Np mrd loader

Record Information
Version2.0
Created at2022-04-28 21:10:09 UTC
Updated at2022-04-28 21:10:09 UTC
NP-MRD IDNP0075973
Secondary Accession NumbersNone
Natural Product Identification
Common Name11-Methoxykopsilongine N(4)-oxide
Description2,18-Dimethyl (1R,9R,16R,18S,21S)-18-hydroxy-4,5-dimethoxy-12-oxo-2,12λ⁵-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]Henicosa-3(8),4,6-triene-2,18-dicarboxylate belongs to the class of organic compounds known as aspidofractine alkaloids. These are alkaloids with a structure that is based on the hexacyclic aspidofractine core. These compounds are related to the Aspidosperma group by formation of a C-2 to C-18 bond. 11-Methoxykopsilongine N(4)-oxide is found in Kopsia dasyrachis. Based on a literature review very few articles have been published on 2,18-dimethyl (1R,9R,16R,18S,21S)-18-hydroxy-4,5-dimethoxy-12-oxo-2,12λ⁵-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]Henicosa-3(8),4,6-triene-2,18-dicarboxylate.
Structure
Thumb
Synonyms
ValueSource
2,18-Dimethyl (1R,9R,16R,18S,21S)-18-hydroxy-4,5-dimethoxy-12-oxo-2,12-diazahexacyclo[14.2.2.1,.0,.0,.0,]henicosa-3(8),4,6-triene-2,18-dicarboxylic acidGenerator
Chemical FormulaC25H32N2O8
Average Mass488.5370 Da
Monoisotopic Mass488.21587 Da
IUPAC Name2,18-dimethyl (1R,9R,16R,18S,21S)-18-hydroxy-4,5-dimethoxy-12-oxo-2,12lambda5-diazahexacyclo[14.2.2.1^{9,12}.0^{1,9}.0^{3,8}.0^{16,21}]henicosa-3(8),4,6-triene-2,18-dicarboxylate
Traditional Name2,18-dimethyl (1R,9R,16R,18S,21S)-18-hydroxy-4,5-dimethoxy-12-oxo-2,12lambda5-diazahexacyclo[14.2.2.1^{9,12}.0^{1,9}.0^{3,8}.0^{16,21}]henicosa-3(8),4,6-triene-2,18-dicarboxylate
CAS Registry NumberNot Available
SMILES
COC(=O)N1C2=C(C=CC(OC)=C2OC)[C@@]23CCN4(=O)CCC[C@]5(CC[C@@]12[C@@](O)(C5)C(=O)OC)[C@@H]34
InChI Identifier
InChI=1S/C25H32N2O8/c1-32-16-7-6-15-17(18(16)33-2)26(21(29)35-4)25-10-9-22(14-24(25,30)20(28)34-3)8-5-12-27(31)13-11-23(15,25)19(22)27/h6-7,19,30H,5,8-14H2,1-4H3/t19-,22+,23+,24+,25+,27?/m0/s1
InChI KeyPQKJOICJGGMUMG-QDWBYKHOSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Kopsia dasyrachisPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aspidofractine alkaloids. These are alkaloids with a structure that is based on the hexacyclic aspidofractine core. These compounds are related to the Aspidosperma group by formation of a C-2 to C-18 bond.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassAspidofractine alkaloids
Sub ClassNot Available
Direct ParentAspidofractine alkaloids
Alternative Parents
Substituents
  • Aspidofractine skeleton
  • Aspidosperma alkaloid
  • Carbazole
  • Indolecarboxylic acid derivative
  • Indolecarboxylic acid
  • Quinolidine
  • Azaspirodecane
  • Indolizidine
  • Indole or derivatives
  • Anisole
  • Alkyl aryl ether
  • Benzenoid
  • N-alkylpyrrolidine
  • Piperidine
  • Trialkyl amine oxide
  • Methyl ester
  • Carbamic acid ester
  • Tertiary alcohol
  • Pyrrolidine
  • Cyclic alcohol
  • Carbonic acid derivative
  • Carboxylic acid ester
  • Azacycle
  • Organoheterocyclic compound
  • Trisubstituted n-oxide
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid derivative
  • N-oxide
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic zwitterion
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Alcohol
  • 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
logP0.46ALOGPS
logP0.35ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)11.61ChemAxon
pKa (Strongest Basic)2.03ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area121.41 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity122.82 m³·mol⁻¹ChemAxon
Polarizability61.2 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
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 Compound163072369
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available