NP-MRD: Showing NP-Card for (2s)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1r,2s,4r,6r,7r,10s,11r,14s,16s)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid (NP0321650)

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Record Information

Version

2.0

Created at

2022-09-11 23:58:07 UTC

Updated at

2022-09-11 23:58:07 UTC

NP-MRD ID

NP0321650

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1r,2s,4r,6r,7r,10s,11r,14s,16s)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid

Description

Marinobufotoxin belongs to the class of organic compounds known as bufanolides and derivatives. These are steroid lactones containing a pyran-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative. (2s)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1r,2s,4r,6r,7r,10s,11r,14s,16s)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid is found in Rhinella marina. (2s)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1r,2s,4r,6r,7r,10s,11r,14s,16s)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid was first documented in 2009 (PMID: 19721255). Based on a literature review a small amount of articles have been published on Marinobufotoxin (PMID: 34131171) (PMID: 33610630) (PMID: 27616454) (PMID: 21401694).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122201582D          

 51 56  0  0  1  0            999 V2000
    2.6201    0.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3345    0.7201    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3345   -0.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0490   -0.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7635   -0.1049    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4780   -0.5174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1924   -0.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1924    0.7201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9069   -0.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6214   -0.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3358   -0.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0503   -0.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7648   -0.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4793   -0.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1937   -0.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9082   -0.1049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1937   -1.3424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9082   -1.7549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.9082   -2.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6227   -2.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6227   -3.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3371   -4.2299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3371   -5.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0516   -5.4674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6227   -5.4674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6227   -1.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6227   -0.5174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3371   -1.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7635    0.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0490    1.1326    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7635    1.5451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0490    1.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3345    2.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6201    1.9576    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6201    1.1326    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9056    0.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1911    1.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1911    1.9576    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4375    1.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5780    2.5096    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2289    2.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4839    1.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2908    1.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8429    1.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6499    1.8235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5879    2.7797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7810    2.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9136    3.2633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7341    3.1771    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5187    2.9221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9056    2.3701    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  2  1  1  1  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  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  4  0  0  0
 15 17  2  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  5 29  1  0  0  0  0
 29 30  1  0  0  0  0
  2 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 34 33  1  6  0  0  0
 34 35  1  0  0  0  0
  2 35  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 40 41  1  1  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 41 47  2  0  0  0  0
 40 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  1  0  0  0
 51 50  1  1  0  0  0
 49 51  1  0  0  0  0
 34 51  1  0  0  0  0
 38 51  1  0  0  0  0
M  END

     RDKit          3D

107112  0  0  0  0  0  0  0  0999 V2000
   10.7325    3.3701    0.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5998    2.8576    0.5754 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8520    1.7375    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0462    1.0385    0.3921 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9825    1.1600   -0.9264 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6573   -0.2474   -0.7989 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8145   -0.3787    0.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3928   -1.7984    0.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5680   -2.3644   -0.4357 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4246   -1.7020   -0.7209 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5477   -1.2410   -1.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5256   -1.3762   -2.7937 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3477   -0.4471   -0.7818 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5789   -0.4537    0.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6912    0.1989    1.6094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5183    1.6378    1.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8331    2.3021    0.4366 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3998    2.1662    0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7098    0.9269   -0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1971   -0.1797   -0.3308 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2910    0.9015   -0.0451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4604   -0.2602   -0.3185 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1327   -0.6291    0.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5301   -1.1154    0.8409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3227   -0.0330    0.1333 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0869    1.3424    0.7186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7683   -0.4438    0.2151 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4771    0.1129    1.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6397    1.0190    1.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6395    0.4229    0.1312 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0849    1.5456   -0.7923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7985   -0.2232    0.8616 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.0760    0.4113    0.4752 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6474    0.2324   -0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8529    0.8827   -0.9985 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4333    1.6674   -0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5389    2.2741   -0.2216 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8303    1.7971    1.1431 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7008    1.2023    1.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6999   -1.6794    0.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3888   -1.8559   -0.2672 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6461   -1.3670   -1.6486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9830   -0.6325   -0.7059 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5747   -0.1144   -1.0128 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0144   -0.8450   -2.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5482   -1.0830   -2.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8196   -0.0162   -1.2867 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2728    1.2037   -1.8382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3728   -0.0922   -1.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3426   -3.8090   -0.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2228   -4.3535   -0.0546 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4645   -4.5600    0.2532 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0458    0.0413    0.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9497    1.5424    0.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5939    1.7517   -1.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1129   -0.5452   -1.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5985   -0.8117   -0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4402   -0.0557    1.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9488    0.3082    0.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2626   -2.4522    0.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7540   -1.8020    1.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2455   -2.4385   -1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1082   -0.8193   -3.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5044   -1.0602   -1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3385    0.5073   -1.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6388   -1.5633    1.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6498   -0.1007    0.9006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7354   -0.3901    1.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1061   -0.0122    2.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0026    1.9897    2.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5487    2.1706    1.6845 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3266    2.2729   -0.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9620    3.4610    0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1370    2.8546   -0.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8427    2.7290    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2891   -1.0704   -0.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1053    0.2201    1.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5578   -1.4413    1.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5808   -2.0021    0.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9170   -1.3313    1.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2615    1.8330    0.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9834    1.9729    0.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8105    1.3261    1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8433   -1.5739    0.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8135    0.6967    2.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8907   -0.6963    2.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1839    1.1371    2.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3495    2.0452    0.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0052    2.0233   -0.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2834    1.1056   -1.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2506    2.2848   -0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6386   -0.1315    1.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1794   -0.3915   -1.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3154    0.7581   -1.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2903    1.3809    2.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6945   -2.3346    1.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5588   -2.0142   -0.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9272   -2.8507   -0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7045    0.9756   -1.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3273   -0.2985   -3.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5203   -1.8345   -2.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1449   -0.9600   -3.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2473   -2.0988   -1.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8404    1.2361   -2.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9670    0.8011   -2.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1523   -0.9356   -2.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8034   -4.5190    1.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 31  1  6
 30 29  1  0
 29 28  1  0
 28 27  1  0
 27 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  6
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 49 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  1
 22 21  1  0
 21 19  1  0
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 19 18  1  0
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 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
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 11 12  1  0
 11 10  2  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  9 50  1  0
 50 52  1  0
 50 51  2  0
 44 43  1  0
 43 42  1  6
 42 41  1  0
 41 40  1  0
 40 32  1  0
 32 33  1  0
 33 39  2  0
 39 38  1  0
 38 36  1  0
 36 37  2  0
 36 35  1  0
 35 34  2  0
 43 30  1  0
 41 43  1  0
 34 33  1  0
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 25 27  1  0
 25 47  1  0
 31 89  1  0
 31 90  1  0
 31 91  1  0
 29 87  1  0
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 28 86  1  0
 27 84  1  1
 44 99  1  6
 45100  1  0
 45101  1  0
 46102  1  0
 46103  1  0
 48104  1  0
 49105  1  0
 49106  1  0
 22 76  1  6
 23 77  1  0
 23 78  1  0
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 24 80  1  0
 26 81  1  0
 26 82  1  0
 26 83  1  0
 18 74  1  0
 18 75  1  0
 17 72  1  0
 17 73  1  0
 16 70  1  0
 16 71  1  0
 15 68  1  0
 15 69  1  0
 14 66  1  0
 14 67  1  0
 13 64  1  0
 13 65  1  0
 12 63  1  0
  9 62  1  6
  8 60  1  0
  8 61  1  0
  7 58  1  0
  7 59  1  0
  6 56  1  0
  6 57  1  0
  5 55  1  0
  4 53  1  0
  4 54  1  0
  2  1  1  0
 52107  1  0
 41 98  1  6
 40 96  1  0
 40 97  1  0
 32 92  1  1
 39 95  1  0
 35 94  1  0
 34 93  1  0
M  END


  Mrv1652309122201582D          

 51 56  0  0  1  0            999 V2000
    2.6201    0.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3345    0.7201    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3345   -0.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0490   -0.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7635   -0.1049    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4780   -0.5174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1924   -0.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1924    0.7201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9069   -0.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6214   -0.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3358   -0.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0503   -0.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7648   -0.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4793   -0.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1937   -0.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9082   -0.1049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1937   -1.3424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9082   -1.7549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.9082   -2.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6227   -2.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6227   -3.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3371   -4.2299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3371   -5.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0516   -5.4674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6227   -5.4674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6227   -1.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6227   -0.5174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3371   -1.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7635    0.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0490    1.1326    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7635    1.5451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0490    1.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3345    2.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6201    1.9576    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6201    1.1326    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9056    0.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1911    1.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1911    1.9576    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4375    1.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5780    2.5096    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2289    2.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4839    1.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2908    1.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8429    1.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6499    1.8235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5879    2.7797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7810    2.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9136    3.2633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7341    3.1771    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5187    2.9221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9056    2.3701    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  2  1  1  1  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  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  4  0  0  0
 15 17  2  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  5 29  1  0  0  0  0
 29 30  1  0  0  0  0
  2 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 34 33  1  6  0  0  0
 34 35  1  0  0  0  0
  2 35  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 40 41  1  1  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 41 47  2  0  0  0  0
 40 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  1  0  0  0
 51 50  1  1  0  0  0
 49 51  1  0  0  0  0
 34 51  1  0  0  0  0
 38 51  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0321650

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]12CC[C@H]3[C@@H](CC[C@]4(O)C[C@H](CC[C@]34C)OC(=O)CCCCCCC(O)=N[C@@H](CCCNC(N)=N)C(O)=O)[C@]11O[C@@H]1C[C@@H]2C1=COC(=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C38H56N4O9/c1-35-16-13-24(50-32(45)10-6-4-3-5-9-30(43)42-28(33(46)47)8-7-19-41-34(39)40)21-37(35,48)18-15-26-25(35)14-17-36(2)27(20-29-38(26,36)51-29)23-11-12-31(44)49-22-23/h11-12,22,24-29,48H,3-10,13-21H2,1-2H3,(H,42,43)(H,46,47)(H4,39,40,41)/t24-,25-,26+,27+,28-,29+,35+,36+,37-,38+/m0/s1

> <INCHI_KEY>
SRSJNASBFYXJMJ-OQARAGJZSA-N

> <FORMULA>
C38H56N4O9

> <MOLECULAR_WEIGHT>
712.885

> <EXACT_MASS>
712.404729399

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
107

> <JCHEM_AVERAGE_POLARIZABILITY>
78.9573557186315

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1R,2S,4R,6S,7R,10S,11R,14S,16S)-16-hydroxy-7,11-dimethyl-6-(2-oxo-2H-pyran-5-yl)-3-oxapentacyclo[8.8.0.0^{2,4}.0^{2,7}.0^{11,16}]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid

> <JCHEM_LOGP>
1.8250975382931345

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
5.824746434270987

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7551223568366665

> <JCHEM_PKA_STRONGEST_BASIC>
12.149409208459161

> <JCHEM_POLAR_SURFACE_AREA>
217.14999999999998

> <JCHEM_REFRACTIVITY>
197.51830000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1R,2S,4R,6S,7R,10S,11R,14S,16S)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.0^{2,4}.0^{2,7}.0^{11,16}]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid

> <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       4.891   0.574   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.224   1.344   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.224  -0.196   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.558  -0.966   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.892  -0.196   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.226  -0.966   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      11.559  -0.196   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      11.559   1.344   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.893  -0.966   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.227  -0.196   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.560  -0.966   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.894  -0.196   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.228  -0.966   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      19.561  -0.196   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.895  -0.966   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      22.229  -0.196   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0      20.895  -2.506   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      22.229  -3.276   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.229  -4.816   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.562  -5.586   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      23.562  -7.126   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      24.896  -7.896   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      24.896  -9.436   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      26.230 -10.206   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      23.562 -10.206   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      23.562  -2.506   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      23.562  -0.966   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      24.896  -3.276   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.892   1.344   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.558   2.114   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       8.892   2.884   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       7.558   3.654   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.224   4.424   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.891   3.654   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.891   2.114   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.557   1.344   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.223   2.114   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.223   3.654   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.817   3.028   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.079   4.685   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.427   4.364   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -0.903   2.900   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -2.410   2.580   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -3.440   3.724   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -4.946   3.404   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -2.964   5.189   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -1.458   5.509   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       1.705   6.091   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       3.237   5.931   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       4.702   5.455   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       3.557   4.424   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   30   35                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   29                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   26                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   18   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29    5   30                                                       
CONECT   30   29    2   31   32                                             
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   51                                                  
CONECT   35   34    2   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   40   51                                             
CONECT   39   38                                                            
CONECT   40   38   41   48                                                  
CONECT   41   40   42   47                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46   41                                                       
CONECT   48   40   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49   51                                                       
CONECT   51   50   49   34   38                                             
MASTER        0    0    0    0    0    0    0    0   51    0  112    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₅₆N₄O₉

Average Mass

712.8850 Da

Monoisotopic Mass

712.40473 Da

IUPAC Name

(2S)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1R,2S,4R,6S,7R,10S,11R,14S,16S)-16-hydroxy-7,11-dimethyl-6-(2-oxo-2H-pyran-5-yl)-3-oxapentacyclo[8.8.0.0^{2,4}.0^{2,7}.0^{11,16}]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid

Traditional Name

(2S)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1R,2S,4R,6S,7R,10S,11R,14S,16S)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.0^{2,4}.0^{2,7}.0^{11,16}]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid

CAS Registry Number

Not Available

SMILES

C[C@]12CC[C@H]3[C@@H](CC[C@]4(O)C[C@H](CC[C@]34C)OC(=O)CCCCCCC(O)=N[C@@H](CCCNC(N)=N)C(O)=O)[C@]11O[C@@H]1C[C@@H]2C1=COC(=O)C=C1

InChI Identifier

InChI=1S/C38H56N4O9/c1-35-16-13-24(50-32(45)10-6-4-3-5-9-30(43)42-28(33(46)47)8-7-19-41-34(39)40)21-37(35,48)18-15-26-25(35)14-17-36(2)27(20-29-38(26,36)51-29)23-11-12-31(44)49-22-23/h11-12,22,24-29,48H,3-10,13-21H2,1-2H3,(H,42,43)(H,46,47)(H4,39,40,41)/t24-,25-,26+,27+,28-,29+,35+,36+,37-,38+/m0/s1

InChI Key

SRSJNASBFYXJMJ-OQARAGJZSA-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
Rhinella marina	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bufanolides and derivatives. These are steroid lactones containing a pyran-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Bufanolides and derivatives

Alternative Parents

Substituents

Bufanolide-skeleton
Steroid ester
Naphthopyran
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid or derivatives
Naphthalene
Fatty acid ester
Pyranone
Dicarboxylic acid or derivatives
Fatty amide
N-acyl-amine
Oxane
Fatty acyl
Pyran
Tertiary alcohol
Cyclic alcohol
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid ester
Guanidine
Lactone
Oxacycle
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Carboximidamide
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Organic 1,3-dipolar compound
Organoheterocyclic compound
Organonitrogen compound
Alcohol
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	1.83	ChemAxon
pKa (Strongest Acidic)	3.76	ChemAxon
pKa (Strongest Basic)	12.15	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	217.15 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	197.52 m³·mol⁻¹	ChemAxon
Polarizability	78.96 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	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

103883002

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101996079

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Crossland MR, Salim AA, Capon RJ, Shine R: Chemical cues that attract cannibalistic cane toad (Rhinella marina) larvae to vulnerable embryos. Sci Rep. 2021 Jun 15;11(1):12527. doi: 10.1038/s41598-021-90233-3. [PubMed:34131171 ]
Filho EDSM, Chaves MH, Ferreira PMP, Pessoa C, Lima DJB, Maranhao SSA, de Jesus Rodrigues D, Vieira Junior GM: Cytotoxicity potential of chemical constituents isolated and derivatised from Rhinella marina venom. Toxicon. 2021 Apr 30;194:37-43. doi: 10.1016/j.toxicon.2021.02.006. Epub 2021 Feb 19. [PubMed:33610630 ]
Schmeda-Hirschmann G, Quispe C, Arana GV, Theoduloz C, Urra FA, Cardenas C: Antiproliferative activity and chemical composition of the venom from the Amazonian toad Rhinella marina (Anura: Bufonidae). Toxicon. 2016 Oct;121:119-129. doi: 10.1016/j.toxicon.2016.09.004. Epub 2016 Sep 8. [PubMed:27616454 ]
Yoshika M, Komiyama Y, Takahashi H: Isolation of marinobufotoxin from the supernatant of cultured PC12 cells. Clin Exp Pharmacol Physiol. 2011 May;38(5):334-7. doi: 10.1111/j.1440-1681.2011.05512.x. [PubMed:21401694 ]
Kasai H, Tsubuki M, Shimada K, Nambara T, Honda T: Analyses of biologically active steroids: antitumor active OSW-1 and cardiotonic marinobufotoxin, by matrix-assisted laser desorption/ionization quadrupole ion trap time-of-flight tandem mass spectrometry. Chem Pharm Bull (Tokyo). 2009 Sep;57(9):948-56. doi: 10.1248/cpb.57.948. [PubMed:19721255 ]
LOTUS database [Link]

Showing NP-Card for (2s)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1r,2s,4r,6r,7r,10s,11r,14s,16s)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid (NP0321650)

MOL for NP0321650 ((2s)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1r,2s,4r,6r,7r,10s,11r,14s,16s)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid)

3D MOL for NP0321650 ((2s)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1r,2s,4r,6r,7r,10s,11r,14s,16s)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid)

3D SDF for NP0321650 ((2s)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1r,2s,4r,6r,7r,10s,11r,14s,16s)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid)

3D-SDF for NP0321650 ((2s)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1r,2s,4r,6r,7r,10s,11r,14s,16s)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid)

PDB for NP0321650 ((2s)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1r,2s,4r,6r,7r,10s,11r,14s,16s)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid)

3D PDB for NP0321650 ((2s)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1r,2s,4r,6r,7r,10s,11r,14s,16s)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid)

SMILES for NP0321650 ((2s)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1r,2s,4r,6r,7r,10s,11r,14s,16s)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid)

INCHI for NP0321650 ((2s)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1r,2s,4r,6r,7r,10s,11r,14s,16s)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid)

Structure for NP0321650 ((2s)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1r,2s,4r,6r,7r,10s,11r,14s,16s)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid)

3D Structure for NP0321650 ((2s)-5-carbamimidamido-2-[(1-hydroxy-8-{[(1r,2s,4r,6r,7r,10s,11r,14s,16s)-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-14-yl]oxy}-8-oxooctylidene)amino]pentanoic acid)