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coronaridine

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coronaridine

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Also known as (-)-coronaridine

Coronaridine, also known as 18-carbomethoxyibogamine, is an alkaloid found in Tabernanthe iboga and related species, including Tabernaemontana divaricata for which (under the now obsolete synonym Ervatamia coronaria) it was named.

Chemical data

Formula
C21H26N2O2
Molecular weight
338.4 g/mol
IUPAC name
methyl (1S,15S,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene-1-carboxylate
SMILES
CC[C@H]1C[C@H]2C[C@@]3([C@H]1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC
InChIKey
NVVDQMVGALBDGE-KSWFMABOSA-N
XLogP
3.5
Polar surface area
45.3 Ų
H-bond donors
1
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
338.199
Show 5 more facts
canonical SMILES
CCC1CC2CC3(C1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC
chemical formula
C₂₁H₂₆N₂O₂
isomeric SMILES
CC[C@H]1C[C@H]2C[C@@]3([C@H]1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC
Commons category
Coronaridine
Sources (2)

via Wikidata · CC0

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Encyclopedic overview

6 sections
Contents
  • Chemistry
  • Congeners
  • Pharmacology
  • Sources
  • See also
  • References

Coronaridine, also known as 18-carbomethoxyibogamine, is an alkaloid found in Tabernanthe iboga and related species, including Tabernaemontana divaricata for which (under the now obsolete synonym Ervatamia coronaria) it was named.

Like ibogaine, (R)-coronaridine and (S)-coronaridine can decrease intake of cocaine and morphine in animals and it may have muscle relaxant and hypotensive activity.

Excerpted from Wikipedia’s “coronaridine” article, available under the CC BY-SA 4.0 licence.

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