NP-MRD: Showing NP-Card for 5-hydroxy-4-(7-methoxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate (NP0330441)

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Record Information

Version

1.0

Created at

2022-09-12 15:47:51 UTC

Updated at

2022-09-12 15:47:51 UTC

NP-MRD ID

NP0330441

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxy-4-(7-methoxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate

Description

5-Hydroxy-4-(7-methoxy-4-oxo-2-phenyl-3,4-dihydro-2H-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position. 5-hydroxy-4-(7-methoxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate is found in Tephrosia purpurea. 5-Hydroxy-4-(7-methoxy-4-oxo-2-phenyl-3,4-dihydro-2H-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241515052D          

 31 34  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0964   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8810   -2.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -3.7445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1027   -4.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2095   -3.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7615   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0231   -2.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6362   -3.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4208   -3.0021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4647   -4.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 10 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
M  END

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
   -2.3475    4.1743    2.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0532    3.0001    2.1001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7683    2.7215    1.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2002    3.6355    1.9826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4802    3.3983    1.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7546    2.2517    0.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7366    1.3377    0.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5574    1.5398    0.9594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6345    0.6442    0.8470 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8342    0.9023   -0.0022 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7216    1.1164   -1.2995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5462   -0.3120    0.2411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6595   -1.3272    0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5607   -1.7592    1.8551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9441   -2.4574   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2657   -0.6797    0.0655 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1649   -0.5640   -1.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7625   -0.6285   -2.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3262   -0.1616   -3.7354 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4171   -1.2265   -2.5580 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1681    0.2186   -0.1274 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4887   -0.2736    0.0902 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7614   -1.5745   -0.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8396   -1.6944   -1.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1587   -2.9099   -1.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4102   -4.0342   -1.5872 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3487   -3.9597   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0378   -2.7073   -0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5165    0.7862   -0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1299    2.0504    0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0079    2.9540    0.6428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4109    4.3855    2.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9150    5.0579    2.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7675    4.1597    3.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0003    4.5625    2.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2379    4.1534    1.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9757    0.2522    1.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4714    1.6869    0.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0129    1.9676   -1.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5157   -1.6226    2.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2009   -1.1837    2.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7126   -2.8673    1.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0983   -3.1634   -0.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7704   -3.0688   -0.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3454   -2.1014   -1.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5118   -1.1723    0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6821   -0.4319   -4.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333    0.9093   -3.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3011   -0.7031   -3.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5472   -0.4397    1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3858   -0.8120   -1.6137 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9971   -3.0249   -2.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6813   -4.9981   -2.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7337   -4.8257   -0.4537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2074   -2.6660    0.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4583    0.4613    0.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6662    1.0231   -1.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6 30  1  0
 30 31  2  0
 30 29  1  0
 29 22  1  0
 22 21  1  0
 21  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
  8  3  1  0
 16  9  1  0
 28 23  1  0
  7  6  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  5 36  1  0
 29 56  1  0
 29 57  1  0
 22 50  1  1
  9 37  1  1
 10 38  1  1
 11 39  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  1
 19 47  1  0
 19 48  1  0
 19 49  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
M  END


  Mrv1533004241515052D          

 31 34  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0964   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8810   -2.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -3.7445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1027   -4.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2095   -3.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7615   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0231   -2.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6362   -3.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4208   -3.0021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4647   -4.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 10 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0330441

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C(=O)CC(OC2=C1C1C(O)OC(C)(C)C1OC(C)=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H26O7/c1-13(25)29-22-20(23(27)31-24(22,2)3)19-17(28-4)11-10-15-16(26)12-18(30-21(15)19)14-8-6-5-7-9-14/h5-11,18,20,22-23,27H,12H2,1-4H3

> <INCHI_KEY>
GSLOHPSPTJDYHS-UHFFFAOYSA-N

> <FORMULA>
C24H26O7

> <MOLECULAR_WEIGHT>
426.465

> <EXACT_MASS>
426.167853177

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
44.10746468805676

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-4-(7-methoxy-4-oxo-2-phenyl-3,4-dihydro-2H-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate

> <ALOGPS_LOGP>
3.00

> <JCHEM_LOGP>
2.839888606999999

> <ALOGPS_LOGS>
-4.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.542953051886204

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.875311845828195

> <JCHEM_PKA_STRONGEST_BASIC>
-4.1651262275517675

> <JCHEM_POLAR_SURFACE_AREA>
91.29000000000002

> <JCHEM_REFRACTIVITY>
111.1667

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-4-(7-methoxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.913  -5.525   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.378  -5.049   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.437  -6.990   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.897  -6.990   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.058  -8.521   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.391  -7.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.421  -5.525   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.043  -5.049   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.188  -6.080   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.652  -5.604   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.867  -7.586   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   26                                                  
CONECT   11   10   12                                                       
CONECT   12   11    6   13                                                  
CONECT   13   12    3   14                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18   14   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   10   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   26                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Value	Source
5-Hydroxy-4-(7-methoxy-4-oxo-2-phenyl-3,4-dihydro-2H-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetic acid	Generator

Chemical Formula

C₂₄H₂₆O₇

Average Mass

426.4650 Da

Monoisotopic Mass

426.16785 Da

IUPAC Name

5-hydroxy-4-(7-methoxy-4-oxo-2-phenyl-3,4-dihydro-2H-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate

Traditional Name

5-hydroxy-4-(7-methoxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C(=O)CC(OC2=C1C1C(O)OC(C)(C)C1OC(C)=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C24H26O7/c1-13(25)29-22-20(23(27)31-24(22,2)3)19-17(28-4)11-10-15-16(26)12-18(30-21(15)19)14-8-6-5-7-9-14/h5-11,18,20,22-23,27H,12H2,1-4H3

InChI Key

GSLOHPSPTJDYHS-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Tephrosia purpurea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

8-prenylated flavanones

Alternative Parents

Substituents

8-prenylated flavanone
7-methoxyflavonoid-skeleton
Flavanone
Chromone
Chromane
1-benzopyran
Benzopyran
Anisole
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Tetrahydrofuran
Carboxylic acid ester
Ketone
Hemiacetal
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Ether
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3	ALOGPS
logP	2.84	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	11.88	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	91.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	111.17 m³·mol⁻¹	ChemAxon
Polarizability	44.11 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-hydroxy-4-(7-methoxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate (NP0330441)

MOL for NP0330441 (5-hydroxy-4-(7-methoxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate)

3D MOL for NP0330441 (5-hydroxy-4-(7-methoxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate)

3D SDF for NP0330441 (5-hydroxy-4-(7-methoxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate)

3D-SDF for NP0330441 (5-hydroxy-4-(7-methoxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate)

PDB for NP0330441 (5-hydroxy-4-(7-methoxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate)

3D PDB for NP0330441 (5-hydroxy-4-(7-methoxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate)

SMILES for NP0330441 (5-hydroxy-4-(7-methoxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate)

INCHI for NP0330441 (5-hydroxy-4-(7-methoxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate)

Structure for NP0330441 (5-hydroxy-4-(7-methoxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate)

3D Structure for NP0330441 (5-hydroxy-4-(7-methoxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-8-yl)-2,2-dimethyloxolan-3-yl acetate)