NP-MRD: Showing NP-Card for methyl (1'r,1as,3'z,4ar,5s,6'r,7ar,7bs,12's)-3,3,4'-trimethyl-2',8'-dioxo-12'-(prop-1-en-2-yl)-1a,2,4,4a,6,7,7a,7b-octahydro-1h-7',15'-dioxaspiro[cyclopropa[e]azulene-5,16'-tricyclo[12.3.1.1⁶,⁹]nonadecane]-3',9'(19'),14'(18')-triene-18'-carboxylate (NP0324136)

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Record Information

Version

2.0

Created at

2022-09-12 04:00:57 UTC

Updated at

2022-09-12 04:00:57 UTC

NP-MRD ID

NP0324136

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (1'r,1as,3'z,4ar,5s,6'r,7ar,7bs,12's)-3,3,4'-trimethyl-2',8'-dioxo-12'-(prop-1-en-2-yl)-1a,2,4,4a,6,7,7a,7b-octahydro-1h-7',15'-dioxaspiro[cyclopropa[e]azulene-5,16'-tricyclo[12.3.1.1⁶,⁹]nonadecane]-3',9'(19'),14'(18')-triene-18'-carboxylate

Description

Polymaxenolide B belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. methyl (1'r,1as,3'z,4ar,5s,6'r,7ar,7bs,12's)-3,3,4'-trimethyl-2',8'-dioxo-12'-(prop-1-en-2-yl)-1a,2,4,4a,6,7,7a,7b-octahydro-1h-7',15'-dioxaspiro[cyclopropa[e]azulene-5,16'-tricyclo[12.3.1.1⁶,⁹]nonadecane]-3',9'(19'),14'(18')-triene-18'-carboxylate is found in Sinularia maxima. Based on a literature review very few articles have been published on Polymaxenolide B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122206002D          

 41 46  0  0  1  0            999 V2000
    4.2765   -0.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4601   -0.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9492   -1.1141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1546    0.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3395    0.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5499    0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9421    0.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3600    1.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7361    2.2885    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1026    3.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7817    3.7440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4762    4.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5968    3.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3865    3.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7952    4.3490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9942    3.0744    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8093    3.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3272    2.5595    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7033    3.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5178    3.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6452    2.3478    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3956    2.0050    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1887    1.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5954    1.2046    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0942    0.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2694    0.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4693   -0.2679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5335    0.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7420    1.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9093    1.9749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0299    1.7899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2147    1.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6969    2.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8818    2.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3640    2.8198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5845    1.4080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1023    0.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8338    0.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5507    2.1577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6780    1.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4123    0.9664    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
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 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  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 24 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 30 29  1  1  0  0  0
 21 30  1  0  0  0  0
 18 30  1  0  0  0  0
 18 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 16 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 32 38  1  0  0  0  0
  4 38  1  0  0  0  0
  9 39  1  1  0  0  0
 39 40  1  0  0  0  0
  7 40  1  0  0  0  0
 40 41  2  0  0  0  0
M  END

     RDKit          3D

 87 92  0  0  0  0  0  0  0  0999 V2000
    1.8630   -3.4659    2.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2971   -3.2149    0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3282   -4.3616   -0.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7543   -1.8682    0.4085 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1924   -2.0096   -0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1207   -1.2082    0.8828 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3031    0.1931    0.4404 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6221    0.6876   -0.7224 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8456    1.9990   -0.7244 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3692    1.7315   -0.6077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6868    2.9604   -0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9104    4.2378   -0.9068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9086    2.9553    0.9414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1126    1.8674    1.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3578    1.5331    2.6588 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0703    1.0752    0.8280 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4050   -0.0245    1.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2305   -0.9554    0.9786 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7492   -2.1695    1.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4171   -2.9030    0.5859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2682   -1.7803    0.0284 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4220   -1.7864   -1.4490 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6251   -1.7483   -2.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7840   -0.4707   -1.9326 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4760    0.5572   -1.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6149    0.6782    0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8563    0.0123    0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8512    2.1795    0.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4056    0.3383    1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4530   -0.4998    0.3211 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3105   -1.5847    0.0329 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7374   -0.6858   -0.5030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3551    0.5427   -0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0714    1.5441   -1.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1505    1.3889   -2.8417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3405    2.8526   -1.2653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6007    3.7762   -2.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9442   -1.4752   -0.8048 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3345    2.4764    0.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0925    1.3604    1.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7766    1.3507    2.5796 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5382   -4.4285    2.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8441   -2.6363    2.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3160   -4.5519   -0.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0426   -4.1187   -0.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6386   -5.2951    0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6100   -1.1552    1.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5029   -3.0533    0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3145   -1.6882   -1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6797   -1.3090    1.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1095   -1.6894    0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2125    0.4941   -1.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1492    2.6960   -1.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9355    1.3311   -1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2308    0.9558    0.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2038    5.0060   -0.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7044    4.0863   -1.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9249    4.6384   -0.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9235    3.9436    1.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8873    1.6829    0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9206    0.4813    2.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4560   -0.5761    2.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9076   -2.7392    2.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012   -1.8827    2.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0084   -3.7303    1.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6213   -3.2204   -0.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2045   -1.8308    0.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5105   -2.2700   -1.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5705   -2.1591   -3.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6598   -1.7653   -1.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2291   -0.1374   -2.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5494    0.5665   -1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1212    1.5703   -1.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7063    0.7390    0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2953   -0.7539    0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6425   -0.3679    1.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0186    2.3186    1.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0542    2.7924    0.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7980    2.4504    0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7619   -0.3376    1.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9679    1.1841    1.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1869    0.0510   -0.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6552    3.3268   -3.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5688    4.3115   -2.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2577    4.4875   -2.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6678   -1.0596   -1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6901   -2.4432   -1.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
 37 36  1  0
 36 34  1  0
 34 35  2  0
 34 33  1  0
 33 32  2  0
 32 38  1  0
 38  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 18 31  1  6
  9 39  1  0
 39 40  1  0
 40 41  2  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
 16 33  1  0
 30 18  1  0
 31 32  1  0
 40  7  1  0
 30 21  1  0
 24 22  1  0
 37 83  1  0
 37 84  1  0
 37 85  1  0
 38 86  1  0
 38 87  1  0
  4 47  1  1
  5 48  1  0
  5 49  1  0
  6 50  1  0
  6 51  1  0
  8 52  1  0
  9 53  1  6
 10 54  1  0
 10 55  1  0
 12 56  1  0
 12 57  1  0
 12 58  1  0
 13 59  1  0
 16 60  1  6
 17 61  1  0
 17 62  1  0
 19 63  1  0
 19 64  1  0
 20 65  1  0
 20 66  1  0
 21 67  1  1
 22 68  1  6
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 23 70  1  0
 24 71  1  6
 25 72  1  0
 25 73  1  0
 27 74  1  0
 27 75  1  0
 27 76  1  0
 28 77  1  0
 28 78  1  0
 28 79  1  0
 29 80  1  0
 29 81  1  0
 30 82  1  6
  3 44  1  0
  3 45  1  0
  3 46  1  0
  1 42  1  0
  1 43  1  0
M  END


  Mrv1652309122206002D          

 41 46  0  0  1  0            999 V2000
    4.2765   -0.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4601   -0.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9492   -1.1141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1546    0.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3395    0.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5499    0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9421    0.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3600    1.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7361    2.2885    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1026    3.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7817    3.7440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4762    4.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5968    3.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3865    3.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7952    4.3490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9942    3.0744    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8093    3.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3272    2.5595    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7033    3.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5178    3.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6452    2.3478    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3956    2.0050    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1887    1.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5954    1.2046    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0942    0.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2694    0.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4693   -0.2679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5335    0.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7420    1.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9093    1.9749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0299    1.7899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2147    1.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6969    2.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8818    2.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3640    2.8198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5845    1.4080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1023    0.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8338    0.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5507    2.1577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6780    1.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4123    0.9664    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
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 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  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 24 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 30 29  1  1  0  0  0
 21 30  1  0  0  0  0
 18 30  1  0  0  0  0
 18 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 16 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 32 38  1  0  0  0  0
  4 38  1  0  0  0  0
  9 39  1  1  0  0  0
 39 40  1  0  0  0  0
  7 40  1  0  0  0  0
 40 41  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0324136

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C2C[C@H](CCC3=C[C@@H](C\C(C)=C/C(=O)[C@@H]1C[C@]1(CC[C@@H]4[C@H]5C[C@H]5CC(C)(C)C[C@@H]14)O2)OC3=O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C35H46O6/c1-19(2)21-7-8-22-13-24(40-32(22)37)11-20(3)12-29(36)27-17-35(41-30(15-21)31(27)33(38)39-6)10-9-25-26-14-23(26)16-34(4,5)18-28(25)35/h12-13,21,23-28H,1,7-11,14-18H2,2-6H3/b20-12-/t21-,23-,24+,25+,26-,27-,28+,35-/m0/s1

> <INCHI_KEY>
RSSBCOBLQYKXPF-MYCCGVASSA-N

> <FORMULA>
C35H46O6

> <MOLECULAR_WEIGHT>
562.747

> <EXACT_MASS>
562.329439201

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
62.68555322071343

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1'R,1aS,3'Z,4aR,5S,6'R,7aR,7bS,12'S)-3,3,4'-trimethyl-2',8'-dioxo-12'-(prop-1-en-2-yl)-1,1a,2,3,4,4a,6,7,7a,7b-decahydro-7',15'-dioxaspiro[cyclopropa[e]azulene-5,16'-tricyclo[12.3.1.1^{6,9}]nonadecane]-3',9'(19'),14'(18')-triene-18'-carboxylate

> <JCHEM_LOGP>
6.558153463333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.487785543209686

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.35935327288978

> <JCHEM_PKA_STRONGEST_BASIC>
-4.575006783244497

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
159.6123

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1'R,1aS,3'Z,4aR,5S,6'R,7aR,7bS,12'S)-3,3,4'-trimethyl-2',8'-dioxo-12'-(prop-1-en-2-yl)-1a,2,4,4a,6,7,7a,7b-octahydro-1H-7',15'-dioxaspiro[cyclopropa[e]azulene-5,16'-tricyclo[12.3.1.1^{6,9}]nonadecane]-3',9'(19'),14'(18')-triene-18'-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       7.983  -1.092   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.459  -0.870   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.505  -2.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.889   0.560   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.367   0.322   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.893   0.768   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.759   1.810   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.672   2.901   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.374   4.272   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.058   6.114   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.326   6.989   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.756   8.419   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.847   7.226   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.321   6.780   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.084   8.118   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.456   5.739   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.977   5.977   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.944   4.778   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.646   6.148   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.167   5.904   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.404   4.383   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.805   3.743   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.286   3.319   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.178   2.249   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.243   1.025   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.703   0.994   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.076  -0.500   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.329   0.298   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.718   2.178   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.031   3.686   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       9.389   3.341   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       7.868   3.104   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.901   4.302   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.379   4.065   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       4.413   5.264   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       4.824   2.628   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       5.791   1.429   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.156   1.434   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       2.895   4.028   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       3.132   2.506   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       4.503   1.804   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   38                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   40                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   39                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   33                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   30   31                                             
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   30                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22   24                                                       
CONECT   24   23   22   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30                                                       
CONECT   30   29   21   18                                                  
CONECT   31   18   32                                                       
CONECT   32   31   33   38                                                  
CONECT   33   32   16   34                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36                                                            
CONECT   38   32    4                                                       
CONECT   39    9   40                                                       
CONECT   40   39    7   41                                                  
CONECT   41   40                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₅H₄₆O₆

Average Mass

562.7470 Da

Monoisotopic Mass

562.32944 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C2C[C@H](CCC3=C[C@@H](C\C(C)=C/C(=O)[C@@H]1C[C@]1(CC[C@@H]4[C@H]5C[C@H]5CC(C)(C)C[C@@H]14)O2)OC3=O)C(C)=C

InChI Identifier

InChI=1S/C35H46O6/c1-19(2)21-7-8-22-13-24(40-32(22)37)11-20(3)12-29(36)27-17-35(41-30(15-21)31(27)33(38)39-6)10-9-25-26-14-23(26)16-34(4,5)18-28(25)35/h12-13,21,23-28H,1,7-11,14-18H2,2-6H3/b20-12-/t21-,23-,24+,25+,26-,27-,28+,35-/m0/s1

InChI Key

RSSBCOBLQYKXPF-MYCCGVASSA-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
Sinularia maxima	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Sesterterpenoids

Alternative Parents

Substituents

Sesterterpenoid
2-furanone
Dicarboxylic acid or derivatives
Dihydrofuran
Methyl ester
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Ketone
Lactone
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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

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

101477201

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (1'r,1as,3'z,4ar,5s,6'r,7ar,7bs,12's)-3,3,4'-trimethyl-2',8'-dioxo-12'-(prop-1-en-2-yl)-1a,2,4,4a,6,7,7a,7b-octahydro-1h-7',15'-dioxaspiro[cyclopropa[e]azulene-5,16'-tricyclo[12.3.1.1⁶,⁹]nonadecane]-3',9'(19'),14'(18')-triene-18'-carboxylate (NP0324136)

MOL for NP0324136 (methyl (1'r,1as,3'z,4ar,5s,6'r,7ar,7bs,12's)-3,3,4'-trimethyl-2',8'-dioxo-12'-(prop-1-en-2-yl)-1a,2,4,4a,6,7,7a,7b-octahydro-1h-7',15'-dioxaspiro[cyclopropa[e]azulene-5,16'-tricyclo[12.3.1.1⁶,⁹]nonadecane]-3',9'(19'),14'(18')-triene-18'-carboxylate)

3D MOL for NP0324136 (methyl (1'r,1as,3'z,4ar,5s,6'r,7ar,7bs,12's)-3,3,4'-trimethyl-2',8'-dioxo-12'-(prop-1-en-2-yl)-1a,2,4,4a,6,7,7a,7b-octahydro-1h-7',15'-dioxaspiro[cyclopropa[e]azulene-5,16'-tricyclo[12.3.1.1⁶,⁹]nonadecane]-3',9'(19'),14'(18')-triene-18'-carboxylate)

3D SDF for NP0324136 (methyl (1'r,1as,3'z,4ar,5s,6'r,7ar,7bs,12's)-3,3,4'-trimethyl-2',8'-dioxo-12'-(prop-1-en-2-yl)-1a,2,4,4a,6,7,7a,7b-octahydro-1h-7',15'-dioxaspiro[cyclopropa[e]azulene-5,16'-tricyclo[12.3.1.1⁶,⁹]nonadecane]-3',9'(19'),14'(18')-triene-18'-carboxylate)

3D-SDF for NP0324136 (methyl (1'r,1as,3'z,4ar,5s,6'r,7ar,7bs,12's)-3,3,4'-trimethyl-2',8'-dioxo-12'-(prop-1-en-2-yl)-1a,2,4,4a,6,7,7a,7b-octahydro-1h-7',15'-dioxaspiro[cyclopropa[e]azulene-5,16'-tricyclo[12.3.1.1⁶,⁹]nonadecane]-3',9'(19'),14'(18')-triene-18'-carboxylate)

PDB for NP0324136 (methyl (1'r,1as,3'z,4ar,5s,6'r,7ar,7bs,12's)-3,3,4'-trimethyl-2',8'-dioxo-12'-(prop-1-en-2-yl)-1a,2,4,4a,6,7,7a,7b-octahydro-1h-7',15'-dioxaspiro[cyclopropa[e]azulene-5,16'-tricyclo[12.3.1.1⁶,⁹]nonadecane]-3',9'(19'),14'(18')-triene-18'-carboxylate)

3D PDB for NP0324136 (methyl (1'r,1as,3'z,4ar,5s,6'r,7ar,7bs,12's)-3,3,4'-trimethyl-2',8'-dioxo-12'-(prop-1-en-2-yl)-1a,2,4,4a,6,7,7a,7b-octahydro-1h-7',15'-dioxaspiro[cyclopropa[e]azulene-5,16'-tricyclo[12.3.1.1⁶,⁹]nonadecane]-3',9'(19'),14'(18')-triene-18'-carboxylate)

SMILES for NP0324136 (methyl (1'r,1as,3'z,4ar,5s,6'r,7ar,7bs,12's)-3,3,4'-trimethyl-2',8'-dioxo-12'-(prop-1-en-2-yl)-1a,2,4,4a,6,7,7a,7b-octahydro-1h-7',15'-dioxaspiro[cyclopropa[e]azulene-5,16'-tricyclo[12.3.1.1⁶,⁹]nonadecane]-3',9'(19'),14'(18')-triene-18'-carboxylate)

INCHI for NP0324136 (methyl (1'r,1as,3'z,4ar,5s,6'r,7ar,7bs,12's)-3,3,4'-trimethyl-2',8'-dioxo-12'-(prop-1-en-2-yl)-1a,2,4,4a,6,7,7a,7b-octahydro-1h-7',15'-dioxaspiro[cyclopropa[e]azulene-5,16'-tricyclo[12.3.1.1⁶,⁹]nonadecane]-3',9'(19'),14'(18')-triene-18'-carboxylate)

Structure for NP0324136 (methyl (1'r,1as,3'z,4ar,5s,6'r,7ar,7bs,12's)-3,3,4'-trimethyl-2',8'-dioxo-12'-(prop-1-en-2-yl)-1a,2,4,4a,6,7,7a,7b-octahydro-1h-7',15'-dioxaspiro[cyclopropa[e]azulene-5,16'-tricyclo[12.3.1.1⁶,⁹]nonadecane]-3',9'(19'),14'(18')-triene-18'-carboxylate)

3D Structure for NP0324136 (methyl (1'r,1as,3'z,4ar,5s,6'r,7ar,7bs,12's)-3,3,4'-trimethyl-2',8'-dioxo-12'-(prop-1-en-2-yl)-1a,2,4,4a,6,7,7a,7b-octahydro-1h-7',15'-dioxaspiro[cyclopropa[e]azulene-5,16'-tricyclo[12.3.1.1⁶,⁹]nonadecane]-3',9'(19'),14'(18')-triene-18'-carboxylate)