Np mrd loader

Record Information
Version2.0
Created at2024-06-22 19:05:34 UTC
Updated at2024-09-03 04:22:35 UTC
NP-MRD IDNP0333461
Natural Product DOIhttps://doi.org/10.57994/2911
Secondary Accession NumbersNone
Natural Product Identification
Common NameOblarotenoid D
DescriptionCHEMBL4205461 belongs to the class of organic compounds known as rotenones. These are rotenoids with a structure based on a 6a,12a-dihydrochromeno[3,4-b]chromen-12(6H)-one skeleton. Oblarotenoid D was first documented in 2024 (PMID: 38579352). Based on a literature review very few articles have been published on CHEMBL4205461.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC19H16O8
Average Mass372.3290 Da
Monoisotopic Mass372.08452 Da
IUPAC Name(1R,13R)-1-hydroxy-4,17-dimethoxy-6,8,11,14-tetraoxapentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{15,20}]henicosa-2(10),3,5(9),15,17,19-hexaen-21-one
Traditional Name(1R,13R)-1-hydroxy-4,17-dimethoxy-6,8,11,14-tetraoxapentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{15,20}]henicosa-2(10),3,5(9),15,17,19-hexaen-21-one
CAS Registry NumberNot Available
SMILES
[H][C@@]12COC3=C(C=C(OC)C4=C3OCO4)[C@]1(O)C(=O)C1=CC=C(OC)C=C1O2
InChI Identifier
InChI=1S/C19H16O8/c1-22-9-3-4-10-12(5-9)27-14-7-24-15-11(19(14,21)18(10)20)6-13(23-2)16-17(15)26-8-25-16/h3-6,14,21H,7-8H2,1-2H3/t14-,19-/m1/s1
InChI KeyNHLXYJFMCIBAGA-AUUYWEPGSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
NOESY NMR[1H, 1H] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)mate.erdelyi@kemi.uu.seUppsala UniversityMate Erdelyi2024-06-22View Spectrum
TOCSY NMR[1H, 1H] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)mate.erdelyi@kemi.uu.seUppsala UniversityMate Erdelyi2024-06-22View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)mate.erdelyi@kemi.uu.seUppsala UniversityMate Erdelyi2024-06-22View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)mate.erdelyi@kemi.uu.seUppsala UniversityMate Erdelyi2024-06-22View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)mate.erdelyi@kemi.uu.seUppsala UniversityMate Erdelyi2024-06-22View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, CD3OD, experimental)mate.erdelyi@kemi.uu.seUppsala UniversityMate Erdelyi2024-06-22View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, CD3OD, experimental)mate.erdelyi@kemi.uu.seUppsala UniversityMate Erdelyi2024-06-22View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Millettia oblata ssp. teitensis
      Not Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as rotenones. These are rotenoids with a structure based on a 6a,12a-dihydrochromeno[3,4-b]chromen-12(6H)-one skeleton.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassRotenoids
Direct ParentRotenones
Alternative Parents
Substituents
  • Rotenone or derivatives
  • Isoflavanone
  • Isoflavan
  • Chromone
  • 1-benzopyran
  • Benzopyran
  • Chromane
  • Benzodioxole
  • Aryl alkyl ketone
  • Aryl ketone
  • Anisole
  • Alkyl aryl ether
  • Benzenoid
  • Tertiary alcohol
  • Ketone
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Acetal
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • 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
logP1.44ChemAxon
pKa (Strongest Acidic)11.03ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area92.68 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity89.84 m³·mol⁻¹ChemAxon
Polarizability36.41 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 IDNot Available
Chemspider ID90659473
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound145977359
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. DOI: 10.1021/acs.jnatprod.3c01288
  2. PMID: 38579352