Np mrd loader

Record Information
Version2.0
Created at2022-09-12 08:36:45 UTC
Updated at2022-09-12 08:36:46 UTC
NP-MRD IDNP0326738
Secondary Accession NumbersNone
Natural Product Identification
Common Name(3r)-6-hydroxy-8-[(3r)-6-hydroxy-9-methoxy-3-methyl-1,7,10-trioxo-3h,4h-naphtho[1,2-c]pyran-8-yl]-9-methoxy-3-methyl-3h,4h-naphtho[1,2-c]pyran-1,7,10-trione
Description(3R,3'R)-3,3',4,4'-Tetrahydro-6,6'-dihydroxy-9,9'-dimethoxy-3,3'-dimethyl-8,8'-bi[1H-naphtho[1,2-c]pyran]-1,1',7,7',10,10'-hexone belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. (3r)-6-hydroxy-8-[(3r)-6-hydroxy-9-methoxy-3-methyl-1,7,10-trioxo-3h,4h-naphtho[1,2-c]pyran-8-yl]-9-methoxy-3-methyl-3h,4h-naphtho[1,2-c]pyran-1,7,10-trione is found in Trichophyton violaceum. Based on a literature review very few articles have been published on (3R,3'R)-3,3',4,4'-Tetrahydro-6,6'-dihydroxy-9,9'-dimethoxy-3,3'-dimethyl-8,8'-bi[1H-naphtho[1,2-c]pyran]-1,1',7,7',10,10'-hexone.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC30H22O12
Average Mass574.4940 Da
Monoisotopic Mass574.11113 Da
IUPAC Name(3R)-6-hydroxy-8-[(3R)-6-hydroxy-9-methoxy-3-methyl-1,7,10-trioxo-1H,3H,4H,7H,10H-naphtho[1,2-c]pyran-8-yl]-9-methoxy-3-methyl-1H,3H,4H,7H,10H-naphtho[1,2-c]pyran-1,7,10-trione
Traditional Name(3R)-6-hydroxy-8-[(3R)-6-hydroxy-9-methoxy-3-methyl-1,7,10-trioxo-3H,4H-naphtho[1,2-c]pyran-8-yl]-9-methoxy-3-methyl-3H,4H-naphtho[1,2-c]pyran-1,7,10-trione
CAS Registry NumberNot Available
SMILES
COC1=C(C(=O)C2=C(C1=O)C1=C(C[C@@H](C)OC1=O)C=C2O)C1=C(OC)C(=O)C2=C3C(=O)O[C@H](C)CC3=CC(O)=C2C1=O
InChI Identifier
InChI=1S/C30H22O12/c1-9-5-11-7-13(31)17-19(15(11)29(37)41-9)25(35)27(39-3)21(23(17)33)22-24(34)18-14(32)8-12-6-10(2)42-30(38)16(12)20(18)26(36)28(22)40-4/h7-10,31-32H,5-6H2,1-4H3/t9-,10-/m1/s1
InChI KeyAVJBJCCXUSFJHP-NXEZZACHSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Trichophyton violaceumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassNaphthopyrans
Sub ClassNot Available
Direct ParentNaphthopyrans
Alternative Parents
Substituents
  • Naphthopyran
  • Naphthoquinone
  • Benzopyran
  • Isochromane
  • Naphthalene
  • 2-benzopyran
  • Aryl ketone
  • Quinone
  • 1-hydroxy-2-unsubstituted benzenoid
  • Dicarboxylic acid or derivatives
  • Benzenoid
  • Pyran
  • Vinylogous ester
  • Vinylogous acid
  • Lactone
  • Ketone
  • Carboxylic acid ester
  • Oxacycle
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen 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
logP2.83ChemAxon
pKa (Strongest Acidic)6.51ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area179.8 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity146.98 m³·mol⁻¹ChemAxon
Polarizability57.09 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
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 Compound12444970
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]