NP-MRD: Showing NP-Card for (1s,3r,6s,8s,10s)-12-benzoyl-6-(2-hydroperoxypropan-2-yl)-13-hydroxy-3-methyl-1,10-bis(3-methylbut-2-en-1-yl)-4,5-dioxatricyclo[8.3.1.0³,⁸]tetradec-12-ene-11,14-dione (NP0164261)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 23:06:26 UTC

Updated at

2022-09-02 23:06:26 UTC

NP-MRD ID

NP0164261

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3r,6s,8s,10s)-12-benzoyl-6-(2-hydroperoxypropan-2-yl)-13-hydroxy-3-methyl-1,10-bis(3-methylbut-2-en-1-yl)-4,5-dioxatricyclo[8.3.1.0³,⁸]tetradec-12-ene-11,14-dione

Description

Not Available

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032201062D          

 41 44  0  0  1  0            999 V2000
    3.1515   -1.7918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5195   -1.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6627   -0.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442   -1.5437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1122   -1.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2555   -0.2009    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0680   -0.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983    0.5743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3127    0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0272    0.5743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7417    0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1542    0.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3292   -0.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4561   -0.2507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1706    0.1618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0272    1.3993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3127    1.8118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983    1.3993    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7415    2.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0680    2.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2555    2.1746    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1122    2.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442    3.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6010    4.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2329    4.8601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8257    4.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9586    0.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2911    0.5019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5410    1.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0910    2.2924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2589    0.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5661    0.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786    1.7013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786    0.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5661   -0.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786   -1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8036   -1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2161   -0.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8036    0.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5410    0.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0910   -0.3187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  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
 21 27  1  0  0  0  0
  6 27  1  0  0  0  0
 27 28  2  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 34 39  1  0  0  0  0
 31 40  1  0  0  0  0
  6 40  1  0  0  0  0
 40 41  2  0  0  0  0
M  END

     RDKit          3D

 83 86  0  0  0  0  0  0  0  0999 V2000
    0.1688    5.4361   -2.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4251    3.9676   -2.9985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7564    3.4530   -3.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5756    3.1390   -2.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3490    1.6947   -2.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5509    0.9737   -1.4666 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3951    1.6000   -0.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430    0.6350   -0.0734 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6993    1.3917    0.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8261    0.3514    0.4589 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6843    0.5732    1.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5040    1.8192    1.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6203   -0.6153    1.8101 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8820    0.6035    2.8179 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6262    0.7972    3.8872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1585   -0.8807    0.6126 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3053   -0.7042    1.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0562   -0.2952    1.0539 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3776    0.4179    2.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601   -1.5305    0.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5528   -1.4513   -0.5514 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5709   -2.8735   -1.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4060   -3.0234   -2.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2938   -3.9512   -2.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5500   -4.9835   -1.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1129   -4.0210   -3.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1878   -0.4771   -1.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4072   -0.8065   -2.6017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9371   -1.1406   -0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8243   -2.2050    0.1049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4243    0.0931   -0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975    0.5580    1.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7391    1.7837    0.8401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7947   -0.0447    2.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8934    0.5206    2.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3145   -0.0139    4.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7123   -1.1013    4.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6324   -1.6589    4.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895   -1.1179    2.8006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9568    1.1074   -1.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6922    1.9941   -1.4650 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9067    5.9774   -3.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2850    5.7229   -1.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8729    5.6451   -3.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5833    2.8252   -4.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3297    4.3345   -3.8309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3522    2.9863   -2.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4976    3.5680   -2.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0943    1.2860   -3.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6925    1.4815   -3.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8976    2.5173   -0.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2180    1.9802    0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7257   -0.0060   -0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4758    1.7675    1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9661    2.1946   -0.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4011    0.4140   -0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4956    1.6273    2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7345    2.0989    0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0405    2.6610    2.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9630   -0.7217    2.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0485   -1.5217    1.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4839   -0.5005    1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6018   -0.0497    4.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7970    0.0843    3.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6254    1.5050    2.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6923    0.2239    2.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1778   -1.9602    1.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1576   -2.3145    0.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5177   -3.0902   -1.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7995   -3.5223   -0.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2833   -2.3062   -3.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7093   -5.2387   -0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4198   -4.7408   -0.8197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8002   -5.9509   -2.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8653   -4.9595   -4.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8853   -3.1904   -4.4323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1928   -4.0589   -3.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5620   -3.0261    0.5989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4315    1.3808    2.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1838    0.4563    4.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0861   -1.4831    5.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1431   -2.5024    4.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3043   -1.6092    2.4344 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  1  0
  9 10  1  0
 10 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  6
 22 23  1  0
 23 24  2  3
 24 25  1  0
 24 26  1  0
 21 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 31 40  1  0
 40 41  2  0
 21 27  1  0
 27 28  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 40  6  1  0
 27  6  1  0
 18  8  1  0
 39 34  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  3 45  1  0
  3 46  1  0
  3 47  1  0
  4 48  1  0
  5 49  1  0
  5 50  1  0
  7 51  1  0
  7 52  1  0
  8 53  1  6
  9 54  1  0
  9 55  1  0
 10 56  1  6
 19 64  1  0
 19 65  1  0
 19 66  1  0
 20 67  1  0
 20 68  1  0
 22 69  1  0
 22 70  1  0
 23 71  1  0
 25 72  1  0
 25 73  1  0
 25 74  1  0
 26 75  1  0
 26 76  1  0
 26 77  1  0
 30 78  1  0
 35 79  1  0
 36 80  1  0
 37 81  1  0
 38 82  1  0
 39 83  1  0
 12 57  1  0
 12 58  1  0
 12 59  1  0
 13 60  1  0
 13 61  1  0
 13 62  1  0
 15 63  1  0
M  END


  Mrv1652309032201062D          

 41 44  0  0  1  0            999 V2000
    3.1515   -1.7918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5195   -1.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6627   -0.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442   -1.5437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1122   -1.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2555   -0.2009    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0680   -0.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983    0.5743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3127    0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0272    0.5743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7417    0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1542    0.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3292   -0.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4561   -0.2507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1706    0.1618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0272    1.3993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3127    1.8118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983    1.3993    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7415    2.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0680    2.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2555    2.1746    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1122    2.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442    3.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6010    4.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2329    4.8601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8257    4.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9586    0.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2911    0.5019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5410    1.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0910    2.2924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2589    0.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5661    0.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786    1.7013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786    0.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5661   -0.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786   -1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8036   -1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2161   -0.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8036    0.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5410    0.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0910   -0.3187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  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
 21 27  1  0  0  0  0
  6 27  1  0  0  0  0
 27 28  2  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 34 39  1  0  0  0  0
 31 40  1  0  0  0  0
  6 40  1  0  0  0  0
 40 41  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0164261

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CC[C@@]12C[C@H]3C[C@H](OO[C@]3(C)C[C@@](CC=C(C)C)(C(O)=C(C(=O)C3=CC=CC=C3)C1=O)C2=O)C(C)(C)OO

> <INCHI_IDENTIFIER>
InChI=1S/C33H42O8/c1-20(2)13-15-32-18-23-17-24(30(5,6)40-38)39-41-31(23,7)19-33(29(32)37,16-14-21(3)4)28(36)25(27(32)35)26(34)22-11-9-8-10-12-22/h8-14,23-24,36,38H,15-19H2,1-7H3/t23-,24+,31-,32-,33+/m1/s1

> <INCHI_KEY>
DWXZAOPXBPXHQB-NCOLDTQESA-N

> <FORMULA>
C33H42O8

> <MOLECULAR_WEIGHT>
566.691

> <EXACT_MASS>
566.287968312

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
60.486325546587494

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,6S,8S,10S)-12-benzoyl-6-(2-hydroperoxypropan-2-yl)-13-hydroxy-3-methyl-1,10-bis(3-methylbut-2-en-1-yl)-4,5-dioxatricyclo[8.3.1.0^{3,8}]tetradec-12-ene-11,14-dione

> <ALOGPS_LOGP>
4.13

> <JCHEM_LOGP>
6.671819752333334

> <ALOGPS_LOGS>
-5.89

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.706890405665849

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.29383846911083

> <JCHEM_PKA_STRONGEST_BASIC>
-4.239206137306344

> <JCHEM_POLAR_SURFACE_AREA>
119.36000000000001

> <JCHEM_REFRACTIVITY>
157.0214999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.36e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,6S,8S,10S)-12-benzoyl-6-(2-hydroperoxypropan-2-yl)-13-hydroxy-3-methyl-1,10-bis(3-methylbut-2-en-1-yl)-4,5-dioxatricyclo[8.3.1.0^{3,8}]tetradec-12-ene-11,14-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       5.883  -3.345   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.703  -2.355   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.970  -0.838   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.256  -2.882   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.076  -1.892   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.344  -0.375   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.860  -0.108   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.850   1.072   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.184   0.302   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.517   1.072   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.851   0.302   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.621   1.636   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.081  -1.032   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.185  -0.468   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      11.518   0.302   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       7.517   2.612   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.184   3.382   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.850   2.612   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.118   4.129   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.860   3.792   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.344   4.059   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.076   5.576   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.256   6.566   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.988   8.082   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.168   9.072   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.541   8.609   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.789   1.842   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.543   0.937   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.010   3.289   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.170   4.279   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       0.483   1.842   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.057   1.842   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -1.827   3.176   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -1.827   0.508   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.057  -0.825   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.827  -2.159   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -3.367  -2.159   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -4.137  -0.825   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -3.367   0.508   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.010   0.395   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -0.170  -0.595   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   27   40                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   18                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11   15                                                       
CONECT   15   14                                                            
CONECT   16   10   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17    8   19   20                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   27   29                                             
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   21    6   28                                                  
CONECT   28   27                                                            
CONECT   29   21   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   40                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   34                                                       
CONECT   40   31    6   41                                                  
CONECT   41   40                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₄₂O₈

Average Mass

566.6910 Da

Monoisotopic Mass

566.28797 Da

IUPAC Name

(1S,3R,6S,8S,10S)-12-benzoyl-6-(2-hydroperoxypropan-2-yl)-13-hydroxy-3-methyl-1,10-bis(3-methylbut-2-en-1-yl)-4,5-dioxatricyclo[8.3.1.0^{3,8}]tetradec-12-ene-11,14-dione

Traditional Name

(1S,3R,6S,8S,10S)-12-benzoyl-6-(2-hydroperoxypropan-2-yl)-13-hydroxy-3-methyl-1,10-bis(3-methylbut-2-en-1-yl)-4,5-dioxatricyclo[8.3.1.0^{3,8}]tetradec-12-ene-11,14-dione

CAS Registry Number

Not Available

SMILES

CC(C)=CC[C@@]12C[C@H]3C[C@H](OO[C@]3(C)C[C@@](CC=C(C)C)(C(O)=C(C(=O)C3=CC=CC=C3)C1=O)C2=O)C(C)(C)OO

InChI Identifier

InChI=1S/C33H42O8/c1-20(2)13-15-32-18-23-17-24(30(5,6)40-38)39-41-31(23,7)19-33(29(32)37,16-14-21(3)4)28(36)25(27(32)35)26(34)22-11-9-8-10-12-22/h8-14,23-24,36,38H,15-19H2,1-7H3/t23-,24+,31-,32-,33+/m1/s1

InChI Key

DWXZAOPXBPXHQB-NCOLDTQESA-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

Not Available

Chemical Taxonomy

Classification

Not classified

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	4.13	ALOGPS
logP	6.67	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	3.29	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	119.36 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	157.02 m³·mol⁻¹	ChemAxon
Polarizability	60.49 Å³	ChemAxon
Number of Rings	4	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

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,3r,6s,8s,10s)-12-benzoyl-6-(2-hydroperoxypropan-2-yl)-13-hydroxy-3-methyl-1,10-bis(3-methylbut-2-en-1-yl)-4,5-dioxatricyclo[8.3.1.0³,⁸]tetradec-12-ene-11,14-dione (NP0164261)

MOL for NP0164261 ((1s,3r,6s,8s,10s)-12-benzoyl-6-(2-hydroperoxypropan-2-yl)-13-hydroxy-3-methyl-1,10-bis(3-methylbut-2-en-1-yl)-4,5-dioxatricyclo[8.3.1.0³,⁸]tetradec-12-ene-11,14-dione)

3D MOL for NP0164261 ((1s,3r,6s,8s,10s)-12-benzoyl-6-(2-hydroperoxypropan-2-yl)-13-hydroxy-3-methyl-1,10-bis(3-methylbut-2-en-1-yl)-4,5-dioxatricyclo[8.3.1.0³,⁸]tetradec-12-ene-11,14-dione)

3D SDF for NP0164261 ((1s,3r,6s,8s,10s)-12-benzoyl-6-(2-hydroperoxypropan-2-yl)-13-hydroxy-3-methyl-1,10-bis(3-methylbut-2-en-1-yl)-4,5-dioxatricyclo[8.3.1.0³,⁸]tetradec-12-ene-11,14-dione)

3D-SDF for NP0164261 ((1s,3r,6s,8s,10s)-12-benzoyl-6-(2-hydroperoxypropan-2-yl)-13-hydroxy-3-methyl-1,10-bis(3-methylbut-2-en-1-yl)-4,5-dioxatricyclo[8.3.1.0³,⁸]tetradec-12-ene-11,14-dione)

PDB for NP0164261 ((1s,3r,6s,8s,10s)-12-benzoyl-6-(2-hydroperoxypropan-2-yl)-13-hydroxy-3-methyl-1,10-bis(3-methylbut-2-en-1-yl)-4,5-dioxatricyclo[8.3.1.0³,⁸]tetradec-12-ene-11,14-dione)

3D PDB for NP0164261 ((1s,3r,6s,8s,10s)-12-benzoyl-6-(2-hydroperoxypropan-2-yl)-13-hydroxy-3-methyl-1,10-bis(3-methylbut-2-en-1-yl)-4,5-dioxatricyclo[8.3.1.0³,⁸]tetradec-12-ene-11,14-dione)

SMILES for NP0164261 ((1s,3r,6s,8s,10s)-12-benzoyl-6-(2-hydroperoxypropan-2-yl)-13-hydroxy-3-methyl-1,10-bis(3-methylbut-2-en-1-yl)-4,5-dioxatricyclo[8.3.1.0³,⁸]tetradec-12-ene-11,14-dione)

INCHI for NP0164261 ((1s,3r,6s,8s,10s)-12-benzoyl-6-(2-hydroperoxypropan-2-yl)-13-hydroxy-3-methyl-1,10-bis(3-methylbut-2-en-1-yl)-4,5-dioxatricyclo[8.3.1.0³,⁸]tetradec-12-ene-11,14-dione)

Structure for NP0164261 ((1s,3r,6s,8s,10s)-12-benzoyl-6-(2-hydroperoxypropan-2-yl)-13-hydroxy-3-methyl-1,10-bis(3-methylbut-2-en-1-yl)-4,5-dioxatricyclo[8.3.1.0³,⁸]tetradec-12-ene-11,14-dione)

3D Structure for NP0164261 ((1s,3r,6s,8s,10s)-12-benzoyl-6-(2-hydroperoxypropan-2-yl)-13-hydroxy-3-methyl-1,10-bis(3-methylbut-2-en-1-yl)-4,5-dioxatricyclo[8.3.1.0³,⁸]tetradec-12-ene-11,14-dione)