Np mrd loader

Record Information
Version2.0
Created at2023-10-24 04:00:29 UTC
Updated at2024-09-03 04:17:43 UTC
NP-MRD IDNP0332015
Natural Product DOIhttps://doi.org/10.57994/1143
Secondary Accession NumbersNone
Natural Product Identification
Common NameAlstoboonine
DescriptionAlstoboonine belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring. Alstoboonine was first documented in 2024 (PMID: 37942619). Based on a literature review very few articles have been published on Alstoboonine.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC19H21N2O4
Average Mass341.3860 Da
Monoisotopic Mass341.14958 Da
IUPAC Name(2S,5R,6S,10S)-5-ethenyl-6-hydroxy-2-(methoxycarbonyl)-4-oxa-9,18-diazapentacyclo[9.7.0.0^{2,6}.0^{5,10}.0^{12,17}]octadeca-1(11),12(17),13,15-tetraen-9-ium
Traditional Name(2S,5R,6S,10S)-5-ethenyl-6-hydroxy-2-(methoxycarbonyl)-4-oxa-9,18-diazapentacyclo[9.7.0.0^{2,6}.0^{5,10}.0^{12,17}]octadeca-1(11),12(17),13,15-tetraen-9-ium
CAS Registry NumberNot Available
SMILES
COC(=O)[C@@]12CO[C@]3(C=C)[C@@H]([NH2+]CC[C@]13O)C1=C2NC2=C1C=CC=C2
InChI Identifier
InChI=1S/C19H20N2O4/c1-3-18-15-13-11-6-4-5-7-12(11)21-14(13)17(10-25-18,16(22)24-2)19(18,23)8-9-20-15/h3-7,15,20-21,23H,1,8-10H2,2H3/p+1/t15-,17-,18+,19-/m0/s1
InChI KeyJOZAOIYYIKINSB-KANFNMMFSA-O
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
ROESY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)verena.spiegler@uni-muenster.deNot AvailableNot Available2023-10-24View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)verena.spiegler@uni-muenster.deNot AvailableNot Available2023-10-24View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)verena.spiegler@uni-muenster.deNot AvailableNot Available2023-10-24View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)verena.spiegler@uni-muenster.deNot AvailableNot Available2023-10-24View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)verena.spiegler@uni-muenster.deNot AvailableNot Available2023-10-24View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)verena.spiegler@uni-muenster.deNot AvailableNot Available2023-10-24View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as carbazoles. These are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassCarbazoles
Direct ParentCarbazoles
Alternative Parents
Substituents
  • Carbazole
  • Indole
  • Fatty acid ester
  • Fatty acyl
  • Benzenoid
  • Substituted pyrrole
  • Piperidine
  • Monosaccharide
  • Heteroaromatic compound
  • Methyl ester
  • Tetrahydrofuran
  • Tertiary alcohol
  • Pyrrole
  • Carboxylic acid ester
  • Amino acid or derivatives
  • Oxacycle
  • Azacycle
  • Secondary amine
  • Monocarboxylic acid or derivatives
  • Ether
  • Secondary aliphatic amine
  • Dialkyl ether
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Alcohol
  • Organic cation
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
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
logP0.82ChemAxon
pKa (Strongest Acidic)12.74ChemAxon
pKa (Strongest Basic)8.4ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area88.16 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity102.05 m³·mol⁻¹ChemAxon
Polarizability35.73 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
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 CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Grimm M, Borner R, Addotey JN, Schmidt TJ, Spiegler V: Alstoboonine, an Ulean-Type Indole Alkaloid from Alstonia boonei Leaves. J Nat Prod. 2024 Mar 22;87(3):514-519. doi: 10.1021/acs.jnatprod.3c00832. Epub 2023 Nov 9. [PubMed:37942619 ]