NP-MRD: Showing NP-Card for Sanggenone D (NP0139231)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-06-29 19:45:07 UTC

Updated at

2022-06-29 19:45:07 UTC

NP-MRD ID

NP0139231

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sanggenone D

Description

5-[6-(2,4-Dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,4,6,14-tetrahydroxy-10-(3-methylbut-2-en-1-yl)-9,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]Heptadeca-3(8),4,6,11(16),12,14-hexaen-2-one belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain. Sanggenone D is found in Morus alba, Morus cathayana and Morus mongolica. 5-[6-(2,4-Dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,4,6,14-tetrahydroxy-10-(3-methylbut-2-en-1-yl)-9,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]Heptadeca-3(8),4,6,11(16),12,14-hexaen-2-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171503352D          

 52 58  0  0  0  0            999 V2000
    1.6165    2.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4215    2.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6678    1.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1091    1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3553    0.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9745    0.9396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7562    0.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3754    1.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1571    0.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7763    1.5030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3198    0.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1015   -0.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7207    0.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5024    0.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1216    0.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6651   -0.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0459   -1.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2641   -0.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5068   -1.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8448   -0.7584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4115   -2.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0736   -2.5624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9783   -3.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2210   -3.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1257   -4.5286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5589   -3.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -2.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9922   -1.9051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2085   -1.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5894   -2.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7520   -3.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5338   -3.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6964   -4.4223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1529   -3.0682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9903   -2.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6094   -1.7142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7006   -0.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3568   -1.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189   -0.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2997   -0.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4623   -1.4868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -1.2358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7990   -0.8190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1920   -0.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706   -0.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1069    0.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9283    0.2581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2369    1.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0583    1.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5359    0.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9803    3.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 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  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 21 27  1  0  0  0  0
 27 28  1  0  0  0  0
 17 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 29 35  1  0  0  0  0
 35 36  1  0  0  0  0
 11 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
  7 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
  5 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
  5 51  1  0  0  0  0
 45 51  1  0  0  0  0
  2 52  1  0  0  0  0
M  END

     RDKit          3D

 88 94  0  0  0  0  0  0  0  0999 V2000
    5.3907   -3.0143    0.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0733   -1.9412    1.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1487   -2.1932    2.9473 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7012   -0.7536    1.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5510   -0.3482   -0.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7669    1.1396   -0.4479 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7986    1.8288    0.3663 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4971    1.3491    0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5385    1.2853    1.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793    0.8080    0.8444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6844    0.7384    1.8304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1150    0.3604   -0.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3199   -0.3684   -0.6692 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4244   -1.8110   -0.4605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3129   -2.4164   -1.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5722   -3.8475   -1.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9880   -1.4974   -2.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5292   -0.2687   -1.5229 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9667   -0.1845   -1.5973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6469    0.7300   -2.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0364    0.8249   -2.4184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8179    0.0607   -1.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2232    0.1490   -1.6010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1874   -0.8590   -0.7839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8139   -0.9525   -0.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2083   -1.9075    0.0437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6928    0.2564   -0.4177 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1172   -0.2888    0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6446   -1.4083    1.3561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0663    0.3722    1.7992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5942    1.6058    1.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4277    2.2653    2.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7783    1.6541    3.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6214    2.2967    4.5647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2573    0.4101    3.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4255   -0.2357    3.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9564   -1.4933    3.3481 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8655    0.4379   -1.4386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6676    0.0603   -2.7374 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1373    0.9231   -1.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1803    0.9743   -2.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9157    0.4755   -3.3439 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4274    1.6230   -1.8406 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2593    3.0358   -1.8246 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6029    1.3341   -2.5066 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6335    1.6704   -1.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9359    2.0577   -1.8090 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7766    2.3391   -0.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0939    2.7329   -0.8706 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2752    2.2220    0.5634 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9589    1.8322    0.7502 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1299    1.5541   -0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1466   -2.7494   -0.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4510   -3.4272    0.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7715   -3.9199    1.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6214   -1.2973    3.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6526   -3.1404    3.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0778   -2.1687    3.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4701    0.0471    1.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3715   -0.8047   -0.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6218   -0.7474   -0.7090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851    1.6206    2.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4425    1.0545    2.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3509   -0.3060   -1.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8844   -2.4191    0.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4479   -4.3731   -2.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8712   -4.3308   -0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5887   -4.1130   -0.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8891   -2.0316   -2.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3371   -1.3066   -3.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2102    0.5438   -2.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0531    1.3523   -3.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5105    1.5650   -3.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7862   -0.4430   -2.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8072   -1.4795   -0.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7469   -2.4988    0.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6945    1.3431   -0.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3361    2.1055    0.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8344    3.2382    2.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2331    2.9020    5.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5499   -0.0423    4.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2407   -1.9000    4.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0988   -0.2910   -3.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2698    3.1939   -1.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3695    2.1638   -2.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6020    2.8618   -1.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9385    2.4372    1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5876    1.7438    1.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  6  5  1  6
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 33 35  1  0
 35 36  2  0
 36 37  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 12 38  1  0
 38 39  1  0
 38 40  2  0
 40 41  1  0
 41 42  2  0
 41 43  1  0
 43 44  1  1
 43 45  1  0
 45 46  1  0
 46 47  2  0
 47 48  1  0
 48 49  1  0
 48 50  2  0
 50 51  1  0
 51 52  2  0
 43  6  1  0
 52 46  1  0
 52  6  1  0
 40  8  1  0
 27 13  1  0
 36 30  1  0
 25 19  1  0
  1 53  1  0
  1 54  1  0
  1 55  1  0
  3 56  1  0
  3 57  1  0
  3 58  1  0
  4 59  1  0
  5 60  1  0
  5 61  1  0
  9 62  1  0
 11 63  1  0
 13 64  1  6
 14 65  1  0
 16 66  1  0
 16 67  1  0
 16 68  1  0
 17 69  1  0
 17 70  1  0
 18 71  1  6
 27 77  1  1
 31 78  1  0
 32 79  1  0
 34 80  1  0
 35 81  1  0
 37 82  1  0
 20 72  1  0
 21 73  1  0
 23 74  1  0
 24 75  1  0
 26 76  1  0
 39 83  1  0
 44 84  1  0
 47 85  1  0
 49 86  1  0
 50 87  1  0
 51 88  1  0
M  END


  Mrv1533004171503352D          

 52 58  0  0  0  0            999 V2000
    1.6165    2.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4215    2.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6678    1.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1091    1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3553    0.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9745    0.9396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7562    0.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3754    1.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1571    0.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7763    1.5030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3198    0.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1015   -0.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7207    0.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5024    0.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1216    0.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6651   -0.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0459   -1.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2641   -0.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5068   -1.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8448   -0.7584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4115   -2.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0736   -2.5624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9783   -3.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2210   -3.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1257   -4.5286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5589   -3.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -2.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9922   -1.9051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2085   -1.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5894   -2.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7520   -3.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5338   -3.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6964   -4.4223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1529   -3.0682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9903   -2.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6094   -1.7142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7006   -0.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3568   -1.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189   -0.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2997   -0.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4623   -1.4868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -1.2358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7990   -0.8190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1920   -0.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706   -0.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1069    0.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9283    0.2581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2369    1.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0583    1.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5359    0.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9803    3.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 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  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 21 27  1  0  0  0  0
 27 28  1  0  0  0  0
 17 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 29 35  1  0  0  0  0
 35 36  1  0  0  0  0
 11 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
  7 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
  5 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
  5 51  1  0  0  0  0
 45 51  1  0  0  0  0
  2 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0139231

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC12OC3=CC(O)=C(C4C=C(C)CC(C4C(=O)C4=CC=C(O)C=C4O)C4=CC=C(O)C=C4O)C(O)=C3C(=O)C1(O)OC1=CC(O)=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C40H36O12/c1-18(2)10-11-39-27-9-6-22(43)16-31(27)52-40(39,50)38(49)35-32(51-39)17-30(46)34(37(35)48)26-13-19(3)12-25(23-7-4-20(41)14-28(23)44)33(26)36(47)24-8-5-21(42)15-29(24)45/h4-10,13-17,25-26,33,41-46,48,50H,11-12H2,1-3H3

> <INCHI_KEY>
XETHJOZXBVWLLM-UHFFFAOYSA-N

> <FORMULA>
C40H36O12

> <MOLECULAR_WEIGHT>
708.716

> <EXACT_MASS>
708.220676599

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
72.68920536862566

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,4,6,14-tetrahydroxy-10-(3-methylbut-2-en-1-yl)-9,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-3,5,7,11,13,15-hexaen-2-one

> <ALOGPS_LOGP>
4.57

> <JCHEM_LOGP>
7.8470107796666655

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.888626544159073

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.257088497809112

> <JCHEM_PKA_STRONGEST_BASIC>
-4.910758103698101

> <JCHEM_POLAR_SURFACE_AREA>
214.43999999999997

> <JCHEM_REFRACTIVITY>
190.3495

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.95e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,4,6,14-tetrahydroxy-10-(3-methylbut-2-en-1-yl)-9,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-3,5,7,11,13,15-hexaen-2-one

> <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       3.017   5.146   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.520   4.809   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.980   3.339   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.937   2.206   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.397   0.736   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.552   1.754   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.012   1.262   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.167   2.280   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.627   1.788   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      10.782   2.806   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.930   0.278   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.390  -0.214   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.545   0.804   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.005   0.312   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.160   1.330   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.308  -1.198   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.152  -2.216   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.693  -1.724   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.279  -2.335   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.044  -1.416   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.102  -3.864   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.337  -4.783   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.160  -6.313   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.746  -6.924   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.568  -8.453   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.510  -6.005   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.688  -4.475   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       7.452  -3.556   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      13.456  -3.726   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.300  -4.743   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.604  -6.253   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.063  -6.745   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      14.367  -8.255   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      15.219  -5.727   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      14.915  -4.218   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      16.071  -3.200   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       8.774  -0.740   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       8.133  -2.140   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       7.315  -0.248   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.159  -1.266   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       6.463  -2.775   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       4.700  -0.774   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       4.844  -2.307   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       3.358  -1.529   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       2.225  -0.486   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       0.692  -0.630   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -0.200   0.626   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -1.733   0.482   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       0.442   2.026   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       1.976   2.170   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       2.867   0.914   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       5.563   5.942   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   52                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   42   51                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   39                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   37                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   29                                                  
CONECT   18   17   12   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   27                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   21   28                                                  
CONECT   28   27                                                            
CONECT   29   17   30   35                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   29   36                                                  
CONECT   36   35                                                            
CONECT   37   11   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37    7   40                                                  
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40    5   43   44                                             
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   46   51                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50    5   45                                                  
CONECT   52    2                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  116    0
END

View in JSmol

Synonyms

Value	Source
Cathayanon e	MeSH
Sanggenon C	MeSH

Chemical Formula

C₄₀H₃₆O₁₂

Average Mass

708.7160 Da

Monoisotopic Mass

708.22068 Da

IUPAC Name

5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,4,6,14-tetrahydroxy-10-(3-methylbut-2-en-1-yl)-9,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-3,5,7,11,13,15-hexaen-2-one

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(C)=CCC12OC3=CC(O)=C(C4C=C(C)CC(C4C(=O)C4=CC=C(O)C=C4O)C4=CC=C(O)C=C4O)C(O)=C3C(=O)C1(O)OC1=CC(O)=CC=C21

InChI Identifier

InChI=1S/C40H36O12/c1-18(2)10-11-39-27-9-6-22(43)16-31(27)52-40(39,50)38(49)35-32(51-39)17-30(46)34(37(35)48)26-13-19(3)12-25(23-7-4-20(41)14-28(23)44)33(26)36(47)24-8-5-21(42)15-29(24)45/h4-10,13-17,25-26,33,41-46,48,50H,11-12H2,1-3H3

InChI Key

XETHJOZXBVWLLM-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
Morus alba	LOTUS Database	35616633
Morus cathayana	LOTUS Database	35616633
Morus mongolica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Linear diarylheptanoids

Alternative Parents

Substituents

Linear 1,7-diphenylheptane skeleton
Alkyl-phenylketone
Chromone
Chromane
Benzopyran
1-benzopyran
Phenylketone
Coumaran
Benzoyl
Resorcinol
Aryl ketone
Aryl alkyl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Hemiacetal
Polyol
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Organic oxide
Organic oxygen compound
Aldehyde
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	4.57	ALOGPS
logP	7.85	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	7.26	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	214.44 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	190.35 m³·mol⁻¹	ChemAxon
Polarizability	72.69 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	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

3519902

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Sanggenone D (NP0139231)

MOL for NP0139231 (Sanggenone D)

3D MOL for NP0139231 (Sanggenone D)

3D SDF for NP0139231 (Sanggenone D)

3D-SDF for NP0139231 (Sanggenone D)

PDB for NP0139231 (Sanggenone D)

3D PDB for NP0139231 (Sanggenone D)

SMILES for NP0139231 (Sanggenone D)

INCHI for NP0139231 (Sanggenone D)

Structure for NP0139231 (Sanggenone D)

3D Structure for NP0139231 (Sanggenone D)