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Record Information
Version2.0
Created at2022-09-06 22:21:09 UTC
Updated at2022-09-06 22:21:10 UTC
NP-MRD IDNP0238873
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-(6-hydroxy-8-methoxy-3,5-dimethyl-3,4-dihydro-1h-2-benzopyran-1-yl)-4h-pyrrolizino[1,2-b]quinoline-9,10-dione
Description1-(6-Hydroxy-8-methoxy-3,5-dimethyl-3,4-dihydro-1H-2-benzopyran-1-yl)-4H,9H,10H-pyrrolizino[1,2-b]quinoline-9,10-dione belongs to the class of organic compounds known as pyrroloquinolines. Pyrroloquinolines are compounds containing a pyrroloquinoline moiety, which consists of a pyrrole ring fused to a quinoline. 1-(6-hydroxy-8-methoxy-3,5-dimethyl-3,4-dihydro-1h-2-benzopyran-1-yl)-4h-pyrrolizino[1,2-b]quinoline-9,10-dione is found in Penicillium citrinum. Based on a literature review very few articles have been published on 1-(6-hydroxy-8-methoxy-3,5-dimethyl-3,4-dihydro-1H-2-benzopyran-1-yl)-4H,9H,10H-pyrrolizino[1,2-b]quinoline-9,10-dione.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC26H22N2O5
Average Mass442.4710 Da
Monoisotopic Mass442.15287 Da
IUPAC Name1-(6-hydroxy-8-methoxy-3,5-dimethyl-3,4-dihydro-1H-2-benzopyran-1-yl)-4H,9H,10H-pyrrolizino[1,2-b]quinoline-9,10-dione
Traditional Name1-(6-hydroxy-8-methoxy-3,5-dimethyl-3,4-dihydro-1H-2-benzopyran-1-yl)-4H-pyrrolizino[1,2-b]quinoline-9,10-dione
CAS Registry NumberNot Available
SMILES
COC1=CC(O)=C(C)C2=C1C(OC(C)C2)C1=CC=C2N1C(=O)C1=C2NC2=CC=CC=C2C1=O
InChI Identifier
InChI=1S/C26H22N2O5/c1-12-10-15-13(2)19(29)11-20(32-3)21(15)25(33-12)18-9-8-17-23-22(26(31)28(17)18)24(30)14-6-4-5-7-16(14)27-23/h4-9,11-12,25,29H,10H2,1-3H3,(H,27,30)
InChI KeyYMMHCLHJARLKFK-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Penicillium citrinumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyrroloquinolines. Pyrroloquinolines are compounds containing a pyrroloquinoline moiety, which consists of a pyrrole ring fused to a quinoline.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassPyrroloquinolines
Direct ParentPyrroloquinolines
Alternative Parents
Substituents
  • Pyrroloquinoline
  • Dihydroquinolone
  • Benzopyran
  • Isochromane
  • Dihydroquinoline
  • 2-benzopyran
  • Anisole
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Substituted pyrrole
  • Pyridine
  • Heteroaromatic compound
  • Vinylogous amide
  • Pyrrole
  • Lactam
  • Oxacycle
  • Dialkyl ether
  • Ether
  • Azacycle
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organooxygen 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
logP3.47ChemAxon
pKa (Strongest Acidic)5.98ChemAxon
pKa (Strongest Basic)-2.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area89.79 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity124.98 m³·mol⁻¹ChemAxon
Polarizability47.58 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 Compound162885169
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]