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Record Information
Version2.0
Created at2022-09-12 01:16:50 UTC
Updated at2022-09-12 01:16:51 UTC
NP-MRD IDNP0322484
Secondary Accession NumbersNone
Natural Product Identification
Common Name22-hydroxy-11,21,23-trimethyl-24-oxa-20-azahexacyclo[19.3.1.0²,¹⁹.0⁵,¹⁸.0⁷,¹⁶.0⁸,¹³]pentacosa-2(19),3,5(18),7,9,11,13,15-octaene-6,17-dione
Description22-Hydroxy-11,21,23-trimethyl-24-oxa-20-azahexacyclo[19.3.1.0²,¹⁹.0⁵,¹⁸.0⁷,¹⁶.0⁸,¹³]Pentacosa-2(19),3,5(18),7(16),8(13),9,11,14-octaene-6,17-dione belongs to the class of organic compounds known as angucyclines. These are polyketides with a structure based on then benz[a]anthracene skeleton, with the particularity that the central ring of the anthracene moiety is a para-quinone. Based on a literature review very few articles have been published on 22-hydroxy-11,21,23-trimethyl-24-oxa-20-azahexacyclo[19.3.1.0²,¹⁹.0⁵,¹⁸.0⁷,¹⁶.0⁸,¹³]Pentacosa-2(19),3,5(18),7(16),8(13),9,11,14-octaene-6,17-dione.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC26H23NO4
Average Mass413.4730 Da
Monoisotopic Mass413.16271 Da
IUPAC Name22-hydroxy-11,21,23-trimethyl-24-oxa-20-azahexacyclo[19.3.1.0^{2,19}.0^{5,18}.0^{7,16}.0^{8,13}]pentacosa-2(19),3,5(18),7(16),8,10,12,14-octaene-6,17-dione
Traditional Name22-hydroxy-11,21,23-trimethyl-24-oxa-20-azahexacyclo[19.3.1.0^{2,19}.0^{5,18}.0^{7,16}.0^{8,13}]pentacosa-2(19),3,5(18),7(16),8,10,12,14-octaene-6,17-dione
CAS Registry NumberNot Available
SMILES
CC1OC2CC(C)(NC3=C2C=CC2=C3C(=O)C3=C(C2=O)C2=CC=C(C)C=C2C=C3)C1O
InChI Identifier
InChI=1S/C26H23NO4/c1-12-4-6-15-14(10-12)5-7-17-20(15)23(28)18-9-8-16-19-11-26(3,25(30)13(2)31-19)27-22(16)21(18)24(17)29/h4-10,13,19,25,27,30H,11H2,1-3H3
InChI KeyDIIFOOCBJPITQV-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as angucyclines. These are polyketides with a structure based on then benz[a]anthracene skeleton, with the particularity that the central ring of the anthracene moiety is a para-quinone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassAngucyclines
Sub ClassNot Available
Direct ParentAngucyclines
Alternative Parents
Substituents
  • Angucycline core
  • 9,10-anthraquinone
  • Anthraquinone
  • Anthracene
  • Phenanthrene
  • Tetrahydroquinoline
  • Aryl ketone
  • Aralkylamine
  • Secondary aliphatic/aromatic amine
  • Oxane
  • Benzenoid
  • Vinylogous amide
  • 1,2-aminoalcohol
  • Ketone
  • Secondary alcohol
  • Dialkyl ether
  • Ether
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Secondary amine
  • Alcohol
  • Organic nitrogen compound
  • Amine
  • Organic oxygen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • 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
logP4.32ChemAxon
pKa (Strongest Acidic)13.29ChemAxon
pKa (Strongest Basic)0.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area75.63 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity119.69 m³·mol⁻¹ChemAxon
Polarizability45.6 ųChemAxon
Number of Rings6ChemAxon
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 Compound74076504
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]