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Showing NP-Card for 8-(3,4-dimethoxyphenyl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]non-3-ene-2,7-dione (NP0222177)

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Record Information
Version2.0
Created at2022-09-05 23:56:39 UTC
Updated at2022-09-05 23:56:39 UTC
NP-MRD IDNP0222177
Secondary Accession NumbersNone
Natural Product Identification
Common Name8-(3,4-dimethoxyphenyl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]non-3-ene-2,7-dione
Description8-(3,4-Dimethoxyphenyl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]Non-3-ene-2,7-dione belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups. 8-(3,4-dimethoxyphenyl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]non-3-ene-2,7-dione is found in Magnolia denudata. 8-(3,4-Dimethoxyphenyl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]Non-3-ene-2,7-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0222177 (8-(3,4-dimethoxyphenyl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]non-3-ene-2,7-dione)


  Mrv1533004201501002D          

 27 29  0  0  0  0            999 V2000
   -3.6548   -0.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9732   -1.4318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2299   -1.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5483   -1.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8050   -1.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433   -0.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4249    0.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1682   -0.2512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8499    0.2136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5932   -0.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433    1.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6450    1.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4614    2.1437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0662    2.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7995    0.7215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7995    0.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6183    0.0027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6450   -0.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4493   -0.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9637   -0.9758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8073    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4493    1.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0448    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 11 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 14 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END
Download

3D MOL for NP0222177 (8-(3,4-dimethoxyphenyl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]non-3-ene-2,7-dione)

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3D SDF for NP0222177 (8-(3,4-dimethoxyphenyl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]non-3-ene-2,7-dione)

  Mrv1533004201501002D          

 27 29  0  0  0  0            999 V2000
   -3.6548   -0.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9732   -1.4318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2299   -1.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5483   -1.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8050   -1.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433   -0.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4249    0.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1682   -0.2512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8499    0.2136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5932   -0.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433    1.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6450    1.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4614    2.1437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0662    2.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7995    0.7215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7995    0.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6183    0.0027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6450   -0.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4493   -0.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9637   -0.9758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8073    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4493    1.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0448    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 11 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 14 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0222177

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1OC)C1C(C)C2(OC)OC(=O)C1C(=O)C(CC=C)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C21H24O6/c1-6-7-14-11-21(26-5)12(2)17(18(19(14)22)20(23)27-21)13-8-9-15(24-3)16(10-13)25-4/h6,8-12,17-18H,1,7H2,2-5H3

> <INCHI_KEY>
KVZPSYFCHNAPBY-UHFFFAOYSA-N

> <FORMULA>
C21H24O6

> <MOLECULAR_WEIGHT>
372.417

> <EXACT_MASS>
372.157288493

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
38.93702572599045

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-(3,4-dimethoxyphenyl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]non-3-ene-2,7-dione

> <ALOGPS_LOGP>
2.92

> <JCHEM_LOGP>
3.889170280333334

> <ALOGPS_LOGS>
-4.28

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.079272794883313

> <JCHEM_PKA_STRONGEST_BASIC>
-4.147541275088041

> <JCHEM_POLAR_SURFACE_AREA>
71.06

> <JCHEM_REFRACTIVITY>
100.17519999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.95e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-(3,4-dimethoxyphenyl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]non-3-ene-2,7-dione

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0222177 (8-(3,4-dimethoxyphenyl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]non-3-ene-2,7-dione)
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PDB for NP0222177 (8-(3,4-dimethoxyphenyl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]non-3-ene-2,7-dione)
HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0      -6.822  -1.805   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.550  -2.673   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.162  -2.005   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.890  -2.872   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.503  -2.204   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.387  -0.668   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.660   0.199   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.047  -0.469   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.320   0.399   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -6.707  -0.270   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.387   2.208   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.204   2.500   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.861   4.002   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.990   5.049   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.492   1.347   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.492   0.193   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.021   0.005   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.204  -0.960   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.705  -0.617   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.666  -1.822   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.374   0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.705   2.157   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.914   0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.684   2.104   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.914   3.437   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    6   12   20                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   17   24                                             
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   11   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23   14                                                       
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

Download
3D PDB for NP0222177 (8-(3,4-dimethoxyphenyl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]non-3-ene-2,7-dione)
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SMILES for NP0222177 (8-(3,4-dimethoxyphenyl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]non-3-ene-2,7-dione)
COC1=CC=C(C=C1OC)C1C(C)C2(OC)OC(=O)C1C(=O)C(CC=C)=C2
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INCHI for NP0222177 (8-(3,4-dimethoxyphenyl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]non-3-ene-2,7-dione)
InChI=1S/C21H24O6/c1-6-7-14-11-21(26-5)12(2)17(18(19(14)22)20(23)27-21)13-8-9-15(24-3)16(10-13)25-4/h6,8-12,17-18H,1,7H2,2-5H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC21H24O6
Average Mass372.4170 Da
Monoisotopic Mass372.15729 Da
IUPAC Name8-(3,4-dimethoxyphenyl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]non-3-ene-2,7-dione
Traditional Name8-(3,4-dimethoxyphenyl)-5-methoxy-9-methyl-3-(prop-2-en-1-yl)-6-oxabicyclo[3.2.2]non-3-ene-2,7-dione
CAS Registry NumberNot Available
SMILES
COC1=CC=C(C=C1OC)C1C(C)C2(OC)OC(=O)C1C(=O)C(CC=C)=C2
InChI Identifier
InChI=1S/C21H24O6/c1-6-7-14-11-21(26-5)12(2)17(18(19(14)22)20(23)27-21)13-8-9-15(24-3)16(10-13)25-4/h6,8-12,17-18H,1,7H2,2-5H3
InChI KeyKVZPSYFCHNAPBY-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Magnolia denudataLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassBenzene and substituted derivatives  
Sub ClassMethoxybenzenes  
Direct ParentDimethoxybenzenes  
Alternative Parents
Substituents
  • O-dimethoxybenzene
    • 

  • Dimethoxybenzene
    • 

  • Phenoxy compound
    • 

  • Anisole
    • 

  • Phenol ether
    • 

  • Alkyl aryl ether
    • 

  • Ketal
    • 

  • Delta valerolactone
    • 

  • Delta_valerolactone
    • 

  • 1,3-dicarbonyl compound
    • 

  • Oxane
    • 

  • Carboxylic acid ester
    • 

  • Ketone
    • 

  • Lactone
    • 

  • Acetal
    • 

  • Carboxylic acid derivative
    • 

  • Oxacycle
    • 

  • Ether
    • 

  • Organoheterocyclic compound
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Aldehyde
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • 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
logP2.92ALOGPS
logP3.89ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)12.08ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area71.06 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity100.18 m³·mol⁻¹ChemAxon
Polarizability38.94 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
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 Compound85225271  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]