Coronaridine
Basic information
- CAS
467-77-6- Standard SMILES
CC[C@H]1C[C@@H]2CN3CCc4c([nH]c5ccccc45)[C@](C(=O)OC)(C2)[C@H]13- InChIKey
NVVDQMVGALBDGE-PZXGUROGSA-N- Molecular formula
- C21H26N2O2
- Average molar mass
- 338.4 g/mol
Overview
coronaridine has been reported in Tabernaemontana catharinensis, Trachelospermum jasminoides, and other organisms with data available.
Names & identifiers
- Preferred name
- Coronaridine
- IUPAC
- 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
- English name
- methyl ibogamine-18-carboxylate
- Molecular formula
- C21H26N2O2
- Molecular weight
- 338.44
Names & synonyms
CORONARIDINECoronardinemethyl (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-carboxylatemethyl (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-carboxylateRefChem:919066methyl (1S,15R,17S,18S)-17-ethyl-3,13-diazapentacyclo(13.3.1.02,10.04,9.013,18)nonadeca-2(10),4,6,8-tetraene-1-carboxylateCHEMBL364613NSC127490Ibogamine-18-carboxylic acid, methyl esterSCHEMBL28894658NVVDQMVGALBDGE-KSWFMABOSA-NBDBM50329102
Show more names
NSC 127490Coronaridinmethyl ibogaminemethyl ibogamine-18-carboxylateIbogamine-18-carboxylic acid methyl ester(-)-Ibogamine-18-carboxylic acid methyl ester
C09139Q5172181
Properties
Computed structural properties
- XLogP
- 3.5
- Topological polar surface area
- 45.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 552
Physicochemical properties
- Melting point
- 92 · 92-93 °C
- Boiling point
- 488.1 · 488.1±45.0 °C(Predicted)
- Density
- 1.24 · 1.24±0.1 g/cm3(Predicted)
- storage temp.
- 4 °C, · 4°C, protect from light
- form
- Solid
- pka
- 16 · 16+-.0.60(Predicted)
- color
- White to off-white
Chemistry & industry
Applications
UsesIbogamine-18-carboxylic Acid Methyl Ester (CAS# 467-77-6) is a useful research chemical compound. It is used in the biosynthesis of anti-addiction agent from iboga plant.
Additional notes
DefinitionChEBI: (-)-coronaridine is a monoterpenoid indole alkaloid with formula C21H26N2O2. It is isolated from the flowering plant genus, Tabernaemontana. It has a role as an antileishmanial agent, an antineoplastic agent, an apoptosis inducer and a plant metabolite. It is a monoterpenoid indole alkaloid, a methyl ester, an organic heteropentacyclic compound and an alkaloid ester. It is a conjugate base of a (-)-coronaridine(1+).
Related reactions
1 records
Compound notes
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