Np mrd loader

Record Information
Version2.0
Created at2024-05-12 17:19:33 UTC
Updated at2026-02-16 16:20:45 UTC
NP-MRD IDNP0333218
Natural Product DOIhttps://doi.org/10.57994/2549
Secondary Accession NumbersNone
Natural Product Identification
Common NameAmaurone J
Description Amaurone J was first documented in 2021 (PMID: 33529015). Based on a literature review very few articles have been published on (1S,2R,3R,4R,5S,6R)-2,3,4-trihydroxy-6-[(3E,5E)-6-(6-methoxy-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-2-methylhepta-1,3,5-trien-1-yl]-2,4,5-trimethylcyclohexyl acetate.
Structure
Thumb
Synonyms
ValueSource
(1S,2R,3R,4R,5S,6R)-2,3,4-Trihydroxy-6-[(3E,5E)-6-(6-methoxy-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-2-methylhepta-1,3,5-trien-1-yl]-2,4,5-trimethylcyclohexyl acetic acidGenerator
Chemical FormulaC27H38O8
Average Mass490.5930 Da
Monoisotopic Mass490.25667 Da
IUPAC Name(1S,2R,3R,4R,5S,6R)-2,3,4-trihydroxy-6-[(1E,3E,5E)-6-(6-methoxy-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-2-methylhepta-1,3,5-trien-1-yl]-2,4,5-trimethylcyclohexyl acetate
Traditional Name(1S,2R,3R,4R,5S,6R)-2,3,4-trihydroxy-6-[(1E,3E,5E)-6-(6-methoxy-3,5-dimethyl-4-oxopyran-2-yl)-2-methylhepta-1,3,5-trien-1-yl]-2,4,5-trimethylcyclohexyl acetate
CAS Registry NumberNot Available
SMILES
COC1=C(C)C(=O)C(C)=C(O1)C(\C)=C\C=C\C(\C)=C\[C@@H]1[C@H](C)[C@@](C)(O)[C@@H](O)[C@@](C)(O)[C@H]1OC(C)=O
InChI Identifier
InChI=1S/C27H38O8/c1-14(11-10-12-15(2)22-16(3)21(29)17(4)24(33-9)35-22)13-20-18(5)26(7,31)25(30)27(8,32)23(20)34-19(6)28/h10-13,18,20,23,25,30-32H,1-9H3/b11-10+,14-13+,15-12+/t18-,20+,23-,25+,26+,27-/m0/s1
InChI KeyLWFYRDMUZJJBPB-POOFEOCGSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)[email protected]Not AvailableNot Available2024-05-12View Spectrum
ROESY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)[email protected]Not AvailableNot Available2024-05-12View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)[email protected]Not AvailableNot Available2024-05-12View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)[email protected]Not AvailableNot Available2024-05-12View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)[email protected]Not AvailableNot Available2024-05-12View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600.0, Dimethylsulfoxide-d6, simulated)[email protected]Not AvailableNot Available2026-02-16View Spectrum
1D NMR13C NMR Spectrum (1D, 150.0, Dimethylsulfoxide-d6, simulated)[email protected]Not AvailableNot Available2026-02-16View Spectrum
Species
Species of Origin
Species NameSourceReference
Amauroascus sp. CMB-F713
      Not Available
Amauroascus sp. CMB-F713
      Not Available
Chemical Taxonomy
ClassificationNot classified
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
logP2.57ChemAxon
pKa (Strongest Acidic)12.59ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area122.52 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity145.51 m³·mol⁻¹ChemAxon
Polarizability53.79 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
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 ID103835425
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. DOI: 10.1021/acs.jnatprod.0c01343