NP-MRD: Showing NP-Card for sciadopitysin (NP0321663)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 23:59:23 UTC

Updated at

2022-09-11 23:59:23 UTC

NP-MRD ID

NP0321663

Secondary Accession Numbers

None

Natural Product Identification

Common Name

sciadopitysin

Description

Sciadopitysin belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. Thus, sciadopitysin is considered to be a flavonoid lipid molecule. Sciadopitysin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. sciadopitysin is found in Apis cerana, Cephalotaxus fortunei, Ginkgo biloba, Metasequoia glyptostroboides, Nageia nagi, Podocarpus macrophyllus, Podocarpus urbanii, Taxodium distichum, Taxus canadensis, Taxus cuspidata, Taxus wallichiana, Torreya fargesii and Torreya nucifera. It was first documented in 1978 (PMID: 345599). A biflavonoid that is a 7, 4', 4'''-trimethyl ether derivative of amentoflavone (PMID: 16574412) (PMID: 16644528) (PMID: 22981471) (PMID: 7623623).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171521512D          

 43 48  0  0  0  0            999 V2000
    1.4289    3.3000    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
    0.7145    2.0625    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    0.8250    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    2.0625    0.0000 C   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
   -1.4289    0.8250    0.0000 C   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
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   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
   -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
   -2.1434   -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
   -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
    0.0000   -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
   -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
   -2.1434   -3.7125    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
    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
    4.2868   -1.6500    0.0000 O   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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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  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
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 38 41  1  0  0  0  0
 41 42  2  0  0  0  0
 34 42  1  0  0  0  0
 42 43  1  0  0  0  0
 30 43  1  0  0  0  0
M  END

     RDKit          3D

 67 72  0  0  0  0  0  0  0  0999 V2000
   -5.0587    5.5582   -0.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0111    4.6507   -0.7891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9972    3.3273   -0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0476    2.7204    0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9765    1.3792    0.6303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8640    0.6295    0.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7433   -0.7710    0.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7223   -1.4593    1.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6004   -2.8049    1.7664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5224   -3.3872    2.3730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4308   -3.4479    1.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1949   -4.7667    1.7304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1090   -5.5232    2.3881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9642   -5.3498    1.3452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0347   -4.5973    0.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2058   -5.1236    0.2738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2450   -3.2902    0.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2913   -2.4595   -0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6776   -1.7051    0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5779   -0.9241   -0.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5971   -0.1214    0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7002   -0.0721    1.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6845    0.7049    2.2945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7519    0.7283    3.5408 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5443    1.4164    1.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5503    2.2123    1.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7568    2.3446    3.3272 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3913    2.9095    1.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2521    2.8315   -0.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0629    3.5047   -1.1182 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1193    4.3406   -0.7439 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2547    2.0435   -0.7377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4040    1.3385    0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4595    0.5903   -0.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5083   -0.8950   -1.7408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -1.6268   -2.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3397   -2.4150   -1.7121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3124   -3.1751   -2.3451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3638   -3.1311   -3.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4594   -2.7103    0.7491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6624   -1.4546    0.4521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8267    1.2837   -0.3018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8611    2.5953   -0.6831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6197    6.5817   -0.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7529    5.6300   -1.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5947    5.2785    0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9321    3.2805    0.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8185    0.9392    1.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6493   -0.9767    1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9778   -5.3835    2.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7762   -6.3886    1.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3703   -6.0933    0.5008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7103   -1.7454    1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190   -0.6349    2.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3652    2.0111    4.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1647    3.5212    1.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7590    5.3954   -0.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9071    4.2195   -1.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5819    4.0676    0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0892    1.9371   -1.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2051   -0.2896   -2.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5198   -1.5996   -3.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3482   -2.0900   -4.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4489   -3.6238   -4.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2260   -3.7076   -4.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9488    0.6916   -0.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0247    3.0812   -1.2034 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 42  1  0
 42 43  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 40  2  0
 40 41  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 29 32  1  0
 32 33  2  0
 33 34  1  0
 43  3  1  0
 41  7  1  0
 37 18  1  0
 34 21  1  0
 40 11  1  0
 33 25  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  4 47  1  0
  5 48  1  0
 42 66  1  0
 43 67  1  0
  8 49  1  0
 13 50  1  0
 14 51  1  0
 16 52  1  0
 19 53  1  0
 35 61  1  0
 36 62  1  0
 39 63  1  0
 39 64  1  0
 39 65  1  0
 22 54  1  0
 27 55  1  0
 28 56  1  0
 31 57  1  0
 31 58  1  0
 31 59  1  0
 32 60  1  0
M  END


  Mrv1533004171521512D          

 43 48  0  0  0  0            999 V2000
    1.4289    3.3000    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
    0.7145    2.0625    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    0.8250    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    2.0625    0.0000 C   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
   -1.4289    0.8250    0.0000 C   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
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   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
   -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
   -2.1434   -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
   -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
    0.0000   -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
   -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
   -2.1434   -3.7125    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
    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
    4.2868   -1.6500    0.0000 O   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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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  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
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 38 41  1  0  0  0  0
 41 42  2  0  0  0  0
 34 42  1  0  0  0  0
 42 43  1  0  0  0  0
 30 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0321663

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C(=C2O1)C1=CC(=CC=C1OC)C1=CC(=O)C2=C(O)C=C(OC)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C33H24O10/c1-39-18-7-4-16(5-8-18)27-15-25(38)32-23(36)13-22(35)30(33(32)43-27)20-10-17(6-9-26(20)41-3)28-14-24(37)31-21(34)11-19(40-2)12-29(31)42-28/h4-15,34-36H,1-3H3

> <INCHI_KEY>
YCXRBCHEOFVYEN-UHFFFAOYSA-N

> <FORMULA>
C33H24O10

> <MOLECULAR_WEIGHT>
580.545

> <EXACT_MASS>
580.136946973

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
59.902722674951406

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
4.97

> <JCHEM_LOGP>
5.525039981333332

> <ALOGPS_LOGS>
-5.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.327379846839162

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.2270674991202375

> <JCHEM_PKA_STRONGEST_BASIC>
-4.3732040945254305

> <JCHEM_POLAR_SURFACE_AREA>
140.98000000000002

> <JCHEM_REFRACTIVITY>
158.35289999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.06e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sciadopitysin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334   3.850   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   1.540   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   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+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    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   20                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   22                                                  
CONECT   20   19   13   21                                                  
CONECT   21   20    9                                                       
CONECT   22   19   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   30                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   24   31   43                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   42                                                  
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   39   41                                                  
CONECT   39   38   40                                                       
CONECT   40   39                                                            
CONECT   41   38   42                                                       
CONECT   42   41   34   43                                                  
CONECT   43   42   30                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   96    0
END

View in JSmol

Synonyms

Value	Source
5,7-Dihydroxy-8-(5-(5-hydroxy-7-methoxy-4-oxo-4H-1- benzopyran-2-yl)-2-methoxyphenyl)-2-(4-methoxyphenyl)-4- benzopyrone	ChEBI
Amentoflavone-7,4',4'''-trimethyl ether	ChEBI

Chemical Formula

C₃₃H₂₄O₁₀

Average Mass

580.5450 Da

Monoisotopic Mass

580.13695 Da

IUPAC Name

5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)-4H-chromen-4-one

Traditional Name

sciadopitysin

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C(=C2O1)C1=CC(=CC=C1OC)C1=CC(=O)C2=C(O)C=C(OC)C=C2O1

InChI Identifier

InChI=1S/C33H24O10/c1-39-18-7-4-16(5-8-18)27-15-25(38)32-23(36)13-22(35)30(33(32)43-27)20-10-17(6-9-26(20)41-3)28-14-24(37)31-21(34)11-19(40-2)12-29(31)42-28/h4-15,34-36H,1-3H3

InChI Key

YCXRBCHEOFVYEN-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
Apis cerana	LOTUS Database	35616633
Cephalotaxus fortunei	LOTUS Database	35616633
Ginkgo biloba	LOTUS Database	35616633
Metasequoia glyptostroboides	LOTUS Database	35616633
Nageia nagi	LOTUS Database	35616633
Podocarpus macrophyllus	LOTUS Database	35616633
Podocarpus urbanii	LOTUS Database	35616633
Taxodium distichum	LOTUS Database	35616633
Taxus canadensis	LOTUS Database	35616633
Taxus cuspidata	LOTUS Database	35616633
Taxus wallichiana	LOTUS Database	35616633
Torreya fargesii var. yunnanensis	LOTUS Database	35616633
Torreya nucifera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Biflavonoids and polyflavonoids

Direct Parent

Biflavonoids and polyflavonoids

Alternative Parents

Substituents

Bi- and polyflavonoid skeleton
4p-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Pyran
Monocyclic benzene moiety
Vinylogous acid
Heteroaromatic compound
Organoheterocyclic compound
Oxacycle
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

ring assembly (CHEBI:9050 )
biflavonoid (CHEBI:9050 )
hydroxyflavone (CHEBI:9050 )
methoxyflavone (CHEBI:9050 )
Biflavonoids and polyflavonoids (C10182 )
Biflavonoids and polyflavonoids (LMPK12040006 )

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	4.97	ALOGPS
logP	5.53	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	6.23	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	140.98 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	158.35 m³·mol⁻¹	ChemAxon
Polarizability	59.9 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

C00001098

Chemspider ID

Not Available

KEGG Compound ID

C10182

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281696

PDB ID

Not Available

ChEBI ID

9050

Good Scents ID

Not Available

References

General References

Lee MK, Lim SW, Yang H, Sung SH, Lee HS, Park MJ, Kim YC: Osteoblast differentiation stimulating activity of biflavonoids from Cephalotaxus koreana. Bioorg Med Chem Lett. 2006 Jun 1;16(11):2850-4. doi: 10.1016/j.bmcl.2006.03.018. Epub 2006 Mar 29. [PubMed:16574412 ]
Choi SK, Oh HM, Lee SK, Jeong DG, Ryu SE, Son KH, Han DC, Sung ND, Baek NI, Kwon BM: Biflavonoids inhibited phosphatase of regenerating liver-3 (PRL-3). Nat Prod Res. 2006 Apr;20(4):341-6. doi: 10.1080/14786410500463312. [PubMed:16644528 ]
Zhou G, Yao X, Tang Y, Yang N, Pang H, Mo X, Zhu S, Su S, Qian D, Jin C, Qin Y, Duan JA: Two new nonacosanetriols from Ginkgo biloba sarcotesta. Chem Phys Lipids. 2012 Oct;165(7):731-6. doi: 10.1016/j.chemphyslip.2012.08.003. Epub 2012 Sep 6. [PubMed:22981471 ]
Davies G, Sojka WJ, Wray C, Williams BM: Chloramphenicol-resistant Salmonella typhimurium. Vet Rec. 1978 Jan 21;102(3):67. doi: 10.1136/vr.102.3.67-a. [PubMed:345599 ]
Lee SJ, Choi JH, Son KH, Chang HW, Kang SS, Kim HP: Suppression of mouse lymphocyte proliferation in vitro by naturally-occurring biflavonoids. Life Sci. 1995;57(6):551-8. doi: 10.1016/0024-3205(95)00305-p. [PubMed:7623623 ]
LOTUS database [Link]

Showing NP-Card for sciadopitysin (NP0321663)

MOL for NP0321663 (sciadopitysin)

3D MOL for NP0321663 (sciadopitysin)

3D SDF for NP0321663 (sciadopitysin)

3D-SDF for NP0321663 (sciadopitysin)

PDB for NP0321663 (sciadopitysin)

3D PDB for NP0321663 (sciadopitysin)

SMILES for NP0321663 (sciadopitysin)

INCHI for NP0321663 (sciadopitysin)

Structure for NP0321663 (sciadopitysin)

3D Structure for NP0321663 (sciadopitysin)