NP-MRD: Showing NP-Card for (5r,15s)-5,15-dihydroxy-n-(2-sulfoethyl)icosanimidic acid (NP0313984)

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Record Information

Version

2.0

Created at

2022-09-11 11:50:42 UTC

Updated at

2022-09-11 11:50:42 UTC

NP-MRD ID

NP0313984

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5r,15s)-5,15-dihydroxy-n-(2-sulfoethyl)icosanimidic acid

Description

2-[[(5R,15S)-5,15-Dihydroxyicosanoyl]amino]ethanesulfonic acid belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. (5r,15s)-5,15-dihydroxy-n-(2-sulfoethyl)icosanimidic acid is found in Glyptocidaris crenularis. Based on a literature review very few articles have been published on 2-[[(5R,15S)-5,15-Dihydroxyicosanoyl]amino]ethanesulfonic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112213502D          

 30 29  0  0  1  0            999 V2000
    8.4711    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1855    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6145    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.1283    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0434    6.9533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.1283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.1881    6.9533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.9533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7605    5.7158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9039    6.1283    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.6184    6.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3164    5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4914    6.8427    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
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  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  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 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
 22 24  2  0  0  0  0
 24 25  1  4  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  2  0  0  0  0
 27 30  1  0  0  0  0
M  END

     RDKit          3D

 75 74  0  0  0  0  0  0  0  0999 V2000
   -4.9726    3.3570   -0.8323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1658    3.6321    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2884    2.4886    1.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4554    1.2429    0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6419    0.0296    1.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4870   -0.2437    1.9677 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2751    0.7608    2.8782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2490   -0.4904    1.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4079   -1.6635    0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1128   -1.8100   -0.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9865   -2.0428    0.3468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6949   -2.2680   -0.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3541   -1.1083   -1.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8593   -1.1673   -2.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2131   -1.2738   -1.5821 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6478   -2.4124   -0.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1123   -2.2610   -0.3496 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4646   -3.3992    0.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9907   -2.1635   -1.5482 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4461   -2.0645   -1.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6675   -0.8330   -0.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2711    0.3480   -1.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8223    0.4271   -2.4270 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4940    1.2724   -0.7807 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8232    1.4029    0.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6490    2.8971    0.7574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8157    3.0661    2.3194 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.4802    2.3856    2.2739 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6996    2.5113    3.3958 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6266    4.7094    2.6220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2997    2.7959   -1.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2136    2.7322   -0.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5241    4.3283   -1.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0728    3.6176   -0.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0279    4.5657    0.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3008    2.5363    1.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1232    2.6511    1.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5564    1.1922   -0.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3564    1.3224   -0.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7793   -0.8781    0.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5699    0.0923    1.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6254   -1.1844    2.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4043    0.7512    3.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4375   -0.7021    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9492    0.3864    0.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6044   -2.6069    0.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1842   -1.4691   -0.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515   -2.6175   -1.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9290   -0.8031   -1.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7496   -1.1727    0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1990   -2.9596    0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9538   -3.1202   -1.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0285   -2.5622    0.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2962   -0.1437   -0.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2330   -0.8870   -1.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7017   -1.9142   -2.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8344   -0.1837   -2.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9058   -1.2496   -2.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4462   -0.3081   -1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5282   -3.3672   -1.3668 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1340   -2.6079    0.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1977   -1.4195    0.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6486   -3.6753    0.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8932   -3.0116   -2.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7193   -1.2448   -2.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0787   -2.1052   -2.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7338   -2.9487   -0.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7558   -0.7444   -0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0594   -0.8500    0.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8077    0.5976   -2.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4262    0.9555    1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8315    0.9443    0.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6288    3.3783    0.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9779    3.2897   -0.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2122    5.2701    2.0667 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
  6  8  1  0
  8  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
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 30  1  0
 27 28  2  0
 27 29  2  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  1
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  0
 14 57  1  0
 15 58  1  0
 15 59  1  0
 16 60  1  0
 16 61  1  0
 17 62  1  1
 18 63  1  0
 19 64  1  0
 19 65  1  0
 20 66  1  0
 20 67  1  0
 21 68  1  0
 21 69  1  0
 23 70  1  0
 25 71  1  0
 25 72  1  0
 26 73  1  0
 26 74  1  0
 30 75  1  0
M  END


  Mrv1652309112213502D          

 30 29  0  0  1  0            999 V2000
    8.4711    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1855    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6145    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.1283    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0434    6.9533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.1283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.1881    6.9533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.9533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7605    5.7158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9039    6.1283    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.6184    6.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3164    5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4914    6.8427    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
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  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  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 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
 22 24  2  0  0  0  0
 24 25  1  4  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  2  0  0  0  0
 27 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0313984

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC[C@H](O)CCCCCCCCC[C@@H](O)CCCC(O)=NCCS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H45NO6S/c1-2-3-9-13-20(24)14-10-7-5-4-6-8-11-15-21(25)16-12-17-22(26)23-18-19-30(27,28)29/h20-21,24-25H,2-19H2,1H3,(H,23,26)(H,27,28,29)/t20-,21+/m0/s1

> <INCHI_KEY>
DWWRBBLLAMAVQL-LEWJYISDSA-N

> <FORMULA>
C22H45NO6S

> <MOLECULAR_WEIGHT>
451.66

> <EXACT_MASS>
451.296759347

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
53.54608985627392

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5R,15S)-5,15-dihydroxy-N-(2-sulfoethyl)icosanimidic acid

> <JCHEM_LOGP>
3.1216600591491708

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.020508801975589

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.8825665091474706

> <JCHEM_PKA_STRONGEST_BASIC>
6.045179658403253

> <JCHEM_POLAR_SURFACE_AREA>
127.42

> <JCHEM_REFRACTIVITY>
120.75349999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5R,15S)-5,15-dihydroxy-N-(2-sulfoethyl)icosanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      15.813  10.669   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.146  11.439   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.480  10.669   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      19.814  11.439   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.147  10.669   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.481  11.439   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      22.481  12.979   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      23.815  10.669   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.148  11.439   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.482  10.669   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      27.816  11.439   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.149  10.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      30.483  11.439   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      31.817  10.669   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      33.150  11.439   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      34.484  10.669   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      35.818  11.439   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      35.818  12.979   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      37.152  10.669   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      38.485  11.439   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      39.819  10.669   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      41.153  11.439   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      41.153  12.979   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0      42.486  10.669   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      43.820  11.439   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      45.154  10.669   0.000  0.00  0.00           C+0
HETATM   27  S   UNK     0      46.487  11.439   0.000  0.00  0.00           S+0
HETATM   28  O   UNK     0      47.821  12.209   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      47.257  10.106   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      45.717  12.773   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   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                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

View in JSmol

Synonyms

Value	Source
2-[[(5R,15S)-5,15-Dihydroxyicosanoyl]amino]ethanesulfonate	Generator
2-[[(5R,15S)-5,15-Dihydroxyicosanoyl]amino]ethanesulphonate	Generator
2-[[(5R,15S)-5,15-Dihydroxyicosanoyl]amino]ethanesulphonic acid	Generator

Chemical Formula

C₂₂H₄₅NO₆S

Average Mass

451.6600 Da

Monoisotopic Mass

451.29676 Da

IUPAC Name

(5R,15S)-5,15-dihydroxy-N-(2-sulfoethyl)icosanimidic acid

Traditional Name

(5R,15S)-5,15-dihydroxy-N-(2-sulfoethyl)icosanimidic acid

CAS Registry Number

Not Available

SMILES

CCCCC[C@H](O)CCCCCCCCC[C@@H](O)CCCC(O)=NCCS(O)(=O)=O

InChI Identifier

InChI=1S/C22H45NO6S/c1-2-3-9-13-20(24)14-10-7-5-4-6-8-11-15-21(25)16-12-17-22(26)23-18-19-30(27,28)29/h20-21,24-25H,2-19H2,1H3,(H,23,26)(H,27,28,29)/t20-,21+/m0/s1

InChI Key

DWWRBBLLAMAVQL-LEWJYISDSA-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
Glyptocidaris crenularis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty amides

Direct Parent

N-acyl amines

Alternative Parents

Substituents

N-acyl-amine
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Alkanesulfonic acid
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Carboxylic acid derivative
Carbonyl group
Alcohol
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	3.12	ChemAxon
pKa (Strongest Acidic)	-1.9	ChemAxon
pKa (Strongest Basic)	6.05	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	127.42 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	120.75 m³·mol⁻¹	ChemAxon
Polarizability	53.55 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28287427

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90781494

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5r,15s)-5,15-dihydroxy-n-(2-sulfoethyl)icosanimidic acid (NP0313984)

MOL for NP0313984 ((5r,15s)-5,15-dihydroxy-n-(2-sulfoethyl)icosanimidic acid)

3D MOL for NP0313984 ((5r,15s)-5,15-dihydroxy-n-(2-sulfoethyl)icosanimidic acid)

3D SDF for NP0313984 ((5r,15s)-5,15-dihydroxy-n-(2-sulfoethyl)icosanimidic acid)

3D-SDF for NP0313984 ((5r,15s)-5,15-dihydroxy-n-(2-sulfoethyl)icosanimidic acid)

PDB for NP0313984 ((5r,15s)-5,15-dihydroxy-n-(2-sulfoethyl)icosanimidic acid)

3D PDB for NP0313984 ((5r,15s)-5,15-dihydroxy-n-(2-sulfoethyl)icosanimidic acid)

SMILES for NP0313984 ((5r,15s)-5,15-dihydroxy-n-(2-sulfoethyl)icosanimidic acid)

INCHI for NP0313984 ((5r,15s)-5,15-dihydroxy-n-(2-sulfoethyl)icosanimidic acid)

Structure for NP0313984 ((5r,15s)-5,15-dihydroxy-n-(2-sulfoethyl)icosanimidic acid)

3D Structure for NP0313984 ((5r,15s)-5,15-dihydroxy-n-(2-sulfoethyl)icosanimidic acid)