-3(11),5,7,9-tetraene-2-carboxylate
  • 15alpha-stemmadenine
  • 15-alpha-stemmadenine
  • 1H-3,6-Ethanoazonino(5,4-b)indole-7-carboxylic acid, 5-ethylidene-2,4,5,6,7,8-hexahydro-7-(hydroxymethyl)-, methyl ester, (3S,5E,6S,7S)-
  • 2H-3,6-Ethanoazonino(5,4-b)indole-7-carboxylic acid, 5-ethylidene-1,4,5,6,7,8-hexahydro-7-(hydroxymethyl)-, methyl ester, (3S,5E,6S,7S)-
  • 2H-3,6-Ethanoazonino(5,4-b)indole-7-carboxylic acid, 5-ethylidene-1,4,5,6,7,8-hexahydro-7-(hydroxymethyl)-, methyl ester, (3S-(3r*,5E,6r*,7r*))-
  • Methyl (3S,5E,6S,7S)-5-ethylidene-2,4,5,6,7,8-hexahydro-7-(hydroxymethyl)-1H-3,6-ethanoazonino(5,4-b)indole-7-carboxylate
  • methyl (5E,6S,7S)-5-ethylidene-7-(hydroxymethyl)-1,4,5,6,7,8-hexahydro-2H-3,6-ethanoazonino[5,4-b]indole-7-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
354.45 g/molcalc.
Exact mass
354.1943 Dacalc.
LogP (octanol/water)
2.4calc.
Topological polar surface area
65.56 Ųcalc.
Hydrogen bond donors
2calc.
Hydrogen bond acceptors
4calc.
Rotatable bonds
2calc.
Heavy atoms
26calc.
Rings
5calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.48calc.
Formal charge
0calc.
Stereocentres
3calc.
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, C=C1CN2CCc3c([nH]c4ccccc34)CC1CC2

C=C1CN2CCc3c([nH]c4ccccc34)CC1CC2

5 rings, 19 atoms.

2 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.

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

Stemmadenine suppliers

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

Frequently asked questions

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

What is Stemmadenine?

15alpha-stemmadenine is a monoterpenoid indole alkaloid with formula C21H26N2O3, isolated from several plant species including Rhazya stricta, Tabernaemontana dichotoma and Aspidosperma pyricollum. It has a role as a plant metabolite.

What is the CAS number of Stemmadenine?

The CAS registry number of Stemmadenine is 10012-73-4.

What is the molecular formula and weight of Stemmadenine?

The molecular formula of Stemmadenine is C21H26N2O3 and its molar mass is 354.45 g/mol.

What is Stemmadenine used for?

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

Is Stemmadenine hazardous?

No GHS hazard classification for Stemmadenine is recorded on CompoundList yet. That does not prove it is safe. Always read the supplier safety data sheet.

What is the HS code of Stemmadenine?

Stemmadenine 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 Stemmadenine?

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What is the price of Stemmadenine?

Suppliers quote Stemmadenine 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 Stemmadenine

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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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