NP-MRD: Showing NP-Card for Biscineradienone (NP0064635)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 08:49:40 UTC

Updated at

2022-04-28 08:49:40 UTC

NP-MRD ID

NP0064635

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Biscineradienone

Description

(1S,5R,8'S,8'aR)-8'-[(1R,5S)-1,6-dimethyl-10-oxospiro[4.5]Deca-6,8-dien-8-yl]-3',5,5',8'-tetramethyl-6',7',8',8'a-tetrahydro-1'H-spiro[cyclopentane-1,2'-naphthalene]-1'-one belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open. Biscineradienone is found in Cineraria fruticulorum. Based on a literature review very few articles have been published on (1S,5R,8'S,8'aR)-8'-[(1R,5S)-1,6-dimethyl-10-oxospiro[4.5]Deca-6,8-dien-8-yl]-3',5,5',8'-tetramethyl-6',7',8',8'a-tetrahydro-1'H-spiro[cyclopentane-1,2'-naphthalene]-1'-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282210502D          

 32 36  0  0  1  0            999 V2000
    8.6945    2.8424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5190    2.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8012    2.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1511    1.5880    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4671    2.0493    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6919    1.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4514    1.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6390    1.2941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4802    0.3263    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2087   -0.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2374   -0.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5378   -1.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8094   -0.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7806   -0.1109    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9556   -0.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5431   -0.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7181   -0.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3056   -1.5398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3056   -0.1109    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7181    0.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5431    0.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3056    1.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8207   -0.7783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0360   -0.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0360    0.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8207    0.5566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8207   -1.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3192    0.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9659   -1.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9083    0.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8795    1.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5791    1.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  6  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  9  7  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 20 22  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 19 26  1  6  0  0  0
 23 27  1  6  0  0  0
 14 28  1  1  0  0  0
 11 29  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  2  0  0  0  0
  4 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END

     RDKit          3D

 72 76  0  0  0  0  0  0  0  0999 V2000
    3.5166   -2.2854    0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0293   -0.9317    0.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8570   -0.8791   -0.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339    0.3393   -0.9633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1328    0.3260   -1.6068 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3846    1.7805   -2.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0361   -0.4439   -2.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3372   -1.8804   -2.8359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2999   -2.3014   -1.7937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8810   -3.6627   -1.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6519   -1.5171   -0.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6022   -1.9753    0.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2933   -1.1252    0.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2376   -1.6649    1.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1556    0.3326    0.7883 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5077    0.9703    1.9973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3039    2.1905    2.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3255    2.3699    1.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5103    0.9483    0.7598 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1917    0.8786   -0.5802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3254    0.6969   -0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6543    1.6002   -1.0819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1294   -0.1161   -0.6245 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9287    1.4500   -0.8338 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2431    1.4577   -0.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8207    2.6160   -0.1394 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8555    0.2588    0.3071 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1668    0.0608   -0.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0529    1.1129    0.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5578    1.3212    1.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.3823    1.7074 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3772    0.8795    2.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3927   -2.6188    0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6827   -2.2756    1.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7170   -3.0262    0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2434   -1.7876   -0.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5021    2.4368   -1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4827    2.0109   -2.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2567    1.8733   -2.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0314   -0.3401   -3.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6361    0.0390   -3.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6279   -2.4591   -2.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7699   -2.1842   -3.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6789   -4.2697   -0.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4877   -4.2444   -2.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9868   -3.5868   -2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7228   -3.0646    0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0555   -2.7182    2.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2512   -1.0506    2.8277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2540   -1.6152    1.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4709    1.2965    1.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4394    0.2522    2.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7156    3.1000    2.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8388    1.9749    3.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2656    2.7054    1.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9790    3.0526    0.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1419    0.4301    1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6877    0.1999   -1.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2339    0.4899   -0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3108    1.9087   -0.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6001   -0.1278    0.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5322    2.4090   -1.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9965    0.2149   -1.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5287   -0.9487   -0.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1227    0.7820    0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0036    2.0142   -0.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3713    1.1079    2.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2283    2.3697    1.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8087   -0.6016    1.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7746    1.8228    3.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2638    0.1480    3.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4006    1.0914    2.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
 32 31  1  0
 31 30  1  0
 30 29  1  0
 29 28  1  0
 27 28  1  6
 27  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4 24  2  0
 24 25  1  0
 25 26  2  0
  4  5  1  0
  5  6  1  6
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 15 13  1  0
 15 16  1  1
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 15 21  1  0
 21 22  2  0
 21 23  1  0
 27 31  1  0
 25 27  1  0
 23  5  1  0
 23 11  1  0
 19 15  1  0
 32 70  1  0
 32 71  1  0
 32 72  1  0
 31 69  1  1
 30 67  1  0
 30 68  1  0
 29 65  1  0
 29 66  1  0
 28 63  1  0
 28 64  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
 24 62  1  0
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
 10 44  1  0
 10 45  1  0
 10 46  1  0
 12 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  1
 20 58  1  0
 20 59  1  0
 20 60  1  0
 23 61  1  1
M  END


  Mrv1652304282210502D          

 32 36  0  0  1  0            999 V2000
    8.6945    2.8424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5190    2.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8012    2.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1511    1.5880    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4671    2.0493    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6919    1.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4514    1.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6390    1.2941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4802    0.3263    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2087   -0.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2374   -0.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5378   -1.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8094   -0.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7806   -0.1109    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9556   -0.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5431   -0.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7181   -0.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3056   -1.5398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3056   -0.1109    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7181    0.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5431    0.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3056    1.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8207   -0.7783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0360   -0.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0360    0.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8207    0.5566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8207   -1.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3192    0.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9659   -1.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9083    0.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8795    1.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5791    1.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  6  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  9  7  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 20 22  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 19 26  1  6  0  0  0
 23 27  1  6  0  0  0
 14 28  1  1  0  0  0
 11 29  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  2  0  0  0  0
  4 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0064635

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CCC[C@@]11C(C)=CC(=CC1=O)[C@@]1(C)CCC(C)=C2C=C(C)[C@@]3(CCC[C@H]3C)C(=O)[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C30H40O2/c1-18-11-14-28(6,23-15-21(4)29(25(31)17-23)12-7-9-19(29)2)26-24(18)16-22(5)30(27(26)32)13-8-10-20(30)3/h15-17,19-20,26H,7-14H2,1-6H3/t19-,20-,26-,28-,29+,30+/m1/s1

> <INCHI_KEY>
QPLGXXNSCABWOF-RGKXCGFSSA-N

> <FORMULA>
C30H40O2

> <MOLECULAR_WEIGHT>
432.648

> <EXACT_MASS>
432.302830528

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
51.75862695398473

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,5R,8'S,8'aR)-8'-[(1R,5S)-1,6-dimethyl-10-oxospiro[4.5]deca-6,8-dien-8-yl]-3',5,5',8'-tetramethyl-6',7',8',8'a-tetrahydro-1'H-spiro[cyclopentane-1,2'-naphthalene]-1'-one

> <ALOGPS_LOGP>
6.51

> <JCHEM_LOGP>
6.930716304666667

> <ALOGPS_LOGS>
-5.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.900275425729536

> <JCHEM_PKA_STRONGEST_BASIC>
-5.189342798281233

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
134.3895

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,5R,8'S,8'aR)-8'-[(1R,5S)-1,6-dimethyl-10-oxospiro[4.5]deca-6,8-dien-8-yl]-3',5,5',8'-tetramethyl-7',8'a-dihydro-6'H-spiro[cyclopentane-1,2'-naphthalene]-1'-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      16.230   5.306   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.769   5.360   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.296   3.912   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.082   2.964   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.805   3.825   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.358   3.299   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.776   2.148   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      14.259   2.416   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      15.830   0.609   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.189  -0.114   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.243  -1.653   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.937  -2.469   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.577  -1.746   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.524  -0.207   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.984  -0.207   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.214  -1.541   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.674  -1.541   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.904  -2.874   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.904  -0.207   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.674   1.127   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.214   1.127   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.904   2.460   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.999  -1.453   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.534  -0.977   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.534   0.563   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.999   1.039   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.999  -2.993   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.663   1.070   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      18.603  -2.376   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      18.495   0.702   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.442   2.241   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      19.748   3.057   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7   31                                             
CONECT    5    4    1    6                                                  
CONECT    6    5                                                            
CONECT    7    4    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11   30                                                  
CONECT   11   10   12   29                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15   28                                             
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   23   26                                             
CONECT   20   19   21   22                                                  
CONECT   21   20   15                                                       
CONECT   22   20                                                            
CONECT   23   19   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   19                                                       
CONECT   27   23                                                            
CONECT   28   14                                                            
CONECT   29   11                                                            
CONECT   30   10   31                                                       
CONECT   31   30    4   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₀O₂

Average Mass

432.6480 Da

Monoisotopic Mass

432.30283 Da

IUPAC Name

(1S,5R,8'S,8'aR)-8'-[(1R,5S)-1,6-dimethyl-10-oxospiro[4.5]deca-6,8-dien-8-yl]-3',5,5',8'-tetramethyl-6',7',8',8'a-tetrahydro-1'H-spiro[cyclopentane-1,2'-naphthalene]-1'-one

Traditional Name

(1S,5R,8'S,8'aR)-8'-[(1R,5S)-1,6-dimethyl-10-oxospiro[4.5]deca-6,8-dien-8-yl]-3',5,5',8'-tetramethyl-7',8'a-dihydro-6'H-spiro[cyclopentane-1,2'-naphthalene]-1'-one

CAS Registry Number

Not Available

SMILES

C[C@@H]1CCC[C@@]11C(C)=CC(=CC1=O)[C@@]1(C)CCC(C)=C2C=C(C)[C@@]3(CCC[C@H]3C)C(=O)[C@H]12

InChI Identifier

InChI=1S/C30H40O2/c1-18-11-14-28(6,23-15-21(4)29(25(31)17-23)12-7-9-19(29)2)26-24(18)16-22(5)30(27(26)32)13-8-10-20(30)3/h15-17,19-20,26H,7-14H2,1-6H3/t19-,20-,26-,28-,29+,30+/m1/s1

InChI Key

QPLGXXNSCABWOF-RGKXCGFSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cineraria fruticulorum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Iridoids and derivatives

Alternative Parents

Substituents

11-noriridane monoterpenoid
Bicyclic monoterpenoid
Cyclohexenone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	6.51	ALOGPS
logP	6.93	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	16.9	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	134.39 m³·mol⁻¹	ChemAxon
Polarizability	51.76 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162917788

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Biscineradienone (NP0064635)

MOL for NP0064635 (Biscineradienone)

3D MOL for NP0064635 (Biscineradienone)

3D SDF for NP0064635 (Biscineradienone)

3D-SDF for NP0064635 (Biscineradienone)

PDB for NP0064635 (Biscineradienone)

3D PDB for NP0064635 (Biscineradienone)

SMILES for NP0064635 (Biscineradienone)

INCHI for NP0064635 (Biscineradienone)

Structure for NP0064635 (Biscineradienone)

3D Structure for NP0064635 (Biscineradienone)