NP-MRD: Showing NP-Card for (2s)-2-[(9-{[(1r,2s,4r,5r,6r,7r,10s,11r,14s,16s)-5-(acetyloxy)-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}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid (NP0305130)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 20:41:48 UTC

Updated at

2022-09-10 20:41:49 UTC

NP-MRD ID

NP0305130

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-[(9-{[(1r,2s,4r,5r,6r,7r,10s,11r,14s,16s)-5-(acetyloxy)-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}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid

Description

(2S)-2-[(9-{[(1R,2S,4R,5R,6S,7R,10S,11R,14S,16S)-5-(acetyloxy)-16-hydroxy-7,11-dimethyl-6-(2-oxo-2H-pyran-5-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]Octadecan-14-yl]oxy}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid 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)-2-[(9-{[(1r,2s,4r,5r,6r,7r,10s,11r,14s,16s)-5-(acetyloxy)-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}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid is found in Bufo gargarizans. Based on a literature review very few articles have been published on (2S)-2-[(9-{[(1R,2S,4R,5R,6S,7R,10S,11R,14S,16S)-5-(acetyloxy)-16-hydroxy-7,11-dimethyl-6-(2-oxo-2H-pyran-5-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]Octadecan-14-yl]oxy}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102222412D          

 56 61  0  0  1  0            999 V2000
   -6.5897    7.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7647    7.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3522    6.3004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3522    7.7293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5272    7.7293    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0423    8.3968    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2972    9.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1042    9.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591   10.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8071   10.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0620   11.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0001   10.5791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7452    9.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2577    8.1418    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3439    8.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5432    8.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8287    8.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8287    7.3168    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5432    6.9043    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5432    6.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8287    5.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143    6.0793    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1143    5.2543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3998    5.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3147    6.0793    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0292    5.6668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7436    6.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7436    6.9043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4581    5.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1726    6.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8870    5.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6015    6.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3160    5.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0305    6.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7449    5.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4594    6.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4594    6.9043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1739    5.6668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8883    6.0793    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6028    5.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3173    6.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0318    5.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7462    6.0793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4607    5.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1752    6.0793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4607    4.8418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8883    6.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1739    7.3168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6028    7.3168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3147    6.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3998    7.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143    6.9043    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1143    7.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2577    7.3168    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4292    6.5099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0423    7.0619    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  2  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 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
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  4  0  0  0
 36 38  2  0  0  0  0
 39 38  1  6  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  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
 39 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
 25 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 18 52  1  0  0  0  0
 22 52  1  0  0  0  0
 52 53  1  6  0  0  0
 19 54  1  0  0  0  0
 14 54  1  0  0  0  0
 54 55  1  6  0  0  0
 56 55  1  6  0  0  0
  5 56  1  0  0  0  0
 54 56  1  0  0  0  0
M  END

     RDKit          3D

116121  0  0  0  0  0  0  0  0999 V2000
   10.7021   -0.0051    5.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0566   -0.7294    4.8230 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2728   -1.1960    3.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4151   -2.1975    3.0986 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3634   -0.7779    2.8241 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0543   -0.3473    1.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3254    0.9884    1.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9591    1.3508    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2575    2.6599    0.0100 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0910    2.7657    0.7324 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1650    2.1726    1.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1964    3.0074    1.9306 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7788    0.7577    1.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3048    0.7165    0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1156    1.2871   -0.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8444    0.4609   -1.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3311   -0.9762   -1.6146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8629   -0.9583   -1.9097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3430   -2.3893   -1.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8657   -2.3365   -2.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3822   -2.6938   -3.2328 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0215   -1.8659   -1.1752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3730   -1.7927   -1.3961 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2112   -2.5547   -0.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0680   -1.8153    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5383   -0.4684    0.0989 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7614    0.5385    0.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0039   -0.2344    0.3553 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3603    1.1515    0.8121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8125    1.2186    1.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7362    0.8093   -0.0515 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6474    1.9266   -1.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0808    0.6503    0.5561 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.2468    1.0438   -0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1290    1.9817    0.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2621    2.3876   -0.3069 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5345    1.8546   -1.5713 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5763    2.2182   -2.2041 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7030    0.9880   -2.0746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6104    0.5901   -1.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0793   -0.7594    1.0839 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.2208   -1.4757    0.6178 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0418   -2.1099    1.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2549   -2.8770    1.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8161   -2.0781    2.7585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8099   -1.4224    0.5063 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9968   -1.6061   -0.8560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2690   -0.5070   -0.5130 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8256   -0.4204   -0.9032 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3276   -1.5036   -1.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9911   -0.9785   -2.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2561   -0.1470   -1.3470 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4934    1.2274   -1.5226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7800   -0.3346   -1.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9964    2.9987   -1.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8413    3.3305   -1.7919 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0383    2.9191   -2.3516 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5010   -2.3803    3.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7120   -2.7521    2.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3312   -0.7893    3.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3609   -1.0668    0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9844   -0.2217    0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0060    1.8013    1.8631 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4299    0.9663    2.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9222    1.4638   -0.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3681    0.5585   -0.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0049    3.4681    0.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1393    2.7399    2.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8331    0.3190    2.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3072    0.1200    0.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7475    1.3604    1.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9333   -0.3165    0.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6194    2.2861   -0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0722    1.4740   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5562    0.8582   -2.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9128    0.4657   -1.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8086   -1.5050   -2.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5102   -1.4901   -0.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6276   -0.5181   -2.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3322   -0.3491   -1.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5208   -2.7739   -0.8736 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8539   -3.0043   -2.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5183   -2.2115   -2.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8451   -3.3201   -0.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5097   -3.2078    0.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9948   -2.4348    0.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5765   -1.7929    1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7070    0.1401    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1403    0.4088    1.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8096    1.5593    0.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3839   -0.9373    1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8323    1.4792    1.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0771    1.9134    0.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0824    2.2756    1.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0521    0.6189    2.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4942    1.5569   -2.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7653    2.5896   -0.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5371    2.5842   -0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0817    1.2870    1.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9576    2.4203    1.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9624    3.0981    0.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9404   -0.1371   -1.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0578   -0.8350    2.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5363   -2.4621    0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0766   -2.7916    1.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9557   -3.9509    0.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2156   -2.0841    1.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7241    0.5423   -1.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2124   -2.4866   -1.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0413   -1.6135   -2.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4463   -1.7910   -2.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2835   -0.2901   -3.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4180    1.4164   -2.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5658    0.0094   -2.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1559    0.3489   -0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7947    2.9407   -3.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
 44 43  1  0
 43 45  2  0
 43 42  1  0
 42 41  1  0
 41 46  1  0
 46 47  1  0
 48 47  1  6
 48 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  1
 52 54  1  0
 54 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  6
 31 33  1  0
 33 34  1  0
 34 40  2  0
 40 39  1  0
 39 37  1  0
 37 38  2  0
 37 36  1  0
 36 35  2  0
 23 22  1  0
 22 20  1  0
 20 21  2  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 11  1  0
 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 55  1  0
 55 57  1  0
 55 56  2  0
 33 41  1  0
 35 34  1  0
 48 46  1  0
 31 48  1  0
 28 49  1  0
 26 52  1  0
 44104  1  0
 44105  1  0
 44106  1  0
 41103  1  1
 46107  1  1
 49108  1  6
 50109  1  0
 50110  1  0
 51111  1  0
 51112  1  0
 53113  1  0
 54114  1  0
 54115  1  0
 23 83  1  6
 24 84  1  0
 24 85  1  0
 25 86  1  0
 25 87  1  0
 27 88  1  0
 27 89  1  0
 27 90  1  0
 28 91  1  1
 29 92  1  0
 29 93  1  0
 30 94  1  0
 30 95  1  0
 32 96  1  0
 32 97  1  0
 32 98  1  0
 33 99  1  1
 40102  1  0
 36101  1  0
 35100  1  0
 19 81  1  0
 19 82  1  0
 18 79  1  0
 18 80  1  0
 17 77  1  0
 17 78  1  0
 16 75  1  0
 16 76  1  0
 15 73  1  0
 15 74  1  0
 14 71  1  0
 14 72  1  0
 13 69  1  0
 13 70  1  0
 12 68  1  0
  9 67  1  1
  8 65  1  0
  8 66  1  0
  7 63  1  0
  7 64  1  0
  6 61  1  0
  6 62  1  0
  5 60  1  0
  4 58  1  0
  4 59  1  0
  2  1  1  0
 57116  1  0
M  END


  Mrv1652309102222412D          

 56 61  0  0  1  0            999 V2000
   -6.5897    7.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7647    7.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3522    6.3004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3522    7.7293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5272    7.7293    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0423    8.3968    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2972    9.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1042    9.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591   10.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8071   10.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0620   11.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0001   10.5791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7452    9.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2577    8.1418    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3439    8.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5432    8.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8287    8.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8287    7.3168    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5432    6.9043    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5432    6.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8287    5.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143    6.0793    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1143    5.2543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3998    5.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3147    6.0793    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0292    5.6668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7436    6.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7436    6.9043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4581    5.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1726    6.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8870    5.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6015    6.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3160    5.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0305    6.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7449    5.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4594    6.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4594    6.9043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1739    5.6668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8883    6.0793    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6028    5.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3173    6.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0318    5.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7462    6.0793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4607    5.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1752    6.0793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4607    4.8418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8883    6.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1739    7.3168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6028    7.3168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3147    6.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3998    7.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143    6.9043    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1143    7.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2577    7.3168    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4292    6.5099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0423    7.0619    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  2  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 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
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  4  0  0  0
 36 38  2  0  0  0  0
 39 38  1  6  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  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
 39 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
 25 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 18 52  1  0  0  0  0
 22 52  1  0  0  0  0
 52 53  1  6  0  0  0
 19 54  1  0  0  0  0
 14 54  1  0  0  0  0
 54 55  1  6  0  0  0
 56 55  1  6  0  0  0
  5 56  1  0  0  0  0
 54 56  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0305130

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@H]1[C@H]2O[C@]22[C@@H]3CC[C@]4(O)C[C@H](CC[C@]4(C)[C@H]3CC[C@]2(C)[C@H]1C1=COC(=O)C=C1)OC(=O)CCCCCCCC(O)=N[C@@H](CCCNC(N)=N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C41H60N4O11/c1-24(46)54-34-33(25-13-14-31(48)53-23-25)39(3)19-16-27-28(41(39)35(34)56-41)17-20-40(52)22-26(15-18-38(27,40)2)55-32(49)12-8-6-4-5-7-11-30(47)45-29(36(50)51)10-9-21-44-37(42)43/h13-14,23,26-29,33-35,52H,4-12,15-22H2,1-3H3,(H,45,47)(H,50,51)(H4,42,43,44)/t26-,27-,28+,29-,33-,34+,35+,38+,39+,40-,41+/m0/s1

> <INCHI_KEY>
PEBXBUWRJFYUKI-YDQJMSTJSA-N

> <FORMULA>
C41H60N4O11

> <MOLECULAR_WEIGHT>
784.948

> <EXACT_MASS>
784.425858768

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
116

> <JCHEM_AVERAGE_POLARIZABILITY>
84.88660051315503

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(9-{[(1R,2S,4R,5R,6S,7R,10S,11R,14S,16S)-5-(acetyloxy)-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}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid

> <JCHEM_LOGP>
1.7226429720979648

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
5.9025582257277085

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.757047289954657

> <JCHEM_PKA_STRONGEST_BASIC>
12.14940925036717

> <JCHEM_POLAR_SURFACE_AREA>
243.45000000000002

> <JCHEM_REFRACTIVITY>
212.5553

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(9-{[(1R,2S,4R,5R,6S,7R,10S,11R,14S,16S)-5-(acetyloxy)-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}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0     -12.301  13.094   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.761  13.094   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -9.991  11.761   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -9.991  14.428   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -8.451  14.428   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.546  15.674   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.021  17.139   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.528  17.459   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -10.004  18.923   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.973  20.068   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -9.449  21.532   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -7.467  19.748   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -6.991  18.283   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.081  15.198   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.242  16.730   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.747  15.968   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.414  15.198   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.414  13.658   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.747  12.888   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.747  11.348   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.414  10.578   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.080  11.348   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.080   9.808   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.746  10.578   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.587  11.348   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.921  10.578   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.255  11.348   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.255  12.888   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.588  10.578   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.922  11.348   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.256  10.578   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.589  11.348   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.923  10.578   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      11.257  11.348   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      12.591  10.578   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      13.924  11.348   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      13.924  12.888   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0      15.258  10.578   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      16.592  11.348   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      17.925  10.578   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      19.259  11.348   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      20.593  10.578   0.000  0.00  0.00           C+0
HETATM   43  N   UNK     0      21.926  11.348   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      23.260  10.578   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0      24.594  11.348   0.000  0.00  0.00           N+0
HETATM   46  N   UNK     0      23.260   9.038   0.000  0.00  0.00           N+0
HETATM   47  C   UNK     0      16.592  12.888   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      15.258  13.658   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      17.925  13.658   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       0.587  12.888   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -0.746  13.658   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -2.080  12.888   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -2.080  14.428   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -6.081  13.658   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      -6.401  12.152   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      -7.546  13.182   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   56                                                  
CONECT    6    5    7   14                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12    7                                                       
CONECT   14    6   15   16   54                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   52                                                  
CONECT   19   18   20   54                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   52                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   50                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40   47                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47   39   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47                                                            
CONECT   50   25   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   18   22   53                                             
CONECT   53   52                                                            
CONECT   54   19   14   55   56                                             
CONECT   55   54   56                                                       
CONECT   56   55    5   54                                                  
MASTER        0    0    0    0    0    0    0    0   56    0  122    0
END

View in JSmol

Synonyms

Value	Source
(2S)-2-[(9-{[(1R,2S,4R,5R,6S,7R,10S,11R,14S,16S)-5-(acetyloxy)-16-hydroxy-7,11-dimethyl-6-(2-oxo-2H-pyran-5-yl)-3-oxapentacyclo[8.8.0.0,.0,.0,]octadecan-14-yl]oxy}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoate	Generator

Chemical Formula

C₄₁H₆₀N₄O₁₁

Average Mass

784.9480 Da

Monoisotopic Mass

784.42586 Da

IUPAC Name

(2S)-2-[(9-{[(1R,2S,4R,5R,6S,7R,10S,11R,14S,16S)-5-(acetyloxy)-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}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid

Traditional Name

(2S)-2-[(9-{[(1R,2S,4R,5R,6S,7R,10S,11R,14S,16S)-5-(acetyloxy)-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}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H]1[C@H]2O[C@]22[C@@H]3CC[C@]4(O)C[C@H](CC[C@]4(C)[C@H]3CC[C@]2(C)[C@H]1C1=COC(=O)C=C1)OC(=O)CCCCCCCC(O)=N[C@@H](CCCNC(N)=N)C(O)=O

InChI Identifier

InChI=1S/C41H60N4O11/c1-24(46)54-34-33(25-13-14-31(48)53-23-25)39(3)19-16-27-28(41(39)35(34)56-41)17-20-40(52)22-26(15-18-38(27,40)2)55-32(49)12-8-6-4-5-7-11-30(47)45-29(36(50)51)10-9-21-44-37(42)43/h13-14,23,26-29,33-35,52H,4-12,15-22H2,1-3H3,(H,45,47)(H,50,51)(H4,42,43,44)/t26-,27-,28+,29-,33-,34+,35+,38+,39+,40-,41+/m0/s1

InChI Key

PEBXBUWRJFYUKI-YDQJMSTJSA-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
Bufo gargarizans	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 or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
Alpha-amino acid or derivatives
Naphthalene
Tricarboxylic acid or derivatives
Fatty acid ester
Pyranone
Oxane
Fatty acyl
Pyran
Fatty amide
N-acyl-amine
Cyclic alcohol
Heteroaromatic compound
Tertiary alcohol
Secondary carboxylic acid amide
Carboxylic acid ester
Guanidine
Carboxamide group
Lactone
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Organic oxygen compound
Carbonyl group
Organopnictogen compound
Alcohol
Organic oxide
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
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	1.72	ChemAxon
pKa (Strongest Acidic)	3.76	ChemAxon
pKa (Strongest Basic)	12.15	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	243.45 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	212.56 m³·mol⁻¹	ChemAxon
Polarizability	84.89 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46930229

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-2-[(9-{[(1r,2s,4r,5r,6r,7r,10s,11r,14s,16s)-5-(acetyloxy)-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}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid (NP0305130)

MOL for NP0305130 ((2s)-2-[(9-{[(1r,2s,4r,5r,6r,7r,10s,11r,14s,16s)-5-(acetyloxy)-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}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid)

3D MOL for NP0305130 ((2s)-2-[(9-{[(1r,2s,4r,5r,6r,7r,10s,11r,14s,16s)-5-(acetyloxy)-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}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid)

3D SDF for NP0305130 ((2s)-2-[(9-{[(1r,2s,4r,5r,6r,7r,10s,11r,14s,16s)-5-(acetyloxy)-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}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid)

3D-SDF for NP0305130 ((2s)-2-[(9-{[(1r,2s,4r,5r,6r,7r,10s,11r,14s,16s)-5-(acetyloxy)-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}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid)

PDB for NP0305130 ((2s)-2-[(9-{[(1r,2s,4r,5r,6r,7r,10s,11r,14s,16s)-5-(acetyloxy)-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}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid)

3D PDB for NP0305130 ((2s)-2-[(9-{[(1r,2s,4r,5r,6r,7r,10s,11r,14s,16s)-5-(acetyloxy)-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}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid)

SMILES for NP0305130 ((2s)-2-[(9-{[(1r,2s,4r,5r,6r,7r,10s,11r,14s,16s)-5-(acetyloxy)-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}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid)

INCHI for NP0305130 ((2s)-2-[(9-{[(1r,2s,4r,5r,6r,7r,10s,11r,14s,16s)-5-(acetyloxy)-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}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid)

Structure for NP0305130 ((2s)-2-[(9-{[(1r,2s,4r,5r,6r,7r,10s,11r,14s,16s)-5-(acetyloxy)-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}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid)

3D Structure for NP0305130 ((2s)-2-[(9-{[(1r,2s,4r,5r,6r,7r,10s,11r,14s,16s)-5-(acetyloxy)-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}-1-hydroxy-9-oxononylidene)amino]-5-carbamimidamidopentanoic acid)