Np mrd loader

Record Information
Version1.0
Created at2024-01-04 04:44:02 UTC
Updated at2024-05-05 00:33:05 UTC
NP-MRD IDNP0332316
Secondary Accession NumbersNone
Natural Product Identification
Common Name(+)-(7S,8R,1’R,3’R,5’R,6’S)-delta8’-6’-hydroxy-3,4,5,3’,5’-pentamethoxy-1’,2’,3’,4,’5’,6’-hexahydro-4’-oxo-7.3’,8.5’-neolignan
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
Chemical FormulaC23H32O7
Average Mass420.5020 Da
Monoisotopic Mass420.21480 Da
IUPAC Name(1R,2S,3R,5R,6S,7R)-2-hydroxy-1,5-dimethoxy-7-methyl-3-(prop-2-en-1-yl)-6-(3,4,5-trimethoxyphenyl)bicyclo[3.2.1]octan-8-one
Traditional Name(1R,2S,3R,5R,6S,7R)-2-hydroxy-1,5-dimethoxy-7-methyl-3-(prop-2-en-1-yl)-6-(3,4,5-trimethoxyphenyl)bicyclo[3.2.1]octan-8-one
CAS Registry NumberNot Available
SMILES
COC1=CC(=CC(OC)=C1OC)[C@@H]1[C@@H](C)[C@@]2(OC)[C@@H](O)[C@H](CC=C)C[C@]1(OC)C2=O
InChI Identifier
InChI=1S/C23H32O7/c1-8-9-14-12-22(29-6)18(13(2)23(30-7,20(14)24)21(22)25)15-10-16(26-3)19(28-5)17(11-15)27-4/h8,10-11,13-14,18,20,24H,1,9,12H2,2-7H3/t13-,14-,18+,20+,22-,23-/m1/s1
InChI KeyFAEUGKIFETZWRO-BHVSKPIISA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
COSY NMR[1H, 1H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)batista.junior@unifesp.brFederal University of Sao Paulo - UNIFESPJoao M Batista Jr2024-05-03View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)batista.junior@unifesp.brFederal University of Sao Paulo - UNIFESPJoao M Batista Jr2024-05-03View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)batista.junior@unifesp.brFederal University of Sao Paulo - UNIFESPJoao M Batista Jr2024-05-03View Spectrum
NOESY NMR[1H, 1H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)batista.junior@unifesp.brFederal University of Sao Paulo - UNIFESPJoao M Batista Jr2024-05-03View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, CDCl3, experimental)batista.junior@unifesp.brFederal University of Sao Paulo - UNIFESPJoao M Batista Jr2024-05-03View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)batista.junior@unifesp.brFederal University of Sao Paulo - UNIFESPJoao M Batista Jr2024-05-03View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
aciphylla
      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
logP2.86ChemAxon
pKa (Strongest Acidic)13.58ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area83.45 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity111.71 m³·mol⁻¹ChemAxon
Polarizability45.24 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
External LinksNot Available
References
General References
  1. Totini Dos Santos CH, Petrica EEA, Nastri de Luca Batista A, Delphino Rodrigues E, Garcez WS, Ferreira de Albuquerque AC, Dos Santos FM Jr, Batista JM Jr, Garcez FR: 7.1',8.3'- and 7.3',8.5'-Connected Bicyclo[3.2.1]octanoids and Oxabicyclo[3.2.2]nonane-Type Neolignans from Ocotea aciphylla: Structures and Absolute Configurations. J Nat Prod. 2024 Mar 22;87(3):456-469. doi: 10.1021/acs.jnatprod.3c01013. Epub 2024 Feb 23. [PubMed:38395785 ]