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Record Information
Version2.0
Created at2022-04-28 01:46:03 UTC
Updated at2022-04-28 01:46:03 UTC
NP-MRD IDNP0055830
Secondary Accession NumbersNone
Natural Product Identification
Common NameIsoglabrachromene
DescriptionIsoglabrachromene belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton. Thus, isoglabrachromene is considered to be a flavonoid. Isoglabrachromene is found in Millettia pinnata. Isoglabrachromene was first documented in 2002 (PMID: 12112286). Based on a literature review very few articles have been published on Isoglabrachromene.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC22H20O6
Average Mass380.3960 Da
Monoisotopic Mass380.12599 Da
IUPAC Name(4S)-4-(2H-1,3-benzodioxol-5-yl)-8-methoxy-12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1(10),2(7),8,13-tetraen-6-one
Traditional Name(4S)-4-(2H-1,3-benzodioxol-5-yl)-8-methoxy-12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1(10),2(7),8,13-tetraen-6-one
CAS Registry NumberNot Available
SMILES
COC1=CC2=C(C=CC(C)(C)O2)C2=C1C(=O)C[C@H](O2)C1=CC2=C(OCO2)C=C1
InChI Identifier
InChI=1S/C22H20O6/c1-22(2)7-6-13-17(28-22)10-19(24-3)20-14(23)9-16(27-21(13)20)12-4-5-15-18(8-12)26-11-25-15/h4-8,10,16H,9,11H2,1-3H3/t16-/m0/s1
InChI KeyVKZPFWQDJJZRFN-INIZCTEOSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Pongamia pinnataPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassPyranoflavonoids
Direct ParentPyranoflavonoids
Alternative Parents
Substituents
  • Pyranoflavonoid
  • 5-methoxyflavonoid-skeleton
  • Flavanone
  • Flavan
  • Pyranochromene
  • 2,2-dimethyl-1-benzopyran
  • Chromone
  • Chromane
  • Benzopyran
  • 1-benzopyran
  • Benzodioxole
  • Anisole
  • Aryl alkyl ketone
  • Aryl ketone
  • Alkyl aryl ether
  • Benzenoid
  • Ketone
  • Ether
  • Organoheterocyclic compound
  • Oxacycle
  • Acetal
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aldehyde
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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
logP3.83ALOGPS
logP3.46ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)14.08ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area63.22 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity101.97 m³·mol⁻¹ChemAxon
Polarizability39.47 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 IDC00008529
Chemspider ID24846559
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound42608067
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Blatt CT, Chavez D, Chai H, Graham JG, Cabieses F, Farnsworth NR, Cordell GA, Pezzuto JM, Kinghorn AD: Cytotoxic flavonoids from the stem bark of Lonchocarpus aff. fluvialis. Phytother Res. 2002 Jun;16(4):320-5. doi: 10.1002/ptr.889. [PubMed:12112286 ]