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COCONUT Compound

(+)-Ajmaline

CNP0243746.5 · C20H26N2O2 · View on COCONUT ↗

2D Structure

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Identifiers

Name(+)-Ajmaline
IUPAC Name(1~{R},9~{R},10~{S},12~{R},13~{S},14~{R},16~{S},17~{S},18~{R})-13-ethyl-8-methyl-8,15-diazahexacyclo[14.2.1.0^{1,9}.0^{2,7}.0^{10,15}.0^{12,17}]nonadeca-2,4,6-triene-14,18-diol
COCONUT IDCNP0243746.5
CAS4360-12-7
InChIKeyCJDRUOGAGYHKKD-RQBLFBSQSA-N
InChIInChI=1S/C20H26N2O2/c1-3-10-11-8-14-17-20(12-6-4-5-7-13(12)21(17)2)9-15(16(11)18(20)23)22(14)19(10)24/h4-7,10-11,14-19,23-24H,3,8-9H2,1-2H3/t10-,11-,14-,15-,16-,17-,18+,19+,20+/m0/s1
SMILESCC[C@H]1[C@@H]2C[C@H]3[C@@H]4N(C)C5=CC=CC=C5[C@]45C[C@@H]([C@H]2[C@H]5O)N3[C@@H]1O

Properties

Molecular FormulaC20H26N2O2
Molecular Weight326.44
Exact Mass326.19943
Log P (ALogP)1.55
TPSA46.94
H-Bond Donors / Acceptors2 / 4
Rotatable Bonds1
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.82
NP-likeness2.37

Classification

NP PathwayAlkaloids
NP SuperclassTryptophan alkaloids
NP ClassCorynanthe type
Chemical SuperclassAlkaloids and derivatives
Chemical ClassAjmaline-sarpagine alkaloids
Chemical SubclassAjmaline-sarpagine alkaloids

Reported in GR-MAPs Plants

Rauvolfia serpentina as “Rauvolfia Serpentina” in COCONUT

References (39)

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  39. 10.7124/BC.000291

Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.