NP-MRD: Showing NP-Card for n-[1-({6-[({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanimidic acid (NP0287762)

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Record Information

Version

2.0

Created at

2022-09-09 17:07:38 UTC

Updated at

2022-09-09 17:07:38 UTC

NP-MRD ID

NP0287762

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[1-({6-[({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanimidic acid

Description

N-[1-({6-[({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanimidic acid belongs to the class of organic compounds known as flavan-3-ols. These are flavans that bear and hydroxyl group at position 3 (B ring), but not at position 4. n-[1-({6-[({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanimidic acid is found in Amphimedon compressa. N-[1-({6-[({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanimidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004191522202D          

 71 72  0  0  0  0            999 V2000
  -10.0026    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   12.7875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   14.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618    7.8375    0.0000 C   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  0  0  0  0
  7  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  0  0  0  0
 18 19  1  0  0  0  0
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 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 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
 36 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 34 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 45 47  1  0  0  0  0
 31 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 29 52  1  0  0  0  0
 52 53  1  0  0  0  0
 26 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 58  1  0  0  0  0
 59 58  1  4  0  0  0
 59 60  2  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 70 71  1  0  0  0  0
M  END


  Mrv1533004191522202D          

 71 72  0  0  0  0            999 V2000
  -10.0026    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434   11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   12.7875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8579   14.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.2894    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.7184    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
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  9 10  1  0  0  0  0
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 41 43  1  0  0  0  0
 34 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 45 47  1  0  0  0  0
 31 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
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 50 52  1  0  0  0  0
 29 52  1  0  0  0  0
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 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 58  1  0  0  0  0
 59 58  1  4  0  0  0
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 62 63  1  0  0  0  0
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 65 66  1  0  0  0  0
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 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 70 71  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0287762

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCCCCCCC(O)C(=O)NC(COC1OC(COC2OC(CO)C(O)C(O)C2NC(C)=O)C(O)C(O)C1O)C(O)C(O)CC=CCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C54H102N2O15/c1-4-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(60)52(67)56-40(46(61)41(59)34-32-30-28-26-24-17-15-13-11-9-7-5-2)37-68-54-51(66)50(65)48(63)44(71-54)38-69-53-45(55-39(3)58)49(64)47(62)43(36-57)70-53/h30,32,40-51,53-54,57,59-66H,4-29,31,33-38H2,1-3H3,(H,55,58)(H,56,67)

> <INCHI_KEY>
HCXTUVDHEMFDJT-UHFFFAOYSA-N

> <FORMULA>
C54H102N2O15

> <MOLECULAR_WEIGHT>
1019.409

> <EXACT_MASS>
1018.728020592

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
173

> <JCHEM_AVERAGE_POLARIZABILITY>
122.39214787347092

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(1-{[6-({[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxyoctadec-6-en-2-yl)-2-hydroxydocosanamide

> <ALOGPS_LOGP>
5.73

> <JCHEM_LOGP>
7.6011836609999985

> <ALOGPS_LOGS>
-4.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.220870840488924

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.768728813178237

> <JCHEM_PKA_STRONGEST_BASIC>
-3.517884121342199

> <JCHEM_POLAR_SURFACE_AREA>
277.19

> <JCHEM_REFRACTIVITY>
272.31730000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
43

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(1-{[6-({[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxyoctadec-6-en-2-yl)-2-hydroxydocosanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
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HETATM    2  C   UNK     0     -17.338  14.630   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -16.004  13.860   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -14.670  14.630   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -13.337  13.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -12.003  14.630   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -10.669  13.860   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.336  14.630   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.002  13.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.668  14.630   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335  13.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001  14.630   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  14.630   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  13.860   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  14.630   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  13.860   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  14.630   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  13.860   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  14.630   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002  13.860   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.002  12.320   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.336  14.630   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.336  16.170   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0      10.669  13.860   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      12.003  14.630   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.003  16.170   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      10.669  16.940   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      10.669  18.480   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       9.336  19.250   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       9.336  20.790   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.002  21.560   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       6.668  20.790   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       5.335  21.560   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       4.001  20.790   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       2.667  21.560   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.334  20.790   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -0.000  21.560   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       2.667  23.100   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       1.334  23.870   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       4.001  23.870   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       4.001  25.410   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       5.335  23.100   0.000  0.00  0.00           C+0
HETATM   44  N   UNK     0       6.668  23.870   0.000  0.00  0.00           N+0
HETATM   45  C   UNK     0       6.668  25.410   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       5.335  26.180   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       8.002  26.180   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      10.669  21.560   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      10.669  23.100   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      12.003  20.790   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      13.337  21.560   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      12.003  19.250   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      13.337  18.480   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      13.337  13.860   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      13.337  12.320   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      14.670  14.630   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      14.670  16.170   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      16.004  13.860   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      17.338  14.630   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      18.672  13.860   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      20.005  14.630   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      21.339  13.860   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      22.673  14.630   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      24.006  13.860   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      25.340  14.630   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      26.674  13.860   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      28.007  14.630   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      29.341  13.860   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      30.675  14.630   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      32.008  13.860   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      33.342  14.630   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    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                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   54                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   52                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   48                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   43                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   39                                                  
CONECT   37   36   38                                                       
CONECT   38   37                                                            
CONECT   39   36   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   34   44                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48   31   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   29   53                                                  
CONECT   53   52                                                            
CONECT   54   26   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54   57   58                                                  
CONECT   57   56                                                            
CONECT   58   56   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62   64                                                       
CONECT   64   63   65                                                       
CONECT   65   64   66                                                       
CONECT   66   65   67                                                       
CONECT   67   66   68                                                       
CONECT   68   67   69                                                       
CONECT   69   68   70                                                       
CONECT   70   69   71                                                       
CONECT   71   70                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  144    0
END

View in JSmol

Synonyms

Value	Source
N-[1-({6-[({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanimidate	Generator

Chemical Formula

C₅₄H₁₀₂N₂O₁₅

Average Mass

1019.4090 Da

Monoisotopic Mass

1018.72802 Da

IUPAC Name

N-(1-{[6-({[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxyoctadec-6-en-2-yl)-2-hydroxydocosanamide

Traditional Name

N-(1-{[6-({[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxyoctadec-6-en-2-yl)-2-hydroxydocosanamide

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCCCCC(O)C(=O)NC(COC1OC(COC2OC(CO)C(O)C(O)C2NC(C)=O)C(O)C(O)C1O)C(O)C(O)CC=CCCCCCCCCCCC

InChI Identifier

InChI=1S/C54H102N2O15/c1-4-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(60)52(67)56-40(46(61)41(59)34-32-30-28-26-24-17-15-13-11-9-7-5-2)37-68-54-51(66)50(65)48(63)44(71-54)38-69-53-45(55-39(3)58)49(64)47(62)43(36-57)70-53/h30,32,40-51,53-54,57,59-66H,4-29,31,33-38H2,1-3H3,(H,55,58)(H,56,67)

InChI Key

HCXTUVDHEMFDJT-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Amphimedon compressa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavan-3-ols. These are flavans that bear and hydroxyl group at position 3 (B ring), but not at position 4.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavan-3-ols

Alternative Parents

Substituents

3'-hydroxyflavonoid
3-hydroxyflavonoid
Flavan-3-ol
7-hydroxyflavonoid
Hydroxyflavonoid
5-hydroxyflavonoid
Benzopyran
Chromane
1-benzopyran
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Ether
Polyol
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
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	5.73	ALOGPS
logP	7.6	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	11.77	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	277.19 Å²	ChemAxon
Rotatable Bond Count	43	ChemAxon
Refractivity	272.32 m³·mol⁻¹	ChemAxon
Polarizability	122.39 Å³	ChemAxon
Number of Rings	2	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

74833206

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[1-({6-[({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanimidic acid (NP0287762)

MOL for NP0287762 (n-[1-({6-[({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanimidic acid)

3D MOL for NP0287762 (n-[1-({6-[({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanimidic acid)

3D SDF for NP0287762 (n-[1-({6-[({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanimidic acid)

3D-SDF for NP0287762 (n-[1-({6-[({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanimidic acid)

PDB for NP0287762 (n-[1-({6-[({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanimidic acid)

3D PDB for NP0287762 (n-[1-({6-[({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanimidic acid)

SMILES for NP0287762 (n-[1-({6-[({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanimidic acid)

INCHI for NP0287762 (n-[1-({6-[({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanimidic acid)

Structure for NP0287762 (n-[1-({6-[({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanimidic acid)

3D Structure for NP0287762 (n-[1-({6-[({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanimidic acid)