NP-MRD: Showing NP-Card for (1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,26-bis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione (NP0237448)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 20:34:53 UTC

Updated at

2022-09-06 20:34:53 UTC

NP-MRD ID

NP0237448

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,26-bis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione

Description

Furobinordentatin belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety. (1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,26-bis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione is found in Citrus yuko. Based on a literature review very few articles have been published on furobinordentatin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062222342D          

 47 53  0  0  1  0            999 V2000
    5.6726    0.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4796    1.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0316    0.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4185   -0.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6447    1.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5837   -0.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3906    0.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9427   -0.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6877   -1.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2398   -1.9238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8808   -1.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6258   -2.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8189   -2.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2668   -1.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4598   -1.9968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5218   -1.0407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3287   -0.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7496   -0.3546    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.4171   -0.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0845   -0.3546    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.8915   -0.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4435    0.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2505   -0.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8025    0.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1894    1.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4156   -0.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3546    1.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1615    0.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5054   -0.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3124   -1.0407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5674   -1.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3743   -1.9968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0153   -2.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2083   -2.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9534   -1.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1464   -1.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5944   -1.9238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1886    0.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3816    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6907    1.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6820    1.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8296    0.4301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0046    0.4301    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4526    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1522    1.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1435    1.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6456    0.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  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  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
  6 17  2  0  0  0  0
 11 17  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  6  0  0  0
 20 19  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 29 35  1  0  0  0  0
 35 36  2  0  0  0  0
 21 36  1  0  0  0  0
 36 37  1  0  0  0  0
 22 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 42 20  1  6  0  0  0
 43 42  1  1  0  0  0
 18 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 44 47  1  0  0  0  0
  7 47  1  0  0  0  0
M  END

     RDKit          3D

 87 93  0  0  0  0  0  0  0  0999 V2000
    5.7247    0.6017   -2.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3666    1.1312   -1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6528    0.4513    0.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8440   -0.4566    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0766    1.5457    1.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4755   -0.2876    0.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2785   -0.2891    0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1617   -0.9612    0.5653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2306   -1.6594    1.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0946   -2.3247    2.1847 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4273   -1.6777    2.4780 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5159   -2.3710    3.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7243   -2.3448    4.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7900   -1.6462    3.7992 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9254   -1.5983    4.3803 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6540   -0.9929    2.6471 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5210   -0.9905    1.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0012   -0.8516   -0.2924 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2399   -1.0849    0.2025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9886   -0.6881   -0.9341 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4174   -0.8411   -0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2925    0.2014   -0.6057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6532    0.0367   -0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4775    1.2181   -0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9419    0.9913   -0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2815    2.2104   -1.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0163    1.8355    1.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9799    1.0400    2.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2012   -1.2178   -0.5983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4870   -1.3764   -0.4963 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0898   -2.5394   -0.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3518   -2.6607   -0.4767 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3305   -3.6912   -0.7929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9680   -3.5285   -0.9017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3487   -2.3059   -0.8113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9860   -2.1155   -0.9167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1314   -3.1736   -1.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7181    1.4598   -0.5064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3360    1.5853   -0.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9928    3.0380   -0.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2604    1.0768    1.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5133    0.7416   -1.0892 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9050    0.6456   -0.6496 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9633    0.8632   -1.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7299    0.1310   -2.9595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1549    2.3317   -2.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1907    0.4205   -1.1054 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2413   -0.3499   -2.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5108    1.1065   -3.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8565    2.0814   -1.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5053    0.0668   -0.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4484   -0.5540    0.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5592   -1.4155   -0.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1911    2.0328    1.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6632    2.3087    0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7029    1.0672    2.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0067   -2.8630    3.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6776   -2.9133    4.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8857   -2.8650    5.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1547   -1.4515   -1.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5280   -1.2612   -1.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3925    2.0135    0.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2387    0.4173    0.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4544    0.6564   -1.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1677    2.2386   -2.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1280    3.1984   -0.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4228    1.9021   -2.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7383    2.8722    1.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2624    0.0074    2.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6543    1.4263    3.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8304   -4.6449   -0.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3644   -4.4005   -1.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4574   -4.1027   -1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8395    3.6940    0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1685    3.2550    0.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6808    3.3351   -1.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9000    0.1690    1.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6587    1.8788    1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2643    0.8196    1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6603    1.1480   -2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1442    1.2621    0.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3711    0.6469   -3.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0711   -0.9113   -2.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6954    0.2267   -3.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4392    2.8639   -1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9960    2.3771   -2.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2862    2.7787   -2.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0
  3  5  1  0
  3  2  1  0
  2  1  2  3
  3  6  1  0
  6 17  2  0
 17 16  1  0
 16 14  1  0
 14 15  2  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11  9  2  0
  9 10  1  0
  9  8  1  0
  8  7  2  0
  7 47  1  0
 47 44  1  0
 44 45  1  0
 44 46  1  0
 44 43  1  0
 43 18  1  0
 18 19  1  0
 19 20  1  0
 20 42  1  0
 42 39  1  0
 39 40  1  0
 39 41  1  0
 39 38  1  0
 38 22  1  0
 22 21  2  0
 21 36  1  0
 36 37  1  0
 36 35  2  0
 35 34  1  0
 34 33  2  0
 33 31  1  0
 31 32  2  0
 31 30  1  0
 30 29  1  0
 29 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  2  3
  7  6  1  0
 42 43  1  0
 23 22  1  0
 11 17  1  0
 18  8  1  0
 21 20  1  0
 29 35  1  0
  4 51  1  0
  4 52  1  0
  4 53  1  0
  5 54  1  0
  5 55  1  0
  5 56  1  0
  2 50  1  0
  1 48  1  0
  1 49  1  0
 13 59  1  0
 12 58  1  0
 10 57  1  0
 45 82  1  0
 45 83  1  0
 45 84  1  0
 46 85  1  0
 46 86  1  0
 46 87  1  0
 43 81  1  1
 18 60  1  6
 20 61  1  6
 42 80  1  6
 40 74  1  0
 40 75  1  0
 40 76  1  0
 41 77  1  0
 41 78  1  0
 41 79  1  0
 37 73  1  0
 34 72  1  0
 33 71  1  0
 25 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  0
 28 69  1  0
 28 70  1  0
M  END


  Mrv1652309062222342D          

 47 53  0  0  1  0            999 V2000
    5.6726    0.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4796    1.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0316    0.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4185   -0.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6447    1.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5837   -0.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3906    0.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9427   -0.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6877   -1.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2398   -1.9238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8808   -1.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6258   -2.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8189   -2.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2668   -1.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4598   -1.9968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5218   -1.0407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3287   -0.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7496   -0.3546    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.4171   -0.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0845   -0.3546    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.8915   -0.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4435    0.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2505   -0.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8025    0.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1894    1.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4156   -0.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3546    1.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1615    0.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5054   -0.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3124   -1.0407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5674   -1.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3743   -1.9968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0153   -2.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2083   -2.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9534   -1.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1464   -1.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5944   -1.9238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1886    0.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3816    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6907    1.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6820    1.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8296    0.4301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0046    0.4301    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4526    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1522    1.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1435    1.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6456    0.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  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  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
  6 17  2  0  0  0  0
 11 17  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  6  0  0  0
 20 19  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 29 35  1  0  0  0  0
 35 36  2  0  0  0  0
 21 36  1  0  0  0  0
 36 37  1  0  0  0  0
 22 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 42 20  1  6  0  0  0
 43 42  1  1  0  0  0
 18 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 44 47  1  0  0  0  0
  7 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0237448

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(C=C)C1=C2OC(=O)C=CC2=C(O)C2=C1OC(C)(C)[C@@H]1[C@@H]2O[C@@H]2[C@H]1C(C)(C)OC1=C2C(O)=C2C=CC(=O)OC2=C1C(C)(C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C38H40O9/c1-11-35(3,4)25-29-17(13-15-19(39)43-29)27(41)21-31-23(37(7,8)46-33(21)25)24-32(45-31)22-28(42)18-14-16-20(40)44-30(18)26(36(5,6)12-2)34(22)47-38(24,9)10/h11-16,23-24,31-32,41-42H,1-2H2,3-10H3/t23-,24-,31-,32+/m0/s1

> <INCHI_KEY>
DANYDCOFKKXSPK-NHQBZNGBSA-N

> <FORMULA>
C38H40O9

> <MOLECULAR_WEIGHT>
640.729

> <EXACT_MASS>
640.267232868

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
69.20750317030378

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,15R,17S)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,26-bis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0^{2,15}.0^{5,14}.0^{7,12}.0^{18,27}.0^{20,25}]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione

> <JCHEM_LOGP>
6.539014995666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.408820714087042

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.806760499174436

> <JCHEM_PKA_STRONGEST_BASIC>
-4.086233152871661

> <JCHEM_POLAR_SURFACE_AREA>
120.75000000000001

> <JCHEM_REFRACTIVITY>
177.80489999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,15R,17S)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,26-bis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0^{2,15}.0^{5,14}.0^{7,12}.0^{18,27}.0^{20,25}]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      10.589   1.811   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.095   2.131   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.126   0.987   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.981  -0.044   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.270   2.017   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.156  -0.158   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.663   0.162   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.693  -0.982   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.217  -2.447   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      17.248  -3.591   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      14.711  -2.767   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.235  -4.231   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.729  -4.552   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.698  -3.407   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.192  -3.727   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      12.174  -1.943   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      13.680  -1.622   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.199  -0.662   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      19.445  -1.567   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      20.691  -0.662   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.197  -0.982   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.228   0.162   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.734  -0.158   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      25.765   0.987   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      24.620   2.017   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      26.909  -0.044   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      26.795   2.131   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      28.302   1.811   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      25.210  -1.622   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      26.717  -1.943   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      27.192  -3.407   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      28.699  -3.727   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      26.162  -4.552   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      24.656  -4.231   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      24.180  -2.767   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      22.673  -2.447   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      21.643  -3.591   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      22.752   1.627   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      21.246   1.947   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      21.823   3.375   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      19.940   2.763   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      20.215   0.803   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      18.675   0.803   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      17.645   1.947   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      18.951   2.763   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      17.068   3.375   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      16.138   1.627   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3    7   17                                                  
CONECT    7    6    8   47                                                  
CONECT    8    7    9   18                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16    6   11                                                  
CONECT   18    8   19   43                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   42                                                  
CONECT   21   20   22   36                                                  
CONECT   22   21   23   38                                                  
CONECT   23   22   24   29                                                  
CONECT   24   23   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24   28                                                       
CONECT   28   27                                                            
CONECT   29   23   30   35                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   29   36                                                  
CONECT   36   35   21   37                                                  
CONECT   37   36                                                            
CONECT   38   22   39                                                       
CONECT   39   38   40   41   42                                             
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   39   20   43                                                  
CONECT   43   42   18   44                                                  
CONECT   44   43   45   46   47                                             
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47   44    7                                                       
MASTER        0    0    0    0    0    0    0    0   47    0  106    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₄₀O₉

Average Mass

640.7290 Da

Monoisotopic Mass

640.26723 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)(C=C)C1=C2OC(=O)C=CC2=C(O)C2=C1OC(C)(C)[C@@H]1[C@@H]2O[C@@H]2[C@H]1C(C)(C)OC1=C2C(O)=C2C=CC(=O)OC2=C1C(C)(C)C=C

InChI Identifier

InChI=1S/C38H40O9/c1-11-35(3,4)25-29-17(13-15-19(39)43-29)27(41)21-31-23(37(7,8)46-33(21)25)24-32(45-31)22-28(42)18-14-16-20(40)44-30(18)26(36(5,6)12-2)34(22)47-38(24,9)10/h11-16,23-24,31-32,41-42H,1-2H2,3-10H3/t23-,24-,31-,32+/m0/s1

InChI Key

DANYDCOFKKXSPK-NHQBZNGBSA-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
Citrus yuko	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Linear pyranocoumarins

Alternative Parents

Substituents

Linear pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
Alkyl aryl ether
Phenol
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Oxolane
Lactone
Oxacycle
Ether
Dialkyl ether
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00058492

Chemspider ID

8184899

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10009319

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,26-bis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione (NP0237448)

MOL for NP0237448 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,26-bis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)

3D MOL for NP0237448 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,26-bis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)

3D SDF for NP0237448 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,26-bis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)

3D-SDF for NP0237448 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,26-bis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)

PDB for NP0237448 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,26-bis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)

3D PDB for NP0237448 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,26-bis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)

SMILES for NP0237448 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,26-bis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)

INCHI for NP0237448 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,26-bis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)

Structure for NP0237448 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,26-bis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)

3D Structure for NP0237448 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,26-bis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)