Record Information
Version2.0
Created at2023-07-13 15:47:39 UTC
Updated at2024-09-03 04:16:37 UTC
NP-MRD IDNP0331721
Natural Product DOIhttps://doi.org/10.57994/0737
Secondary Accession NumbersNone
Natural Product Identification
Common NameIsopaynantheine-N(4)-oxide
Description Isopaynantheine-N(4)-oxide was first documented in 2020 (PMID: 32597657). Based on a literature review very few articles have been published on 3-Isopaynantheine N-oxide.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC23H28N2O5
Average Mass412.4860 Da
Monoisotopic Mass412.19982 Da
IUPAC Name(2S,3R,12bR)-2-[(1E)-1,3-dimethoxy-3-oxoprop-1-en-2-yl]-3-ethenyl-8-methoxy-1H,2H,3H,4H,5H,6H,7H,12H,12bH-indolo[2,3-a]quinolizin-5-ium-5-olate
Traditional Name(2S,3R,12bR)-2-[(1E)-1,3-dimethoxy-3-oxoprop-1-en-2-yl]-3-ethenyl-8-methoxy-1H,2H,3H,4H,6H,7H,12H,12bH-indolo[2,3-a]quinolizin-5-ium-5-olate
CAS Registry NumberNot Available
SMILES
[H][C@]12C[C@@H]([C@H](C[N+]1([O-])CCC1=C2NC2=CC=CC(OC)=C12)C=C)C(=C/OC)\C(=O)OC
InChI Identifier
InChI=1S/C23H28N2O5/c1-5-14-12-25(27)10-9-15-21-18(7-6-8-20(21)29-3)24-22(15)19(25)11-16(14)17(13-28-2)23(26)30-4/h5-8,13-14,16,19,24H,1,9-12H2,2-4H3/b17-13+/t14-,16-,19+,25?/m0/s1
InChI KeyOJKYJWDFFASHGX-YOOCQZJISA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 101 MHz, CDCl3, experimental)n_oberli@uncg.eduNot AvailableNot Available2023-07-13View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)n_oberli@uncg.eduNot AvailableNot Available2023-07-13View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
speciosa
      Not Available
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.94ALOGPS
logP1.87ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)14.25ChemAxon
pKa (Strongest Basic)3.18ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area83.61 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity115 m³·mol⁻¹ChemAxon
Polarizability44.82 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound102497654
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Flores-Bocanegra L, Raja HA, Graf TN, Augustinovic M, Wallace ED, Hematian S, Kellogg JJ, Todd DA, Cech NB, Oberlies NH: The Chemistry of Kratom [Mitragyna speciosa]: Updated Characterization Data and Methods to Elucidate Indole and Oxindole Alkaloids. J Nat Prod. 2020 Jul 24;83(7):2165-2177. doi: 10.1021/acs.jnatprod.0c00257. Epub 2020 Jun 29. [PubMed:32597657 ]