NP-MRD: Showing NP-Card for 5,7,4'-Trihydroxy-3',5'-dimethoxy-6,2'-diprenylisoflavone (NP0056935)

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Record Information

Version

2.0

Created at

2022-04-28 02:31:46 UTC

Updated at

2022-04-28 02:31:46 UTC

NP-MRD ID

NP0056935

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,7,4'-Trihydroxy-3',5'-dimethoxy-6,2'-diprenylisoflavone

Description

Pumilaisoflavone c belongs to the class of organic compounds known as 2'-prenylated isoflavones. These are isoflavones featuring a C5-isoprenoid unit at the 2'-position. Thus, pumilaisoflavone c is considered to be a flavonoid lipid molecule. 5,7,4'-Trihydroxy-3',5'-dimethoxy-6,2'-diprenylisoflavone is found in Tephrosia pumila . Pumilaisoflavone c is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161505312D          

 34 36  0  0  0  0            999 V2000
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   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
   -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 C   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 O   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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   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
    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
    6.4302   -1.2375    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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    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
   -2.1434   -2.8875    0.0000 O   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  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  2  0  0  0  0
  5 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 24 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 30 33  2  0  0  0  0
  3 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END

     RDKit          3D

 64 66  0  0  0  0  0  0  0  0999 V2000
   -2.3902    5.0624   -1.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3360    4.2406   -0.5594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1283    2.8921   -0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2757   -0.0956   -1.9617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9007   -0.5798   -2.2685 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8591   -0.6817   -1.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0872   -1.1980   -1.7207 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1151   -1.3254   -0.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3603   -1.8483   -1.1783 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9765   -0.9460    0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309   -1.0859    1.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1302   -0.1578    1.5023 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4433    0.8711    0.7630 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6519    1.3909   -0.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7231    1.6547    1.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7307   -0.4171    0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5898   -0.0439    2.1644 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7005   -0.2946   -0.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4703    0.2162    0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2098    0.6006    1.4525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8292    0.2261    0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6877   -1.2313    0.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9342   -2.0959   -0.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7726   -3.0834   -0.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6518   -3.5119    0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8974   -3.8758   -1.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9935    0.8936    0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0203    0.2079    1.3039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0559   -0.4386    0.6198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1372    2.2267    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3365    2.8282    0.7141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6726    5.4253   -0.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9269    5.9493   -1.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9221    4.4850   -2.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1860    2.8060   -1.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0797   -0.0040   -2.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2331   -1.5076   -2.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5649   -2.1565   -2.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3655   -2.1700    1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5570   -1.0231    2.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8953   -0.3580    2.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8870    0.8375   -1.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6000    1.4208   -0.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9424    2.4648   -0.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4579    1.3768    0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0222    1.4200    2.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4942    2.7236    0.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9229    0.3330    2.7416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3888   -1.4920    1.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6522   -1.3586    1.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3343   -1.8846   -1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6094   -4.6435    0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4461   -3.1098    1.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7111   -3.2647    0.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2556   -4.7724   -1.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5418   -3.2641   -2.7070 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.8298    0.3289    0.3971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5065    3.8000    0.5183 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
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 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
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 16 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 33  3  1  0
 22  6  1  0
 21  9  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
 25 52  1  0
 25 53  1  0
 26 54  1  0
 28 55  1  0
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 29 58  1  0
 29 59  1  0
 29 60  1  0
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 32 62  1  0
 32 63  1  0
 34 64  1  0
  7 39  1  0
 10 40  1  0
 12 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 20 51  1  0
M  END


  Mrv1533004161505312D          

 34 36  0  0  0  0            999 V2000
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   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
   -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 C   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 O   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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   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
    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
    6.4302   -1.2375    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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    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
   -2.1434   -2.8875    0.0000 O   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  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
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 16 18  1  0  0  0  0
 13 19  1  0  0  0  0
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 21 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  2  0  0  0  0
  5 24  2  0  0  0  0
 24 25  1  0  0  0  0
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 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 24 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 30 33  2  0  0  0  0
  3 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0056935

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=C(CC=C(C)C)C(OC)=C1O)C1=COC2=CC(O)=C(CC=C(C)C)C(O)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H30O7/c1-14(2)7-9-16-18(11-22(32-5)26(31)27(16)33-6)19-13-34-21-12-20(28)17(10-8-15(3)4)24(29)23(21)25(19)30/h7-8,11-13,28-29,31H,9-10H2,1-6H3

> <INCHI_KEY>
ZFUYAROWFZXDIQ-UHFFFAOYSA-N

> <FORMULA>
C27H30O7

> <MOLECULAR_WEIGHT>
466.53

> <EXACT_MASS>
466.199153306

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
50.3520814109941

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7-dihydroxy-3-[4-hydroxy-3,5-dimethoxy-2-(3-methylbut-2-en-1-yl)phenyl]-6-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

> <ALOGPS_LOGP>
4.73

> <JCHEM_LOGP>
6.218663856999999

> <ALOGPS_LOGS>
-5.15

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.910805702993658

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.3594057249957405

> <JCHEM_PKA_STRONGEST_BASIC>
-4.538435111366424

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
133.09489999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.32e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pumilaisoflavone C

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   33                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   24                                                  
CONECT    6    5    7   22                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   13   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    9   22                                                  
CONECT   22   21    6   23                                                  
CONECT   23   22                                                            
CONECT   24    5   25   30                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   24   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   30    3   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₀O₇

Average Mass

466.5300 Da

Monoisotopic Mass

466.19915 Da

IUPAC Name

5,7-dihydroxy-3-[4-hydroxy-3,5-dimethoxy-2-(3-methylbut-2-en-1-yl)phenyl]-6-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

Traditional Name

pumilaisoflavone C

CAS Registry Number

Not Available

SMILES

COC1=CC(=C(CC=C(C)C)C(OC)=C1O)C1=COC2=CC(O)=C(CC=C(C)C)C(O)=C2C1=O

InChI Identifier

InChI=1S/C27H30O7/c1-14(2)7-9-16-18(11-22(32-5)26(31)27(16)33-6)19-13-34-21-12-20(28)17(10-8-15(3)4)24(29)23(21)25(19)30/h7-8,11-13,28-29,31H,9-10H2,1-6H3

InChI Key

ZFUYAROWFZXDIQ-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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 pumila	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2'-prenylated isoflavones. These are isoflavones featuring a C5-isoprenoid unit at the 2'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

2'-prenylated isoflavones

Alternative Parents

Substituents

6-prenylated isoflavanone
2'-prenylated isoflavone
3p-methoxyisoflavone
Hydroxyisoflavonoid
Chromone
Benzopyran
Methoxyphenol
1-benzopyran
Dimethoxybenzene
M-dimethoxybenzene
Methoxybenzene
Phenoxy compound
Phenol ether
Anisole
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Pyran
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Vinylogous acid
Oxacycle
Organoheterocyclic compound
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050270 )

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	4.73	ALOGPS
logP	6.22	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	6.36	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	133.09 m³·mol⁻¹	ChemAxon
Polarizability	50.35 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

14282793

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 5,7,4'-Trihydroxy-3',5'-dimethoxy-6,2'-diprenylisoflavone (NP0056935)

MOL for NP0056935 (5,7,4'-Trihydroxy-3',5'-dimethoxy-6,2'-diprenylisoflavone)

3D MOL for NP0056935 (5,7,4'-Trihydroxy-3',5'-dimethoxy-6,2'-diprenylisoflavone)

3D SDF for NP0056935 (5,7,4'-Trihydroxy-3',5'-dimethoxy-6,2'-diprenylisoflavone)

3D-SDF for NP0056935 (5,7,4'-Trihydroxy-3',5'-dimethoxy-6,2'-diprenylisoflavone)

PDB for NP0056935 (5,7,4'-Trihydroxy-3',5'-dimethoxy-6,2'-diprenylisoflavone)

3D PDB for NP0056935 (5,7,4'-Trihydroxy-3',5'-dimethoxy-6,2'-diprenylisoflavone)

SMILES for NP0056935 (5,7,4'-Trihydroxy-3',5'-dimethoxy-6,2'-diprenylisoflavone)

INCHI for NP0056935 (5,7,4'-Trihydroxy-3',5'-dimethoxy-6,2'-diprenylisoflavone)

Structure for NP0056935 (5,7,4'-Trihydroxy-3',5'-dimethoxy-6,2'-diprenylisoflavone)

3D Structure for NP0056935 (5,7,4'-Trihydroxy-3',5'-dimethoxy-6,2'-diprenylisoflavone)