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Record Information
Version2.0
Created at2022-09-12 04:30:28 UTC
Updated at2022-09-12 04:30:28 UTC
NP-MRD IDNP0324433
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1s,11s,12s,22s)-15,22-dihydroxy-4-methyl-9-oxa-4,13-diazahexacyclo[9.8.3.2¹⁰,¹³.0¹,¹².0⁶,²².0¹⁴,¹⁹]tetracosa-6,10(24),14,16,18-pentaene-20,23-dione
Description(1S,11S,12S,22S)-15,22-dihydroxy-4-methyl-9-oxa-4,13-diazahexacyclo[9.8.3.2¹⁰,¹³.0¹,¹².0⁶,²².0¹⁴,¹⁹]Tetracosa-6,10(24),14(19),15,17-pentaene-20,23-dione 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. (1s,11s,12s,22s)-15,22-dihydroxy-4-methyl-9-oxa-4,13-diazahexacyclo[9.8.3.2¹⁰,¹³.0¹,¹².0⁶,²².0¹⁴,¹⁹]tetracosa-6,10(24),14,16,18-pentaene-20,23-dione is found in Strychnos icaja. Based on a literature review very few articles have been published on (1S,11S,12S,22S)-15,22-dihydroxy-4-methyl-9-oxa-4,13-diazahexacyclo[9.8.3.2¹⁰,¹³.0¹,¹².0⁶,²².0¹⁴,¹⁹]Tetracosa-6,10(24),14(19),15,17-pentaene-20,23-dione.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC22H22N2O5
Average Mass394.4270 Da
Monoisotopic Mass394.15287 Da
IUPAC Name(1S,11S,12S,22S)-15,22-dihydroxy-4-methyl-9-oxa-4,13-diazahexacyclo[9.8.3.2^{10,13}.0^{1,12}.0^{6,22}.0^{14,19}]tetracosa-6,10(24),14,16,18-pentaene-20,23-dione
Traditional Name(1S,11S,12S,22S)-15,22-dihydroxy-4-methyl-9-oxa-4,13-diazahexacyclo[9.8.3.2^{10,13}.0^{1,12}.0^{6,22}.0^{14,19}]tetracosa-6,10(24),14,16,18-pentaene-20,23-dione
CAS Registry NumberNot Available
SMILES
CN1CC[C@]23[C@@H]4[C@@H]5C(OCC=C(C1)[C@]5(O)CC2=O)=CC(=O)N4C1=C(O)C=CC=C31
InChI Identifier
InChI=1S/C22H22N2O5/c1-23-7-6-21-13-3-2-4-14(25)19(13)24-17(27)9-15-18(20(21)24)22(28,10-16(21)26)12(11-23)5-8-29-15/h2-5,9,18,20,25,28H,6-8,10-11H2,1H3/t18-,20-,21+,22+/m0/s1
InChI KeyNDIBCEQFECLLFG-VXSCBNMQSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Strychnos icajaLOTUS Database
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassCarbazoles
Direct ParentCarbazoles
Alternative Parents
Substituents
  • Carbazole
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Benzenoid
  • Cyclic alcohol
  • Tertiary alcohol
  • Vinylogous ester
  • Tertiary carboxylic acid amide
  • Amino acid or derivatives
  • Carboxamide group
  • Ketone
  • Lactam
  • Tertiary aliphatic amine
  • Tertiary amine
  • Carboxylic acid derivative
  • Oxacycle
  • Azacycle
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Alcohol
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organic nitrogen compound
  • 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
logP-0.64ChemAxon
pKa (Strongest Acidic)8.74ChemAxon
pKa (Strongest Basic)7.9ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area90.31 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity106.56 m³·mol⁻¹ChemAxon
Polarizability39.74 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 Compound162866782
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]