NP-MRD: Showing NP-Card for n-[(1r,3ar,5as,6r,7s,9ar,9br,11ar)-6-hydroxy-9a,11a-dimethyl-1-[(2r)-1-[3-(propan-2-ylidene)-4,5-dihydropyrrol-2-yl]propan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]ethanimidic acid (NP0228225)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 07:47:39 UTC

Updated at

2022-09-06 07:47:39 UTC

NP-MRD ID

NP0228225

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(1r,3ar,5as,6r,7s,9ar,9br,11ar)-6-hydroxy-9a,11a-dimethyl-1-[(2r)-1-[3-(propan-2-ylidene)-4,5-dihydropyrrol-2-yl]propan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]ethanimidic acid

Description

Lokysterolamine B belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review very few articles have been published on Lokysterolamine B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062209472D          

 35 39  0  0  1  0            999 V2000
    8.3557    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5435    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0117    2.1096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3705   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0347   -2.1239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7175   -2.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3688   -2.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0885   -1.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5515   -0.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3744   -0.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1917    0.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1996    1.9643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 13  1  1  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  1  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  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 26 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 10 34  1  0  0  0  0
  5 34  1  0  0  0  0
 34 35  1  1  0  0  0
M  END

     RDKit          3D

 83 87  0  0  0  0  0  0  0  0999 V2000
   -6.9355    0.8425    1.9129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1913    1.1347    0.4868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4217    1.8859    0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3783    0.7554   -0.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6789    1.0767   -1.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2208    1.2444   -2.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4955    0.3173   -1.5439 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1394    0.0346   -0.4709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7049   -0.8885    0.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3591   -1.5315    0.2665 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4645   -2.3060   -0.9899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3118   -0.5040    0.3541 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3947    0.1503    1.7221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9592    0.4477    2.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2418    0.2771    0.8710 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1954    0.0028    0.9339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8966   -0.1347    2.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3589   -0.4145    2.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8720   -0.8771    0.7175 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3655   -0.8367    0.7282 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9130   -1.8010   -0.1535 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9701    0.5082    0.4938 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0877    0.4443   -0.4476 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9455    1.3535   -0.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0412    1.1984   -1.5730 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8943    2.5163    0.1448 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0104    1.5985    0.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8494    1.2240   -0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2819   -0.1614   -0.4458 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6837   -0.9631   -1.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7952   -0.1095   -0.4282 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1026   -1.1836   -1.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3340   -1.3742   -0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8942   -1.0088    0.3480 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7920   -2.1180    1.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7841    1.1799    2.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0480    1.3729    2.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8335   -0.2350    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9948    2.1308    1.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0495    1.3431   -0.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1240    2.8854   -0.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2602    1.9896   -2.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1276    0.1795   -2.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8958    2.2872   -2.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1657    0.9546   -3.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5513   -0.2580    1.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4217   -1.6706    0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1824   -2.2719    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5478   -2.5890   -1.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9219   -3.2762   -0.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1960   -1.7455   -1.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3883    0.2622   -0.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7908   -0.5496    2.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9568    1.0982    1.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6266   -0.1699    2.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8884    1.5093    2.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5049    1.0702    0.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4067   -0.0439    2.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5003   -1.2539    2.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9202    0.4399    2.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5959   -1.9651    0.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6672   -1.2442    1.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8670   -1.5864   -0.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4606    0.8282    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7775    1.5229   -2.5918 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4479    0.1539   -1.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9178    1.8349   -1.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7699    3.4246   -0.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6149    2.3630   -0.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7164    2.2006    1.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0316    1.9752   -0.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0940    1.4085   -1.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7793   -0.7700   -1.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1873   -0.5483   -2.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5790   -2.0352   -1.5625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5040    0.8607   -0.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2525   -1.0645   -2.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6346   -2.1494   -0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9170   -0.8289   -1.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5875   -2.4587   -1.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2519   -2.3847    1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2306   -3.0232    0.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3271   -1.9534    2.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  2  3
  2  1  1  0
  2  3  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  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  6
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  1
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
  4  8  1  0
 34 12  1  0
 34 15  1  0
 31 16  1  0
 29 19  1  0
 11 49  1  0
 11 50  1  0
 11 51  1  0
 10 48  1  1
  9 46  1  0
  9 47  1  0
  6 44  1  0
  6 45  1  0
  5 42  1  0
  5 43  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  3 40  1  0
  3 41  1  0
 12 52  1  6
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  6
 17 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  6
 20 62  1  1
 21 63  1  0
 22 64  1  1
 27 69  1  0
 27 70  1  0
 28 71  1  0
 28 72  1  0
 30 73  1  0
 30 74  1  0
 30 75  1  0
 31 76  1  6
 32 77  1  0
 32 78  1  0
 33 79  1  0
 33 80  1  0
 35 81  1  0
 35 82  1  0
 35 83  1  0
 25 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  0
M  END


  Mrv1652309062209472D          

 35 39  0  0  1  0            999 V2000
    8.3557    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5435    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0117    2.1096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3705   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0347   -2.1239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7175   -2.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3688   -2.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0885   -1.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5515   -0.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3744   -0.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1917    0.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1996    1.9643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 13  1  1  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  1  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  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 26 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 10 34  1  0  0  0  0
  5 34  1  0  0  0  0
 34 35  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0228225

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](CC1=NCCC1=C(C)C)[C@H]1CC[C@H]2C3=CC[C@@H]4[C@@H](O)[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)N=C(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C31H48N2O2/c1-18(2)21-13-16-32-28(21)17-19(3)23-9-10-24-22-7-8-26-29(35)27(33-20(4)34)12-15-31(26,6)25(22)11-14-30(23,24)5/h7,19,23-27,29,35H,8-17H2,1-6H3,(H,33,34)/t19-,23-,24+,25+,26-,27+,29-,30-,31-/m1/s1

> <INCHI_KEY>
QUNQBOZYERAKAG-HYWVEBSISA-N

> <FORMULA>
C31H48N2O2

> <MOLECULAR_WEIGHT>
480.737

> <EXACT_MASS>
480.371578794

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
59.600909044088844

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(1R,2R,5S,6R,7S,11R,14R,15R)-6-hydroxy-2,15-dimethyl-14-[(2R)-1-[4-(propan-2-ylidene)-3,4-dihydro-2H-pyrrol-5-yl]propan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-yl]ethanimidic acid

> <JCHEM_LOGP>
5.580811212

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.32542676775019

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.294087245652454

> <JCHEM_PKA_STRONGEST_BASIC>
4.298643348712855

> <JCHEM_POLAR_SURFACE_AREA>
65.18

> <JCHEM_REFRACTIVITY>
144.57139999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(1R,2R,5S,6R,7S,11R,14R,15R)-6-hydroxy-2,15-dimethyl-14-[(2R)-1-[3-(propan-2-ylidene)-4,5-dihydropyrrol-2-yl]propan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-yl]ethanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      15.597   3.032   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.081   2.761   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      13.089   3.938   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      13.558   1.312   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      12.042   1.041   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.519  -0.407   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.003  -0.678   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.010   0.499   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.487  -0.949   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.533   1.947   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.541   3.125   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.025   2.854   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.502   1.405   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.494   0.228   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.971  -1.221   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.455  -1.492   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.462  -0.314   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.791  -1.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.986   1.134   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.770   2.079   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.495   1.215   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.923  -0.264   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.978  -1.480   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.558  -2.907   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.452  -1.269   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.493  -2.485   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      -0.065  -3.965   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0      -1.339  -4.829   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.555  -3.884   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.032  -2.435   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.896  -1.161   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.432  -1.272   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.224   0.225   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      11.049   2.218   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      11.573   3.667   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   34                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   14                                             
CONECT    9    8                                                            
CONECT   10    8   11   34                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13    8   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   22                                             
CONECT   18   17                                                            
CONECT   19   17   13   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   30                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   26   31                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   10    5   35                                                  
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

View in JSmol

Synonyms

Value	Source
N-Acetyl-4beta-hydroxy-epi-plakinamine a	MeSH

Chemical Formula

C₃₁H₄₈N₂O₂

Average Mass

480.7370 Da

Monoisotopic Mass

480.37158 Da

IUPAC Name

N-[(1R,2R,5S,6R,7S,11R,14R,15R)-6-hydroxy-2,15-dimethyl-14-[(2R)-1-[4-(propan-2-ylidene)-3,4-dihydro-2H-pyrrol-5-yl]propan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-yl]ethanimidic acid

Traditional Name

N-[(1R,2R,5S,6R,7S,11R,14R,15R)-6-hydroxy-2,15-dimethyl-14-[(2R)-1-[3-(propan-2-ylidene)-4,5-dihydropyrrol-2-yl]propan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-yl]ethanimidic acid

CAS Registry Number

Not Available

SMILES

C[C@H](CC1=NCCC1=C(C)C)[C@H]1CC[C@H]2C3=CC[C@@H]4[C@@H](O)[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)N=C(C)O

InChI Identifier

InChI=1S/C31H48N2O2/c1-18(2)21-13-16-32-28(21)17-19(3)23-9-10-24-22-7-8-26-29(35)27(33-20(4)34)12-15-31(26,6)25(22)11-14-30(23,24)5/h7,19,23-27,29,35H,8-17H2,1-6H3,(H,33,34)/t19-,23-,24+,25+,26-,27+,29-,30-,31-/m1/s1

InChI Key

QUNQBOZYERAKAG-HYWVEBSISA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Cholestane-skeleton
Hydroxysteroid
4-hydroxysteroid
Steroid
Delta-7-steroid
Acetamide
Pyrroline
Cyclic alcohol
Secondary carboxylic acid amide
Secondary alcohol
Ketimine
Carboxamide group
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
Carbonyl group
Alcohol
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
logP	5.58	ChemAxon
pKa (Strongest Acidic)	6.29	ChemAxon
pKa (Strongest Basic)	4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	65.18 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	144.57 m³·mol⁻¹	ChemAxon
Polarizability	59.6 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

Not Available

Chemspider ID

138870

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

157831

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[(1r,3ar,5as,6r,7s,9ar,9br,11ar)-6-hydroxy-9a,11a-dimethyl-1-[(2r)-1-[3-(propan-2-ylidene)-4,5-dihydropyrrol-2-yl]propan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]ethanimidic acid (NP0228225)

MOL for NP0228225 (n-[(1r,3ar,5as,6r,7s,9ar,9br,11ar)-6-hydroxy-9a,11a-dimethyl-1-[(2r)-1-[3-(propan-2-ylidene)-4,5-dihydropyrrol-2-yl]propan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]ethanimidic acid)

3D MOL for NP0228225 (n-[(1r,3ar,5as,6r,7s,9ar,9br,11ar)-6-hydroxy-9a,11a-dimethyl-1-[(2r)-1-[3-(propan-2-ylidene)-4,5-dihydropyrrol-2-yl]propan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]ethanimidic acid)

3D SDF for NP0228225 (n-[(1r,3ar,5as,6r,7s,9ar,9br,11ar)-6-hydroxy-9a,11a-dimethyl-1-[(2r)-1-[3-(propan-2-ylidene)-4,5-dihydropyrrol-2-yl]propan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]ethanimidic acid)

3D-SDF for NP0228225 (n-[(1r,3ar,5as,6r,7s,9ar,9br,11ar)-6-hydroxy-9a,11a-dimethyl-1-[(2r)-1-[3-(propan-2-ylidene)-4,5-dihydropyrrol-2-yl]propan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]ethanimidic acid)

PDB for NP0228225 (n-[(1r,3ar,5as,6r,7s,9ar,9br,11ar)-6-hydroxy-9a,11a-dimethyl-1-[(2r)-1-[3-(propan-2-ylidene)-4,5-dihydropyrrol-2-yl]propan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]ethanimidic acid)

3D PDB for NP0228225 (n-[(1r,3ar,5as,6r,7s,9ar,9br,11ar)-6-hydroxy-9a,11a-dimethyl-1-[(2r)-1-[3-(propan-2-ylidene)-4,5-dihydropyrrol-2-yl]propan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]ethanimidic acid)

SMILES for NP0228225 (n-[(1r,3ar,5as,6r,7s,9ar,9br,11ar)-6-hydroxy-9a,11a-dimethyl-1-[(2r)-1-[3-(propan-2-ylidene)-4,5-dihydropyrrol-2-yl]propan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]ethanimidic acid)

INCHI for NP0228225 (n-[(1r,3ar,5as,6r,7s,9ar,9br,11ar)-6-hydroxy-9a,11a-dimethyl-1-[(2r)-1-[3-(propan-2-ylidene)-4,5-dihydropyrrol-2-yl]propan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]ethanimidic acid)

Structure for NP0228225 (n-[(1r,3ar,5as,6r,7s,9ar,9br,11ar)-6-hydroxy-9a,11a-dimethyl-1-[(2r)-1-[3-(propan-2-ylidene)-4,5-dihydropyrrol-2-yl]propan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]ethanimidic acid)

3D Structure for NP0228225 (n-[(1r,3ar,5as,6r,7s,9ar,9br,11ar)-6-hydroxy-9a,11a-dimethyl-1-[(2r)-1-[3-(propan-2-ylidene)-4,5-dihydropyrrol-2-yl]propan-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]ethanimidic acid)