NP-MRD: Showing NP-Card for Penasulfate A (NP0076944)

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Record Information

Version

2.0

Created at

2022-04-28 22:07:27 UTC

Updated at

2022-04-28 22:07:27 UTC

NP-MRD ID

NP0076944

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Penasulfate A

Description

{[(14R,15S,22R)-1-[(2R)-2-(methoxycarbonyl)piperidin-1-yl]-22-methyl-1-oxo-15-(sulfooxy)octacosan-14-yl]oxy}sulfonic acid belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids. Penasulfate A is found in Penares sp. Based on a literature review very few articles have been published on {[(14R,15S,22R)-1-[(2R)-2-(methoxycarbonyl)piperidin-1-yl]-22-methyl-1-oxo-15-(sulfooxy)octacosan-14-yl]oxy}sulfonic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292200072D          

 50 50  0  0  1  0            999 V2000
   -0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1460    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.8605    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.8618    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.0190    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8440   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    2.8875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.5585    2.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7335    3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 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  0  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  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  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
 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  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 33 40  1  6  0  0  0
 26 41  1  6  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  2  0  0  0  0
 42 45  1  0  0  0  0
 25 46  1  1  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  2  0  0  0  0
 47 50  1  0  0  0  0
M  END

     RDKit          3D

119119  0  0  0  0  0  0  0  0999 V2000
   13.5166   -3.7386    0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8002   -2.5752    0.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4728   -3.0282   -0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7343   -1.8999   -0.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4124   -0.7566   -0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5593   -1.2078    1.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1616   -0.2105    2.1130 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3590    0.4663    2.7870 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0408    0.7072    1.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1010    1.6184    0.6998 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8926    2.5611    0.6564 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6036    1.8005    0.5479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4209    2.7612    0.4983 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0995    2.0590    0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0112    1.2371   -0.8768 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1782    2.1380   -1.9254 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3457    1.7329   -3.0204 S   0  0  1  0  0  6  0  0  0  0  0  0
    5.4951    2.7015   -2.8368 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8780    0.3537   -2.8911 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7485    2.0325   -4.5726 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5522    0.7155   -0.8896 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4884   -0.4893   -0.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2490   -1.2224    0.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8136   -0.7581    1.0610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4418    0.5492    0.8876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076    0.7338    1.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6818   -0.2460    1.6608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2449   -0.1479    0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3971   -1.1204    0.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9316   -1.0001   -1.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3976    0.3822   -1.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4922    0.8861   -0.8167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7410    0.0715   -0.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7615    0.6832    0.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4073    1.6221    0.7705 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1006    0.2249    0.0321 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0396    0.8616    0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1115    1.5873    0.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1051    1.0279   -1.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9841   -0.4692   -1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5945   -0.8416   -0.8108 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.6128   -2.1383   -0.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0022   -3.1994   -0.6225 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1891   -2.1667    1.2243 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1885   -3.3810    1.9625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6831    1.6976   -0.7015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1495    2.1469   -2.1002 S   0  0  1  0  0  6  0  0  0  0  0  0
   -0.6178    0.8572   -2.7505 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3485    2.9717   -1.8138 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9558    2.8888   -3.1219 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8850   -4.6684    0.8042 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7264   -3.5656    1.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4823   -3.9624    0.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6417   -1.8274    1.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4260   -2.1460   -0.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6292   -3.7989   -1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8825   -3.5023    0.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7912   -2.3305   -1.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3299   -1.5003   -1.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4132   -0.3859    0.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9610    0.0589   -0.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6604   -1.7791    0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1472   -2.0288    1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7688   -0.8590    3.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9712    1.0881    3.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8603    1.1367    2.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0219   -0.2782    3.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0709    0.1445    1.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9181    1.3369    2.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9517    1.0156   -0.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0152    2.1895    0.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0286    3.2628   -0.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9333    3.1691    1.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4307    1.2062    1.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5494    1.1680   -0.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3863    3.4146    1.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5081    3.4392   -0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8426    1.4925    1.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3362    2.8869    0.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6825    0.4039   -0.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2992    1.1953   -4.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3830    0.3478   -1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2346   -1.2472   -0.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0476   -0.3096    0.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5065   -2.2951    0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937   -1.4222   -0.8632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4189   -0.8146    2.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6438   -1.5493    1.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7310    1.4023    1.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8309    0.7847   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1468    0.5669    2.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9833    1.7791    1.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5071   -0.0304    2.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3741   -1.2699    1.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6589    0.8732    0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4595   -0.2937   -0.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2046   -0.9643    0.7672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9954   -2.1411    0.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7454   -1.7206   -1.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1167   -1.2542   -2.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5452    1.0916   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8086    0.3536   -2.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1343    0.9234    0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7514    1.9245   -1.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5130   -0.9773   -0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1327    0.0577   -1.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5111    0.0812    1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5269    1.5925    1.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0755    1.3985    0.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8749    2.6591    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0030    1.4001   -1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2117    1.4298   -1.8309 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7712   -0.8838   -0.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1189   -0.8256   -2.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9529   -0.9305   -1.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2538   -3.1146    3.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2658   -3.9710    1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1152   -3.9381    1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0561    3.8314   -2.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 17 16  1  1
 17 20  1  0
 17 18  2  0
 17 19  2  0
 15 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 34 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  2  0
 42 44  1  0
 44 45  1  0
 21 46  1  0
 47 46  1  1
 47 50  1  0
 47 48  2  0
 47 49  2  0
 41 36  1  0
  1 51  1  0
  1 52  1  0
  1 53  1  0
  2 54  1  0
  2 55  1  0
  3 56  1  0
  3 57  1  0
  4 58  1  0
  4 59  1  0
  5 60  1  0
  5 61  1  0
  6 62  1  0
  6 63  1  0
  7 64  1  1
  8 65  1  0
  8 66  1  0
  8 67  1  0
  9 68  1  0
  9 69  1  0
 10 70  1  0
 10 71  1  0
 11 72  1  0
 11 73  1  0
 12 74  1  0
 12 75  1  0
 13 76  1  0
 13 77  1  0
 14 78  1  0
 14 79  1  0
 15 80  1  1
 20 81  1  0
 21 82  1  6
 22 83  1  0
 22 84  1  0
 23 85  1  0
 23 86  1  0
 24 87  1  0
 24 88  1  0
 25 89  1  0
 25 90  1  0
 26 91  1  0
 26 92  1  0
 27 93  1  0
 27 94  1  0
 28 95  1  0
 28 96  1  0
 29 97  1  0
 29 98  1  0
 30 99  1  0
 30100  1  0
 31101  1  0
 31102  1  0
 32103  1  0
 32104  1  0
 33105  1  0
 33106  1  0
 37107  1  0
 37108  1  0
 38109  1  0
 38110  1  0
 39111  1  0
 39112  1  0
 40113  1  0
 40114  1  0
 41115  1  6
 45116  1  0
 45117  1  0
 45118  1  0
 50119  1  0
M  END


  Mrv1652304292200072D          

 50 50  0  0  1  0            999 V2000
   -0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1460    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.8605    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.8618    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.0190    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8440   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    2.8875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.5585    2.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7335    3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 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  0  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  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  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
 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  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 33 40  1  6  0  0  0
 26 41  1  6  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  2  0  0  0  0
 42 45  1  0  0  0  0
 25 46  1  1  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  2  0  0  0  0
 47 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0076944

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC[C@@H](C)CCCCCC[C@H](OS(O)(=O)=O)[C@@H](CCCCCCCCCCCCC(=O)N1CCCC[C@@H]1C(=O)OC)OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C36H69NO11S2/c1-4-5-6-17-24-31(2)25-18-15-16-20-28-34(48-50(43,44)45)33(47-49(40,41)42)27-19-13-11-9-7-8-10-12-14-21-29-35(38)37-30-23-22-26-32(37)36(39)46-3/h31-34H,4-30H2,1-3H3,(H,40,41,42)(H,43,44,45)/t31-,32-,33-,34+/m1/s1

> <INCHI_KEY>
ZJZNEWLTSZOGAK-PZMYXVABSA-N

> <FORMULA>
C36H69NO11S2

> <MOLECULAR_WEIGHT>
756.06

> <EXACT_MASS>
755.431204394

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
119

> <JCHEM_AVERAGE_POLARIZABILITY>
87.90308160771612

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(14R,15S,22R)-1-[(2R)-2-(methoxycarbonyl)piperidin-1-yl]-22-methyl-1-oxo-15-(sulfooxy)octacosan-14-yl]oxy}sulfonic acid

> <ALOGPS_LOGP>
2.02

> <JCHEM_LOGP>
6.695335370972802

> <ALOGPS_LOGS>
-6.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
-1.3808649688523564

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.9670032505499977

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6950122939655153

> <JCHEM_POLAR_SURFACE_AREA>
173.80999999999997

> <JCHEM_REFRACTIVITY>
194.21540000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
32

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.90e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(14R,15S,22R)-1-[(2R)-2-(methoxycarbonyl)piperidin-1-yl]-22-methyl-1-oxo-15-(sulfooxy)octacosan-14-yl]oxysulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      -0.000   3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.667   3.080   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.001   0.770   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669   3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.337   3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.670   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.004   3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      17.338   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.672   3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      20.005   2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      21.339   3.080   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      22.673   2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      24.006   3.080   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      25.340   2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      26.674   3.080   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      28.007   2.310   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      29.341   3.080   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      30.675   2.310   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      32.008   3.080   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      33.342   2.310   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      34.676   3.080   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      36.009   2.310   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      37.343   3.080   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      38.677   2.310   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      40.010   3.080   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      32.008   4.620   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      22.673   0.770   0.000  0.00  0.00           O+0
HETATM   42  S   UNK     0      21.339   0.000   0.000  0.00  0.00           S+0
HETATM   43  O   UNK     0      20.569   1.334   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      22.109  -1.334   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      20.005  -0.770   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      21.339   4.620   0.000  0.00  0.00           O+0
HETATM   47  S   UNK     0      22.673   5.390   0.000  0.00  0.00           S+0
HETATM   48  O   UNK     0      23.443   4.056   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      21.903   6.724   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      24.006   6.160   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9                                                            
CONECT   11    5   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   46                                                  
CONECT   26   25   27   41                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   40                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38                                                            
CONECT   40   33                                                            
CONECT   41   26   42                                                       
CONECT   42   41   43   44   45                                             
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45   42                                                            
CONECT   46   25   47                                                       
CONECT   47   46   48   49   50                                             
CONECT   48   47                                                            
CONECT   49   47                                                            
CONECT   50   47                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  100    0
END

View in JSmol

Synonyms

Value	Source
{[(14R,15S,22R)-1-[(2R)-2-(methoxycarbonyl)piperidin-1-yl]-22-methyl-1-oxo-15-(sulfooxy)octacosan-14-yl]oxy}sulfonate	Generator
{[(14R,15S,22R)-1-[(2R)-2-(methoxycarbonyl)piperidin-1-yl]-22-methyl-1-oxo-15-(sulphooxy)octacosan-14-yl]oxy}sulphonate	Generator
{[(14R,15S,22R)-1-[(2R)-2-(methoxycarbonyl)piperidin-1-yl]-22-methyl-1-oxo-15-(sulphooxy)octacosan-14-yl]oxy}sulphonic acid	Generator

Chemical Formula

C₃₆H₆₉NO₁₁S₂

Average Mass

756.0600 Da

Monoisotopic Mass

755.43120 Da

IUPAC Name

{[(14R,15S,22R)-1-[(2R)-2-(methoxycarbonyl)piperidin-1-yl]-22-methyl-1-oxo-15-(sulfooxy)octacosan-14-yl]oxy}sulfonic acid

Traditional Name

[(14R,15S,22R)-1-[(2R)-2-(methoxycarbonyl)piperidin-1-yl]-22-methyl-1-oxo-15-(sulfooxy)octacosan-14-yl]oxysulfonic acid

CAS Registry Number

Not Available

SMILES

CCCCCC[C@@H](C)CCCCCC[C@H](OS(O)(=O)=O)[C@@H](CCCCCCCCCCCCC(=O)N1CCCC[C@@H]1C(=O)OC)OS(O)(=O)=O

InChI Identifier

InChI=1S/C36H69NO11S2/c1-4-5-6-17-24-31(2)25-18-15-16-20-28-34(48-50(43,44)45)33(47-49(40,41)42)27-19-13-11-9-7-8-10-12-14-21-29-35(38)37-30-23-22-26-32(37)36(39)46-3/h31-34H,4-30H2,1-3H3,(H,40,41,42)(H,43,44,45)/t31-,32-,33-,34+/m1/s1

InChI Key

ZJZNEWLTSZOGAK-PZMYXVABSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Penares sp.	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid esters

Alternative Parents

Substituents

Alpha-amino acid ester
Piperidinecarboxylic acid
N-acyl-piperidine
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Piperidine
Methyl ester
Tertiary carboxylic acid amide
Organic sulfuric acid or derivatives
Carboxylic acid ester
Carboxamide group
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	2.02	ALOGPS
logP	6.7	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	-2	ChemAxon
pKa (Strongest Basic)	-0.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	173.81 Å²	ChemAxon
Rotatable Bond Count	32	ChemAxon
Refractivity	194.22 m³·mol⁻¹	ChemAxon
Polarizability	87.9 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	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

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

163106886

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Penasulfate A (NP0076944)

MOL for NP0076944 (Penasulfate A)

3D MOL for NP0076944 (Penasulfate A)

3D SDF for NP0076944 (Penasulfate A)

3D-SDF for NP0076944 (Penasulfate A)

PDB for NP0076944 (Penasulfate A)

3D PDB for NP0076944 (Penasulfate A)

SMILES for NP0076944 (Penasulfate A)

INCHI for NP0076944 (Penasulfate A)

Structure for NP0076944 (Penasulfate A)

3D Structure for NP0076944 (Penasulfate A)