NP-MRD: Showing NP-Card for Madhusalmone (NP0062957)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 07:28:46 UTC

Updated at

2022-04-28 07:28:46 UTC

NP-MRD ID

NP0062957

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Madhusalmone

Description

13,26-Dimethoxy-10,23-bis(3,4,5-trimethoxyphenyl)-2,4,8,15,17,21-hexaoxapentacyclo[16.8.0.0⁵,¹⁴.0⁷,¹².0²⁰,²⁵]Hexacosa-1(18),5(14),6,9,12,19,22,25-octaene-11,24-dione belongs to the class of organic compounds known as 4'-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C4' atom of the isoflavone backbone. Madhusalmone is found in Madhuca longifolia . 13,26-Dimethoxy-10,23-bis(3,4,5-trimethoxyphenyl)-2,4,8,15,17,21-hexaoxapentacyclo[16.8.0.0⁵,¹⁴.0⁷,¹².0²⁰,²⁵]Hexacosa-1(18),5(14),6,9,12,19,22,25-octaene-11,24-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241513132D          

 56 62  0  0  0  0            999 V2000
   -0.7931   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0136   -1.7925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101   -2.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3896   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0133   -2.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8573   -3.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0778   -3.6828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9219   -4.4929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1423   -4.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4541   -3.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3254   -3.4127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813   -4.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7928   -2.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9487   -1.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7283   -1.2524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3519   -1.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1315   -1.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7551   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5347   -1.7925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6906   -0.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4701   -0.7123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0938   -1.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8733   -0.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0292   -0.1722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8088    0.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4969   -1.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2765   -1.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4324   -0.4422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9001   -1.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7442   -2.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9647   -2.8726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3410   -2.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5615   -2.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9378   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1583   -2.3325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0024   -3.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2228   -3.4127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5992   -2.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8196   -3.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6637   -3.9528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8842   -4.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1960   -2.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4164   -2.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2605   -3.6828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6797   -1.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8356   -0.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6152   -0.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7711    0.3679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5506    0.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2388   -0.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0183   -0.7123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1743    0.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0829   -1.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7065   -2.3325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5506   -3.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3033   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 26 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 22 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 18 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 39 42  2  0  0  0  0
 16 42  1  0  0  0  0
 42 43  1  0  0  0  0
 13 43  1  0  0  0  0
 43 44  2  0  0  0  0
 29 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
 48 49  1  0  0  0  0
 47 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 50 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 53 56  2  0  0  0  0
 45 56  1  0  0  0  0
M  END

     RDKit          3D

 92 98  0  0  0  0  0  0  0  0999 V2000
    9.4894    1.9269   -2.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8045    1.9687   -0.8609 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1333    1.2830    0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0429    0.4631   -0.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4012   -0.2051    0.8895 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2550   -1.0807    0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1910   -2.3224    1.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1450   -3.0873    1.0568 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1313   -2.7322    0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0477   -3.5684    0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9630   -3.2436   -0.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9543   -2.0063   -1.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0346   -1.1767   -1.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0733    0.0848   -1.7448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6538    0.2516   -3.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1089   -1.5135   -0.3384 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1874   -0.6912   -0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2067    0.4275   -0.6875 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8640   -1.6484   -2.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3896   -2.4483   -3.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9807   -2.5882   -3.3128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9944   -2.0302   -2.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0740   -1.4401   -3.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1365   -0.8555   -2.5458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1416   -0.3090   -3.1795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1380    0.2352   -2.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1898    0.2660   -1.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3058    0.8589   -0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8260    2.0865   -0.7392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9011    2.6173   -0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4539    3.8577   -0.3153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0105    4.6848   -1.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4608    1.9290    1.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5410    2.4856    1.7545 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8551    2.1774    1.2866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9423    0.6937    1.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5097    0.0285    2.4187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1958   -1.2047    2.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8759    0.1680    0.6537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1294   -0.3094   -0.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1464   -0.2975    0.8039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0932   -0.8749   -1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0128   -1.4649   -0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0745   -1.4231    0.8739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5205   -0.3608    1.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9669   -2.0416   -1.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8931   -2.6317   -0.5042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4378   -3.9491   -0.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9244   -4.1136   -0.8684 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8607   -0.0429    2.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9410    0.7645    2.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3966    0.9217    3.7803 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7203    0.2250    4.8081 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5728    1.4276    1.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6498    2.2250    1.7814 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5166    3.5834    2.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8546    2.7913   -2.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4297    2.0353   -2.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0595    0.9476   -2.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6817    0.3347   -1.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0140   -2.6420    1.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1266   -4.5395    0.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0793    1.2754   -3.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4895   -0.4593   -3.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8842    0.1750   -3.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8582   -3.4686   -3.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8234   -1.9602   -4.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1591   -1.4020   -4.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9843    0.6958   -3.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4037    2.6578   -1.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7375    4.0478   -2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8967    5.2995   -1.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2378    5.3968   -1.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9360    1.0987    0.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0098    2.7669    0.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6217    2.4457    2.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0510   -1.9137    2.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8272   -1.1332    4.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4090   -1.7115    2.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4389   -0.7879    0.8765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -0.6182    1.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0668   -0.3060    2.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5824    0.6145    1.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8481   -4.5577    0.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9395   -4.4209   -1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3738   -0.5590    3.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7659   -0.8594    4.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1488    0.4218    5.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6543    0.5252    4.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4097    3.6487    3.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6437    4.0394    1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4615    4.1411    1.9009 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 50  2  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 51 54  2  0
 54 55  1  0
 55 56  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 42  2  0
 42 40  1  0
 40 41  2  0
 40 27  1  0
 27 26  2  0
 26 25  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 30 33  2  0
 33 34  1  0
 34 35  1  0
 33 36  1  0
 36 37  1  0
 37 38  1  0
 36 39  2  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 43 46  2  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  2  0
 54  3  1  0
 17  6  1  0
 16  9  1  0
 49 11  1  0
 46 22  1  0
 25 24  1  0
 39 28  1  0
  1 57  1  0
  1 58  1  0
  1 59  1  0
  4 60  1  0
 50 86  1  0
 53 87  1  0
 53 88  1  0
 53 89  1  0
 56 90  1  0
 56 91  1  0
 56 92  1  0
  7 61  1  0
 10 62  1  0
 20 66  1  0
 20 67  1  0
 23 68  1  0
 26 69  1  0
 29 70  1  0
 32 71  1  0
 32 72  1  0
 32 73  1  0
 35 74  1  0
 35 75  1  0
 35 76  1  0
 38 77  1  0
 38 78  1  0
 38 79  1  0
 39 80  1  0
 45 81  1  0
 45 82  1  0
 45 83  1  0
 48 84  1  0
 48 85  1  0
 15 63  1  0
 15 64  1  0
 15 65  1  0
M  END


  Mrv1533004241513132D          

 56 62  0  0  0  0            999 V2000
   -0.7931   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0136   -1.7925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101   -2.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3896   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0133   -2.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8573   -3.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0778   -3.6828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9219   -4.4929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1423   -4.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4541   -3.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3254   -3.4127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813   -4.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7928   -2.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9487   -1.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7283   -1.2524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3519   -1.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1315   -1.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7551   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5347   -1.7925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6906   -0.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4701   -0.7123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0938   -1.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8733   -0.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0292   -0.1722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8088    0.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4969   -1.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2765   -1.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4324   -0.4422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9001   -1.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7442   -2.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9647   -2.8726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3410   -2.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5615   -2.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9378   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1583   -2.3325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0024   -3.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2228   -3.4127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5992   -2.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8196   -3.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6637   -3.9528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8842   -4.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1960   -2.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4164   -2.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2605   -3.6828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6797   -1.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8356   -0.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6152   -0.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7711    0.3679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5506    0.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2388   -0.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0183   -0.7123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1743    0.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0829   -1.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7065   -2.3325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5506   -3.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3033   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 26 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 22 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 18 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 39 42  2  0  0  0  0
 16 42  1  0  0  0  0
 42 43  1  0  0  0  0
 13 43  1  0  0  0  0
 43 44  2  0  0  0  0
 29 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
 48 49  1  0  0  0  0
 47 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 50 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 53 56  2  0  0  0  0
 45 56  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0062957

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1OC)C1=COC2=CC3=C(OCOC4=CC5=C(C(=O)C(=CO5)C5=CC(OC)=C(OC)C(OC)=C5)C(OC)=C4OCO3)C(OC)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C40H36O16/c1-43-25-9-19(10-26(44-2)35(25)47-5)21-15-51-23-13-29-37(39(49-7)31(23)33(21)41)55-17-54-30-14-24-32(40(50-8)38(30)56-18-53-29)34(42)22(16-52-24)20-11-27(45-3)36(48-6)28(12-20)46-4/h9-16H,17-18H2,1-8H3

> <INCHI_KEY>
FFVBCRJYIPNWDG-UHFFFAOYSA-N

> <FORMULA>
C40H36O16

> <MOLECULAR_WEIGHT>
772.712

> <EXACT_MASS>
772.200335079

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
79.51123371145773

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
13,26-dimethoxy-10,23-bis(3,4,5-trimethoxyphenyl)-2,4,8,15,17,21-hexaoxapentacyclo[16.8.0.0⁵,¹⁴.0⁷,¹².0²⁰,²⁵]hexacosa-1(18),5,7(12),9,13,19,22,25-octaene-11,24-dione

> <ALOGPS_LOGP>
3.49

> <JCHEM_LOGP>
4.6602335193333335

> <ALOGPS_LOGS>
-5.51

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.0351647948917355

> <JCHEM_POLAR_SURFACE_AREA>
163.35999999999999

> <JCHEM_REFRACTIVITY>
194.71979999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13,26-dimethoxy-10,23-bis(3,4,5-trimethoxyphenyl)-2,4,8,15,17,21-hexaoxapentacyclo[16.8.0.0⁵,¹⁴.0⁷,¹².0²⁰,²⁵]hexacosa-1(18),5,7(12),9,13,19,22,25-octaene-11,24-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -1.481  -3.850   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.025  -3.346   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.139  -4.354   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.594  -3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.758  -4.858   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.467  -6.370   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.012  -6.874   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.721  -8.387   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.266  -8.891   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.848  -5.866   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.607  -6.370   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.898  -7.883   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.213  -4.354   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.504  -2.842   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.959  -2.338   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.124  -3.346   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.579  -2.842   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.743  -3.850   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      12.198  -3.346   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      12.489  -1.834   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      13.944  -1.330   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      15.108  -2.338   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.564  -1.834   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      16.855  -0.321   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      18.310   0.183   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.728  -2.842   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      19.183  -2.338   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      19.474  -0.826   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      20.347  -3.346   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      20.056  -4.858   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      18.601  -5.362   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      17.437  -4.354   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.981  -4.858   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      14.817  -3.850   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      13.362  -4.354   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      13.071  -5.866   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      11.616  -6.370   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      10.452  -5.362   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.997  -5.866   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       8.706  -7.379   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       7.250  -7.883   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       7.833  -4.858   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       6.377  -5.362   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       6.086  -6.874   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      21.802  -2.842   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      22.093  -1.330   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      23.548  -0.826   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      23.839   0.687   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      25.294   1.191   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      24.712  -1.834   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      26.168  -1.330   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      26.459   0.183   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      24.421  -3.346   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      25.586  -4.354   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      25.294  -5.866   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      22.966  -3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    5   14   43                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   42                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   38                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   34                                                  
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   27   32                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   45                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   26   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   22   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   18   39                                                  
CONECT   39   38   40   42                                                  
CONECT   40   39   41                                                       
CONECT   41   40                                                            
CONECT   42   39   16   43                                                  
CONECT   43   42   13   44                                                  
CONECT   44   43                                                            
CONECT   45   29   46   56                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   50                                                  
CONECT   48   47   49                                                       
CONECT   49   48                                                            
CONECT   50   47   51   53                                                  
CONECT   51   50   52                                                       
CONECT   52   51                                                            
CONECT   53   50   54   56                                                  
CONECT   54   53   55                                                       
CONECT   55   54                                                            
CONECT   56   53   45                                                       
MASTER        0    0    0    0    0    0    0    0   56    0  124    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₃₆O₁₆

Average Mass

772.7120 Da

Monoisotopic Mass

772.20034 Da

IUPAC Name

13,26-dimethoxy-10,23-bis(3,4,5-trimethoxyphenyl)-2,4,8,15,17,21-hexaoxapentacyclo[16.8.0.0⁵,¹⁴.0⁷,¹².0²⁰,²⁵]hexacosa-1(18),5,7(12),9,13,19,22,25-octaene-11,24-dione

Traditional Name

13,26-dimethoxy-10,23-bis(3,4,5-trimethoxyphenyl)-2,4,8,15,17,21-hexaoxapentacyclo[16.8.0.0⁵,¹⁴.0⁷,¹².0²⁰,²⁵]hexacosa-1(18),5,7(12),9,13,19,22,25-octaene-11,24-dione

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1OC)C1=COC2=CC3=C(OCOC4=CC5=C(C(=O)C(=CO5)C5=CC(OC)=C(OC)C(OC)=C5)C(OC)=C4OCO3)C(OC)=C2C1=O

InChI Identifier

InChI=1S/C40H36O16/c1-43-25-9-19(10-26(44-2)35(25)47-5)21-15-51-23-13-29-37(39(49-7)31(23)33(21)41)55-17-54-30-14-24-32(40(50-8)38(30)56-18-53-29)34(42)22(16-52-24)20-11-27(45-3)36(48-6)28(12-20)46-4/h9-16H,17-18H2,1-8H3

InChI Key

FFVBCRJYIPNWDG-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
Madhuca longifolia	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4'-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C4' atom of the isoflavone backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

4'-O-methylisoflavones

Alternative Parents

Substituents

3p-methoxyisoflavone
4p-o-methylisoflavone
Isoflavone
Chromone
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Vinylogous ester
Heteroaromatic compound
Organoheterocyclic compound
Ether
Oxacycle
Acetal
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.49	ALOGPS
logP	4.66	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	163.36 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	194.72 m³·mol⁻¹	ChemAxon
Polarizability	79.51 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

102072575

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Madhusalmone (NP0062957)

MOL for NP0062957 (Madhusalmone)

3D MOL for NP0062957 (Madhusalmone)

3D SDF for NP0062957 (Madhusalmone)

3D-SDF for NP0062957 (Madhusalmone)

PDB for NP0062957 (Madhusalmone)

3D PDB for NP0062957 (Madhusalmone)

SMILES for NP0062957 (Madhusalmone)

INCHI for NP0062957 (Madhusalmone)

Structure for NP0062957 (Madhusalmone)

3D Structure for NP0062957 (Madhusalmone)