NP-MRD: Showing NP-Card for (1r,3ar,6s,9as,11ar)-1-[(2r)-7-methoxy-6-methyloct-7-en-2-yl]-6,9a,11a-trimethyl-1h,2h,3h,3ah,4h,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthrene-7,10-dione (NP0321396)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 23:35:07 UTC

Updated at

2022-09-11 23:35:07 UTC

NP-MRD ID

NP0321396

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3ar,6s,9as,11ar)-1-[(2r)-7-methoxy-6-methyloct-7-en-2-yl]-6,9a,11a-trimethyl-1h,2h,3h,3ah,4h,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthrene-7,10-dione

Description

CHEMBL1641980 belongs to the class of organic compounds known as bile acids, alcohols and derivatives. These are organic compounds containing an alcohol or acid derivative of cholic acid. (1r,3ar,6s,9as,11ar)-1-[(2r)-7-methoxy-6-methyloct-7-en-2-yl]-6,9a,11a-trimethyl-1h,2h,3h,3ah,4h,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthrene-7,10-dione is found in Taiwanofungus camphoratus. Based on a literature review very few articles have been published on CHEMBL1641980.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122201352D          

 33 36  0  0  1  0            999 V2000
    0.1572   -9.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1572   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5573   -8.5007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2718   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8716   -8.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8716   -7.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5861   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3006   -8.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0150   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7295   -8.5007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7295   -7.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4440   -8.9132    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5302   -9.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3372   -9.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -9.1908    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5567   -9.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8116   -8.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2596   -7.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5145   -6.8369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4526   -7.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1977   -8.5777    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5846   -8.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6186   -8.0631    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0665   -7.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8735   -7.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6805   -7.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2325   -7.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0395   -7.5485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9776   -8.5046    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.5296   -9.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1706   -8.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9157   -9.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1087   -9.6323    0.0000 C   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
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 12 10  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 21  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  6  0  0  0
 17 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 23 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 16 33  1  0  0  0  0
M  END

     RDKit          3D

 79 82  0  0  0  0  0  0  0  0999 V2000
    6.4111    0.9419   -2.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6318    0.8731   -1.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6138    1.7940   -0.6995 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8341    1.9551   -1.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9839   -0.0210   -0.2241 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6402    0.7311    1.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8485   -0.8582   -0.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6431   -0.0643   -1.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5194   -0.8196   -1.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922   -1.8671   -0.9824 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6346   -3.0718   -0.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8602   -1.6054    0.1122 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2818   -0.9643    1.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0402   -0.5721    2.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1008   -1.0136    1.1264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3417   -0.1991    1.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0858   -0.2406    0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6518   -1.1384   -0.9853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5230   -1.6474   -1.7101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368   -1.4839   -1.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3933   -0.8224   -0.2290 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0805    0.6053   -0.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2615    0.6096    0.0361 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7631    2.0659   -0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2333    0.4442   -1.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3993   -0.4648   -0.6399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1315    0.3144    0.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3325    0.3135    0.4018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3024    1.0637    1.3722 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9267    1.0150    2.7340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9342    0.4734    1.3996 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0544    1.0491    2.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6367    0.5558    2.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9830    1.6898   -3.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7375    0.3028   -3.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4264    1.0209   -1.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4340    2.6711   -0.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7382    2.4531   -2.3645 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7884   -0.7556    0.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5641    1.2819    1.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8489    1.4740    0.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4189   -0.0100    1.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1941   -1.4177   -1.5961 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5884   -1.6410    0.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0021    0.7143   -1.8532 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3245    0.6263   -0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9328   -1.3269   -2.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -0.0763   -2.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1106   -2.3335   -1.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0140   -4.0219   -0.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9002   -3.1261    0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5120   -3.2339   -1.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4187   -2.6247    0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8945   -0.0837    1.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8220   -1.7178    2.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0857   -1.1377    3.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0591    0.5028    2.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3015   -2.0807    1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9193   -1.0979   -2.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0607   -2.5932   -1.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9430    0.8308   -0.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7285    1.3132    0.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2987    0.8256   -1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5430    2.7805    0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4957    2.2932   -1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8730    2.2276    0.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8480    0.2131   -2.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7500    1.4464   -1.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9850   -0.6670   -1.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0354   -1.3846   -0.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3002    2.1279    1.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0250    0.9199    2.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7478    1.9800    3.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5980    0.1482    3.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0519   -0.6204    1.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5317    0.8111    3.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0357    2.1553    2.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5109   -0.1646    3.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8953    1.3543    2.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  2  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  6
 17 23  1  0
 23 24  1  1
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 21 12  1  0
 31 23  1  0
 21 15  1  0
 33 16  1  0
  4 36  1  0
  4 37  1  0
  4 38  1  0
  1 34  1  0
  1 35  1  0
  5 39  1  1
  6 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  6
 11 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  1
 13 54  1  0
 13 55  1  0
 14 56  1  0
 14 57  1  0
 15 58  1  1
 20 59  1  0
 20 60  1  0
 22 61  1  0
 22 62  1  0
 22 63  1  0
 24 64  1  0
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 29 71  1  6
 30 72  1  0
 30 73  1  0
 30 74  1  0
 31 75  1  1
 32 76  1  0
 32 77  1  0
 33 78  1  0
 33 79  1  0
M  END


  Mrv1652309122201352D          

 33 36  0  0  1  0            999 V2000
    0.1572   -9.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1572   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5573   -8.5007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2718   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8716   -8.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8716   -7.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5861   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3006   -8.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0150   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7295   -8.5007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7295   -7.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4440   -8.9132    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5302   -9.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3372   -9.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -9.1908    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5567   -9.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8116   -8.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2596   -7.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5145   -6.8369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4526   -7.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1977   -8.5777    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5846   -8.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6186   -8.0631    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0665   -7.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8735   -7.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6805   -7.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2325   -7.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0395   -7.5485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9776   -8.5046    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.5296   -9.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1706   -8.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9157   -9.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1087   -9.6323    0.0000 C   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
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 12 10  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 21  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  6  0  0  0
 17 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 23 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 16 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0321396

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=C)C(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(C(=O)C[C@]12C)[C@@]1(C)CCC(=O)[C@@H](C)C1CC3

> <INCHI_IDENTIFIER>
InChI=1S/C30H46O3/c1-18(21(4)33-7)9-8-10-19(2)23-13-14-25-22-11-12-24-20(3)26(31)15-16-29(24,5)28(22)27(32)17-30(23,25)6/h18-20,23-25H,4,8-17H2,1-3,5-7H3/t18?,19-,20+,23-,24?,25+,29+,30-/m1/s1

> <INCHI_KEY>
JWTRQFFPEZDJDK-CRTRYLMQSA-N

> <FORMULA>
C30H46O3

> <MOLECULAR_WEIGHT>
454.695

> <EXACT_MASS>
454.344695341

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
55.736610812995664

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,6S,11R,14R,15R)-14-[(2R)-7-methoxy-6-methyloct-7-en-2-yl]-2,6,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-ene-5,17-dione

> <JCHEM_LOGP>
6.657042363666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.83361558961939

> <JCHEM_PKA_STRONGEST_BASIC>
-4.576055871355675

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
135.9551

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,6S,11R,14R,15R)-14-[(2R)-7-methoxy-6-methyloct-7-en-2-yl]-2,6,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-ene-5,17-dione

> <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       0.293 -18.178   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.293 -16.638   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.040 -15.868   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.374 -16.638   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.627 -15.868   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.627 -14.328   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.961 -16.638   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.294 -15.868   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.628 -16.638   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.962 -15.868   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.962 -14.328   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.295 -16.638   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.456 -18.170   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.963 -18.490   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.733 -17.156   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.239 -16.836   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.715 -15.371   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.685 -14.227   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      12.160 -12.762   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      10.178 -14.547   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.702 -16.012   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.558 -14.981   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.221 -15.051   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.191 -13.907   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.697 -13.586   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.204 -13.266   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.234 -14.411   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      18.740 -14.091   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      16.758 -15.875   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.789 -17.020   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      15.252 -16.196   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.776 -17.660   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.270 -17.980   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17   33                                                  
CONECT   17   16   18   23                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   15   12   22                                             
CONECT   22   21                                                            
CONECT   23   17   24   25   31                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   23   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32   16                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₆O₃

Average Mass

454.6950 Da

Monoisotopic Mass

454.34470 Da

IUPAC Name

(2S,6S,11R,14R,15R)-14-[(2R)-7-methoxy-6-methyloct-7-en-2-yl]-2,6,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-ene-5,17-dione

Traditional Name

(2S,6S,11R,14R,15R)-14-[(2R)-7-methoxy-6-methyloct-7-en-2-yl]-2,6,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-ene-5,17-dione

CAS Registry Number

Not Available

SMILES

COC(=C)C(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(C(=O)C[C@]12C)[C@@]1(C)CCC(=O)[C@@H](C)C1CC3

InChI Identifier

InChI=1S/C30H46O3/c1-18(21(4)33-7)9-8-10-19(2)23-13-14-25-22-11-12-24-20(3)26(31)15-16-29(24,5)28(22)27(32)17-30(23,25)6/h18-20,23-25H,4,8-17H2,1-3,5-7H3/t18?,19-,20+,23-,24?,25+,29+,30-/m1/s1

InChI Key

JWTRQFFPEZDJDK-CRTRYLMQSA-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
Taiwanofungus camphoratus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bile acids, alcohols and derivatives. These are organic compounds containing an alcohol or acid derivative of cholic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Bile acids, alcohols and derivatives

Alternative Parents

Substituents

Bile acid, alcohol, or derivatives
Oxosteroid
11-oxosteroid
3-oxosteroid
Cyclohexenone
Cyclic ketone
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	6.66	ChemAxon
pKa (Strongest Acidic)	19.83	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	135.96 m³·mol⁻¹	ChemAxon
Polarizability	55.74 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26381526

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53320462

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3ar,6s,9as,11ar)-1-[(2r)-7-methoxy-6-methyloct-7-en-2-yl]-6,9a,11a-trimethyl-1h,2h,3h,3ah,4h,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthrene-7,10-dione (NP0321396)

MOL for NP0321396 ((1r,3ar,6s,9as,11ar)-1-[(2r)-7-methoxy-6-methyloct-7-en-2-yl]-6,9a,11a-trimethyl-1h,2h,3h,3ah,4h,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthrene-7,10-dione)

3D MOL for NP0321396 ((1r,3ar,6s,9as,11ar)-1-[(2r)-7-methoxy-6-methyloct-7-en-2-yl]-6,9a,11a-trimethyl-1h,2h,3h,3ah,4h,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthrene-7,10-dione)

3D SDF for NP0321396 ((1r,3ar,6s,9as,11ar)-1-[(2r)-7-methoxy-6-methyloct-7-en-2-yl]-6,9a,11a-trimethyl-1h,2h,3h,3ah,4h,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthrene-7,10-dione)

3D-SDF for NP0321396 ((1r,3ar,6s,9as,11ar)-1-[(2r)-7-methoxy-6-methyloct-7-en-2-yl]-6,9a,11a-trimethyl-1h,2h,3h,3ah,4h,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthrene-7,10-dione)

PDB for NP0321396 ((1r,3ar,6s,9as,11ar)-1-[(2r)-7-methoxy-6-methyloct-7-en-2-yl]-6,9a,11a-trimethyl-1h,2h,3h,3ah,4h,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthrene-7,10-dione)

3D PDB for NP0321396 ((1r,3ar,6s,9as,11ar)-1-[(2r)-7-methoxy-6-methyloct-7-en-2-yl]-6,9a,11a-trimethyl-1h,2h,3h,3ah,4h,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthrene-7,10-dione)

SMILES for NP0321396 ((1r,3ar,6s,9as,11ar)-1-[(2r)-7-methoxy-6-methyloct-7-en-2-yl]-6,9a,11a-trimethyl-1h,2h,3h,3ah,4h,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthrene-7,10-dione)

INCHI for NP0321396 ((1r,3ar,6s,9as,11ar)-1-[(2r)-7-methoxy-6-methyloct-7-en-2-yl]-6,9a,11a-trimethyl-1h,2h,3h,3ah,4h,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthrene-7,10-dione)

Structure for NP0321396 ((1r,3ar,6s,9as,11ar)-1-[(2r)-7-methoxy-6-methyloct-7-en-2-yl]-6,9a,11a-trimethyl-1h,2h,3h,3ah,4h,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthrene-7,10-dione)

3D Structure for NP0321396 ((1r,3ar,6s,9as,11ar)-1-[(2r)-7-methoxy-6-methyloct-7-en-2-yl]-6,9a,11a-trimethyl-1h,2h,3h,3ah,4h,5h,5ah,6h,8h,9h,11h-cyclopenta[a]phenanthrene-7,10-dione)