NP-MRD: Showing NP-Card for Oxolucidine B (NP0051055)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-27 22:29:59 UTC

Updated at

2022-04-27 22:29:59 UTC

NP-MRD ID

NP0051055

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Oxolucidine B

Description

Oxolucidine B, also known as serratanine b, belongs to the class of organic compounds known as quinolidines. These are organic compounds containing a quinolidine or decahydroquinoline moiety, which is a bicyclic skeleton consisting of a piperidine fused to a cyclohexane ring. Oxolucidine B is found in Huperzia lucidula, Lycopodium serratum, Lycopodium lucidulum and Lycopodium lucidum. Based on a literature review very few articles have been published on oxolucidine B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200302D          

 35 40  0  0  1  0            999 V2000
    4.2143   -1.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1157   -2.4927    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7758   -2.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5344   -2.6634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6330   -1.8443    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9729   -1.3494    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0715   -0.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4114   -0.0354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6528   -0.3596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9927    0.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0912    0.9544    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8499    1.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5099    0.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5289    1.6929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0088    1.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3411    0.8417    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4505    0.0272    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2417   -0.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7030   -0.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0274    0.0304    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0016    0.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7231    1.3614    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0409    2.1813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    2.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5156    2.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7458   -0.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3018    1.7521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3916   -1.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0517   -2.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9532   -2.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1945   -3.1583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0960   -3.9773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7560   -4.4722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3373   -4.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3571   -2.8169    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  1  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 10 18  1  0  0  0  0
 17 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 14 24  1  0  0  0  0
 23 25  1  0  0  0  0
 20 26  1  1  0  0  0
 11 27  1  6  0  0  0
  5 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  4 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
  2 35  1  1  0  0  0
M  END

     RDKit          3D

 84 89  0  0  0  0  0  0  0  0999 V2000
    6.7217   -2.7546    0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7689   -1.6871    1.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6416   -1.8340    2.0219 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9115   -0.5630    1.0917 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0421    0.4172    2.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6899    0.7408    2.6755 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7191    1.1568    1.6095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6255    0.1598    0.4945 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9290    0.7045   -0.7039 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5141    1.0991   -0.5076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5922    0.0018   -0.0552 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5223   -1.1473   -1.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8863   -1.4234   -1.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8134   -1.3511   -0.3064 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2752   -2.0965    0.7550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149    0.0609    0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6608    0.5943    0.2392 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8674    0.9993    0.5477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9920    1.2072   -0.3842 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8950    2.2685    0.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9587    1.7476    1.0838 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3469    2.1797    0.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9844    0.2833    1.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7180   -0.5683    0.1178 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7681    0.0382   -0.8581 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8726   -0.9689   -1.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1828   -1.8889   -0.6068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9586   -2.1472    0.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3495   -1.8822    0.5763 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1217   -2.9426   -0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6745    1.9672   -1.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1518    1.7822   -1.1350 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6991    2.3489   -2.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5799    0.3462   -1.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9459   -0.4118    0.0649 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4629   -2.3111   -0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7378   -3.1636   -0.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9569   -3.5204    0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6504    0.0126    2.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5926    1.3103    1.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7967    1.5818    3.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3078   -0.1467    3.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9119    2.1912    1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7030    1.1873    2.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0022   -0.6945    0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0745   -0.0235   -1.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1214    1.4877   -1.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4631    1.9095    0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9921   -0.3912    0.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1385   -0.9817   -1.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8978   -2.0880   -0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1923   -0.7497   -2.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8890   -2.4644   -1.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4837   -3.0498    0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1623    0.7412    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4080    2.0301    0.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5527    1.6938   -1.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2143    3.0045    0.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3670    2.8582   -0.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8534    2.2497    2.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1133    1.6994    1.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3995    3.2816    0.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4640    2.0598   -0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3368   -0.0357    2.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0233    0.0461    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7366   -0.7264   -0.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3998    0.4412   -1.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4947   -1.5533   -2.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1724   -0.3819   -2.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0296   -2.8624   -1.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5387   -1.6242    1.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8630   -3.2446    0.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4961   -3.8724    0.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0027   -3.1588    0.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4474   -2.7251   -1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2832    2.1534   -2.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2999    2.8120   -0.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6681    2.3841   -0.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6622    1.5669   -3.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7713    2.5944   -2.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1046    3.2468   -2.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3597   -0.1151   -2.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6992    0.3409   -0.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7198   -1.4366   -0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
 33 32  1  0
 32 31  1  0
 31  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  1
 14 27  1  0
 27 26  1  0
 26 25  1  0
 25 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 29  1  0
 29 30  1  0
 29 28  1  0
 19 18  1  0
 18 16  1  0
 16 17  2  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4 35  1  0
 35 34  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 34 32  1  0
 17 11  1  0
 35  8  1  0
 16 14  1  0
 28 27  1  0
 24 25  1  0
 33 79  1  0
 33 80  1  0
 33 81  1  0
 32 78  1  1
 31 76  1  0
 31 77  1  0
  9 46  1  6
 10 47  1  0
 10 48  1  0
 11 49  1  1
 12 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 15 54  1  0
 27 70  1  6
 26 68  1  0
 26 69  1  0
 25 67  1  6
 19 57  1  6
 20 58  1  0
 20 59  1  0
 21 60  1  1
 22 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  6
 30 73  1  0
 30 74  1  0
 30 75  1  0
 28 71  1  0
 28 72  1  0
 18 55  1  0
 18 56  1  0
  8 45  1  1
  7 43  1  0
  7 44  1  0
  6 41  1  0
  6 42  1  0
  5 39  1  0
  5 40  1  0
 35 84  1  6
 34 82  1  0
 34 83  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
M  END


  Mrv1652304282200302D          

 35 40  0  0  1  0            999 V2000
    4.2143   -1.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1157   -2.4927    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7758   -2.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5344   -2.6634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6330   -1.8443    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9729   -1.3494    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0715   -0.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4114   -0.0354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6528   -0.3596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9927    0.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0912    0.9544    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8499    1.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5099    0.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5289    1.6929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0088    1.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3411    0.8417    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4505    0.0272    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2417   -0.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7030   -0.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0274    0.0304    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0016    0.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7231    1.3614    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0409    2.1813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    2.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5156    2.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7458   -0.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3018    1.7521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3916   -1.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0517   -2.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9532   -2.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1945   -3.1583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0960   -3.9773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7560   -4.4722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3373   -4.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3571   -2.8169    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  1  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 10 18  1  0  0  0  0
 17 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 14 24  1  0  0  0  0
 23 25  1  0  0  0  0
 20 26  1  1  0  0  0
 11 27  1  6  0  0  0
  5 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  4 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
  2 35  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0051055

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C[C@H](C[C@@H]2CC[C@]3(O)[C@@H]4C[C@@H]5[C@@H](C[C@@H](C)C[C@@H]5N(C)C4)CC3=N2)[C@@H]2CCCN([C@@H]2C1)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H49N3O2/c1-18-11-22-15-29-30(35,23-16-26(22)27(12-18)32(4)17-23)8-7-24(31-29)14-21-10-19(2)13-28-25(21)6-5-9-33(28)20(3)34/h18-19,21-28,35H,5-17H2,1-4H3/t18-,19+,21-,22+,23-,24+,25+,26-,27+,28-,30+/m1/s1

> <INCHI_KEY>
QRIZONDFXOOWTA-MREYPERPSA-N

> <FORMULA>
C30H49N3O2

> <MOLECULAR_WEIGHT>
483.741

> <EXACT_MASS>
483.38247783

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
57.36464826493722

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(4aS,5R,7S,8aR)-5-{[(1R,2S,5S,9S,11R,13S,17R)-2-hydroxy-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.0^{2,7}.0^{13,17}]heptadec-6-en-5-yl]methyl}-7-methyl-decahydroquinolin-1-yl]ethan-1-one

> <ALOGPS_LOGP>
4.65

> <JCHEM_LOGP>
3.667283768000001

> <ALOGPS_LOGS>
-4.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.44496080974955

> <JCHEM_PKA_STRONGEST_BASIC>
10.544738080971971

> <JCHEM_POLAR_SURFACE_AREA>
56.14

> <JCHEM_REFRACTIVITY>
140.85549999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.30e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(4aS,5R,7S,8aR)-5-{[(1R,2S,5S,9S,11R,13S,17R)-2-hydroxy-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.0^{2,7}.0^{13,17}]heptadec-6-en-5-yl]methyl}-7-methyl-octahydro-2H-quinolin-1-yl]ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

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       7.867  -3.124   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.683  -4.653   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.915  -5.577   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.331  -4.972   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.515  -3.443   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.283  -2.519   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.467  -0.990   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.235  -0.066   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       6.818  -0.671   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       5.586   0.253   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.770   1.782   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.186   2.387   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.419   1.463   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.721   3.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.750   2.378   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.503   1.571   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.708   0.051   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.185  -0.534   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.312  -0.710   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.051   0.057   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.003   1.636   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.350   2.541   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       1.943   4.072   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       3.562   4.366   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.963   5.259   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.392  -0.700   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.163   3.271   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      11.931  -2.837   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.163  -3.761   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.979  -5.290   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      11.563  -5.895   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      11.379  -7.424   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      12.611  -8.348   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       9.963  -8.030   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.267  -5.258   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   35                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   31                                                  
CONECT    5    4    6   28                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10   12   14   27                                             
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   11   15   24                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   22                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   10                                                       
CONECT   19   17   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   16   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   14                                                       
CONECT   25   23                                                            
CONECT   26   20                                                            
CONECT   27   11                                                            
CONECT   28    5   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30    4   32                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35    2                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   80    0
END

View in JSmol

Synonyms

Value	Source
(4AS,5R,7S,8ar)-1-acetyl-5-[[(2S,4as,5R,6ar,7S,9R,10as)-3,4,4a,5,6,6a,7,8,9,10,10a,11-dodecahydro-4a-hydroxy-9,12-dimethyl-7,5-(iminomethano)-2H-benzo[5,6]cyclohepta[1,2-b]pyridin-2-yl]methyl]decahydro-7-methylquinoline	ChEBI
Serratanine b	ChEBI

Chemical Formula

C₃₀H₄₉N₃O₂

Average Mass

483.7410 Da

Monoisotopic Mass

483.38248 Da

IUPAC Name

1-[(4aS,5R,7S,8aR)-5-{[(1R,2S,5S,9S,11R,13S,17R)-2-hydroxy-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.0^{2,7}.0^{13,17}]heptadec-6-en-5-yl]methyl}-7-methyl-decahydroquinolin-1-yl]ethan-1-one

Traditional Name

1-[(4aS,5R,7S,8aR)-5-{[(1R,2S,5S,9S,11R,13S,17R)-2-hydroxy-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.0^{2,7}.0^{13,17}]heptadec-6-en-5-yl]methyl}-7-methyl-octahydro-2H-quinolin-1-yl]ethanone

CAS Registry Number

Not Available

SMILES

C[C@H]1C[C@H](C[C@@H]2CC[C@]3(O)[C@@H]4C[C@@H]5[C@@H](C[C@@H](C)C[C@@H]5N(C)C4)CC3=N2)[C@@H]2CCCN([C@@H]2C1)C(C)=O

InChI Identifier

InChI=1S/C30H49N3O2/c1-18-11-22-15-29-30(35,23-16-26(22)27(12-18)32(4)17-23)8-7-24(31-29)14-21-10-19(2)13-28-25(21)6-5-9-33(28)20(3)34/h18-19,21-28,35H,5-17H2,1-4H3/t18-,19+,21-,22+,23-,24+,25+,26-,27+,28-,30+/m1/s1

InChI Key

QRIZONDFXOOWTA-MREYPERPSA-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
Huperzia lucidula	LOTUS Database	35616633
Huperzia serrata	Plant	KNApSAcK
Lycopodium lucidulum	Plant	KNApSAcK
Lycopodium lucidum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinolidines. These are organic compounds containing a quinolidine or decahydroquinoline moiety, which is a bicyclic skeleton consisting of a piperidine fused to a cyclohexane ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolidines

Sub Class

Not Available

Direct Parent

Quinolidines

Alternative Parents

Substituents

Quinolidine
N-acyl-piperidine
Tetrahydropyridine
Piperidine
Cyclic alcohol
Tertiary alcohol
Tertiary carboxylic acid amide
Acetamide
Amino acid or derivatives
Carboxamide group
Ketimine
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Azacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organic oxide
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Imine
Alcohol
Amine
Organopnictogen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

tertiary alcohol (CHEBI:7849 )
tertiary amino compound (CHEBI:7849 )
organonitrogen heterocyclic compound (CHEBI:7849 )
decahydroquinoline alkaloid (CHEBI:7849 )

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	4.65	ALOGPS
logP	3.67	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	13.44	ChemAxon
pKa (Strongest Basic)	10.54	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	56.14 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	140.86 m³·mol⁻¹	ChemAxon
Polarizability	57.36 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	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

C00001953

Chemspider ID

390921

KEGG Compound ID

C09891

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442493

PDB ID

Not Available

ChEBI ID

7849

Good Scents ID

Not Available

References

General References

Showing NP-Card for Oxolucidine B (NP0051055)

MOL for NP0051055 (Oxolucidine B)

3D MOL for NP0051055 (Oxolucidine B)

3D SDF for NP0051055 (Oxolucidine B)

3D-SDF for NP0051055 (Oxolucidine B)

PDB for NP0051055 (Oxolucidine B)

3D PDB for NP0051055 (Oxolucidine B)

SMILES for NP0051055 (Oxolucidine B)

INCHI for NP0051055 (Oxolucidine B)

Structure for NP0051055 (Oxolucidine B)

3D Structure for NP0051055 (Oxolucidine B)