NP-MRD: Showing NP-Card for 478-Da MAA (NP0010236)

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Record Information

Version

2.0

Created at

2021-01-05 19:49:33 UTC

Updated at

2021-07-15 17:05:32 UTC

NP-MRD ID

NP0010236

Secondary Accession Numbers

None

Natural Product Identification

Common Name

478-Da MAA

Provided By

NPAtlas

Description

2-({5-[(Carboxymethyl)imino]-3-hydroxy-6-methoxy-3-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}cyclohex-1-en-1-yl}amino)-3-hydroxybutanoic acid belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. 478-Da MAA is found in Nostoc commune. Based on a literature review very few articles have been published on 2-({5-[(carboxymethyl)imino]-3-hydroxy-6-methoxy-3-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}cyclohex-1-en-1-yl}amino)-3-hydroxybutanoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242107363D          

 63 64  0  0  0  0            999 V2000
   -3.9811    1.4494    1.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2138    0.9728    0.4975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0085    0.5048    0.9522 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7286   -0.9152    0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7433   -1.9241    0.8829 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0045   -1.9351    0.1973 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7261   -2.0144   -1.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5631   -2.0574   -1.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7708   -2.0444   -2.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7178   -3.2476    0.5322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9385   -3.3884    2.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9520   -3.3376   -0.0926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5857   -1.3265    0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169   -0.4603   -0.1447 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5450   -0.2035   -1.5431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8119   -1.3214    0.0700 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0328   -0.9243   -0.3051 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5736    0.1253    0.3329 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7380   -0.2841    1.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7362   -0.6972    0.1768 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2323    0.5200   -0.6149 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5162    1.5166    0.3296 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0784    0.9204   -1.5026 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6832   -0.2139   -2.2042 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9184    1.2878   -0.5904 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1875    2.4139    0.1490 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5208    0.8208    0.5637 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8859    1.3284    0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1360    2.4152   -0.2136 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2013    3.2995   -0.7965 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8960    4.1998   -1.7602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1168    4.0928   -1.9404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2171    5.1748   -2.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4870    2.2629    2.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9776    1.7985    1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1289    0.6310    2.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9674    0.6193    2.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5554   -2.6817    1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6726   -1.0987    0.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6157   -1.5590   -1.9694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706   -4.1186    0.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8883   -3.8865    2.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9656   -2.3990    2.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1386   -4.0236    2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7063   -3.0704    0.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4736   -2.4157   -0.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3995   -0.0754   -1.8197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7767   -1.6488    1.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6234   -2.3227   -0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9193    0.5197    1.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4238   -1.5094   -0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5822   -1.0336    0.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1302    0.2166   -1.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2518    1.2013    0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2934    1.7800   -2.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4355   -0.6290   -2.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0501    1.4337   -1.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387    2.3771    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1731    1.6205    0.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6521    0.6811    1.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417    2.7342   -1.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3472    3.9242   -0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3036    5.9249   -2.0880 H   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  2  0  0  0  0
  7  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  4 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 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
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 14 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 28  3  1  0  0  0  0
 25 18  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  3 37  1  1  0  0  0
  5 38  1  0  0  0  0
  6 39  1  6  0  0  0
  9 40  1  0  0  0  0
 10 41  1  6  0  0  0
 11 42  1  0  0  0  0
 11 43  1  0  0  0  0
 11 44  1  0  0  0  0
 12 45  1  0  0  0  0
 13 46  1  0  0  0  0
 15 47  1  0  0  0  0
 16 48  1  0  0  0  0
 16 49  1  0  0  0  0
 18 50  1  1  0  0  0
 20 51  1  0  0  0  0
 20 52  1  0  0  0  0
 21 53  1  6  0  0  0
 22 54  1  0  0  0  0
 23 55  1  6  0  0  0
 24 56  1  0  0  0  0
 25 57  1  6  0  0  0
 26 58  1  0  0  0  0
 27 59  1  0  0  0  0
 27 60  1  0  0  0  0
 30 61  1  0  0  0  0
 30 62  1  0  0  0  0
 33 63  1  0  0  0  0
M  END

     RDKit          3D

 63 64  0  0  0  0  0  0  0  0999 V2000
   -3.9811    1.4494    1.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2138    0.9728    0.4975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0085    0.5048    0.9522 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7286   -0.9152    0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7433   -1.9241    0.8829 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0045   -1.9351    0.1973 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7261   -2.0144   -1.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5631   -2.0574   -1.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7708   -2.0444   -2.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7178   -3.2476    0.5322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9385   -3.3884    2.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9520   -3.3376   -0.0926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5857   -1.3265    0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169   -0.4603   -0.1447 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5450   -0.2035   -1.5431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8119   -1.3214    0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0328   -0.9243   -0.3051 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5736    0.1253    0.3329 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7380   -0.2841    1.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7362   -0.6972    0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2323    0.5200   -0.6149 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5162    1.5166    0.3296 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0784    0.9204   -1.5026 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6832   -0.2139   -2.2042 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9184    1.2878   -0.5904 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1875    2.4139    0.1490 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5208    0.8208    0.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8859    1.3284    0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1360    2.4152   -0.2136 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2013    3.2995   -0.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8960    4.1998   -1.7602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1168    4.0928   -1.9404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2171    5.1748   -2.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4870    2.2629    2.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9776    1.7985    1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1289    0.6310    2.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9674    0.6193    2.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5554   -2.6817    1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6726   -1.0987    0.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6157   -1.5590   -1.9694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706   -4.1186    0.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8883   -3.8865    2.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1386   -4.0236    2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7063   -3.0704    0.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4736   -2.4157   -0.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7767   -1.6488    1.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1302    0.2166   -1.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2518    1.2013    0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2934    1.7800   -2.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4355   -0.6290   -2.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0501    1.4337   -1.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387    2.3771    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1731    1.6205    0.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6521    0.6811    1.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417    2.7342   -1.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3472    3.9242   -0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3036    5.9249   -2.0880 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
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  6  7  1  0
  7  8  2  0
  7  9  1  0
  6 10  1  0
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  4 13  2  0
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 28  3  1  0
 25 18  1  0
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 26 58  1  0
 27 59  1  0
 27 60  1  0
 30 61  1  0
 30 62  1  0
 33 63  1  0
M  END


  Mrv1652306242107363D          

 63 64  0  0  0  0            999 V2000
   -3.9811    1.4494    1.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2138    0.9728    0.4975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0085    0.5048    0.9522 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7286   -0.9152    0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7433   -1.9241    0.8829 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0045   -1.9351    0.1973 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7261   -2.0144   -1.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5631   -2.0574   -1.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7708   -2.0444   -2.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7178   -3.2476    0.5322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9385   -3.3884    2.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9520   -3.3376   -0.0926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5857   -1.3265    0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169   -0.4603   -0.1447 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5450   -0.2035   -1.5431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8119   -1.3214    0.0700 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0328   -0.9243   -0.3051 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5736    0.1253    0.3329 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7380   -0.2841    1.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7362   -0.6972    0.1768 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2323    0.5200   -0.6149 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5162    1.5166    0.3296 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0784    0.9204   -1.5026 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6832   -0.2139   -2.2042 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9184    1.2878   -0.5904 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1875    2.4139    0.1490 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5208    0.8208    0.5637 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8859    1.3284    0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1360    2.4152   -0.2136 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2013    3.2995   -0.7965 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8960    4.1998   -1.7602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1168    4.0928   -1.9404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2171    5.1748   -2.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4870    2.2629    2.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9776    1.7985    1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1289    0.6310    2.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9674    0.6193    2.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5554   -2.6817    1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6726   -1.0987    0.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6157   -1.5590   -1.9694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706   -4.1186    0.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8883   -3.8865    2.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9656   -2.3990    2.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1386   -4.0236    2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7063   -3.0704    0.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4736   -2.4157   -0.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3995   -0.0754   -1.8197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7767   -1.6488    1.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6234   -2.3227   -0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9193    0.5197    1.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4238   -1.5094   -0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5822   -1.0336    0.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1302    0.2166   -1.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2518    1.2013    0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2934    1.7800   -2.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4355   -0.6290   -2.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0501    1.4337   -1.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387    2.3771    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1731    1.6205    0.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6521    0.6811    1.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417    2.7342   -1.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3472    3.9242   -0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3036    5.9249   -2.0880 H   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  2  0  0  0  0
  7  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  4 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 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
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 14 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 28  3  1  0  0  0  0
 25 18  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  3 37  1  1  0  0  0
  5 38  1  0  0  0  0
  6 39  1  6  0  0  0
  9 40  1  0  0  0  0
 10 41  1  6  0  0  0
 11 42  1  0  0  0  0
 11 43  1  0  0  0  0
 11 44  1  0  0  0  0
 12 45  1  0  0  0  0
 13 46  1  0  0  0  0
 15 47  1  0  0  0  0
 16 48  1  0  0  0  0
 16 49  1  0  0  0  0
 18 50  1  1  0  0  0
 20 51  1  0  0  0  0
 20 52  1  0  0  0  0
 21 53  1  6  0  0  0
 22 54  1  0  0  0  0
 23 55  1  6  0  0  0
 24 56  1  0  0  0  0
 25 57  1  6  0  0  0
 26 58  1  0  0  0  0
 27 59  1  0  0  0  0
 27 60  1  0  0  0  0
 30 61  1  0  0  0  0
 30 62  1  0  0  0  0
 33 63  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0010236

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])\N=C1/C([H])([H])[C@](O[H])(C([H])=C(N([H])[C@@]([H])(C(=O)O[H])[C@]([H])(O[H])C([H])([H])[H])[C@]1([H])OC([H])([H])[H])C([H])([H])O[C@@]1([H])OC([H])([H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H30N2O12/c1-8(22)13(17(28)29)21-10-4-19(30,3-9(16(10)31-2)20-5-12(24)25)7-33-18-15(27)14(26)11(23)6-32-18/h4,8,11,13-16,18,21-23,26-27,30H,3,5-7H2,1-2H3,(H,24,25)(H,28,29)/b20-9+/t8-,11+,13-,14-,15+,16-,18-,19+/m1/s1

> <INCHI_KEY>
UUYGQNWMNPMULJ-UHFFFAOYSA-N

> <FORMULA>
C19H30N2O12

> <MOLECULAR_WEIGHT>
478.451

> <EXACT_MASS>
478.179874414

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
45.85364254360901

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R)-2-{[(3S,5E,6S)-5-[(carboxymethyl)imino]-3-hydroxy-6-methoxy-3-({[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)cyclohex-1-en-1-yl]amino}-3-hydroxybutanoic acid

> <ALOGPS_LOGP>
-1.94

> <JCHEM_LOGP>
-4.022172994043875

> <ALOGPS_LOGS>
-1.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.9687745648316293

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.302580644873555

> <JCHEM_PKA_STRONGEST_BASIC>
2.252178867853198

> <JCHEM_POLAR_SURFACE_AREA>
227.82999999999996

> <JCHEM_REFRACTIVITY>
107.3514

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.44e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-2-{[(3S,5E,6S)-5-[(carboxymethyl)imino]-3-hydroxy-6-methoxy-3-({[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)cyclohex-1-en-1-yl]amino}-3-hydroxybutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 63 64  0  0  0  0  0  0  0  0999 V2000
   -3.9811    1.4494    1.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2138    0.9728    0.4975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0085    0.5048    0.9522 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7286   -0.9152    0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7433   -1.9241    0.8829 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0045   -1.9351    0.1973 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7261   -2.0144   -1.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5631   -2.0574   -1.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7708   -2.0444   -2.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7178   -3.2476    0.5322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9385   -3.3884    2.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9520   -3.3376   -0.0926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5857   -1.3265    0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169   -0.4603   -0.1447 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5450   -0.2035   -1.5431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8119   -1.3214    0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0328   -0.9243   -0.3051 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5736    0.1253    0.3329 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7380   -0.2841    1.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7362   -0.6972    0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2323    0.5200   -0.6149 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5162    1.5166    0.3296 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0784    0.9204   -1.5026 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6832   -0.2139   -2.2042 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9184    1.2878   -0.5904 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1875    2.4139    0.1490 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5208    0.8208    0.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8859    1.3284    0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1360    2.4152   -0.2136 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2013    3.2995   -0.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8960    4.1998   -1.7602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1168    4.0928   -1.9404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2171    5.1748   -2.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4870    2.2629    2.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9776    1.7985    1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1289    0.6310    2.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9674    0.6193    2.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5554   -2.6817    1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6726   -1.0987    0.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6157   -1.5590   -1.9694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706   -4.1186    0.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8883   -3.8865    2.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9656   -2.3990    2.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1386   -4.0236    2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7063   -3.0704    0.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4736   -2.4157   -0.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3995   -0.0754   -1.8197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7767   -1.6488    1.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6234   -2.3227   -0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9193    0.5197    1.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4238   -1.5094   -0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5822   -1.0336    0.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1302    0.2166   -1.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2518    1.2013    0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2934    1.7800   -2.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4355   -0.6290   -2.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0501    1.4337   -1.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387    2.3771    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1731    1.6205    0.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6521    0.6811    1.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417    2.7342   -1.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3472    3.9242   -0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3036    5.9249   -2.0880 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  2  0
  7  9  1  0
  6 10  1  0
 10 11  1  0
 10 12  1  0
  4 13  2  0
 13 14  1  0
 14 15  1  6
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 14 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 28  3  1  0
 25 18  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  1
  5 38  1  0
  6 39  1  6
  9 40  1  0
 10 41  1  6
 11 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 13 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 18 50  1  1
 20 51  1  0
 20 52  1  0
 21 53  1  6
 22 54  1  0
 23 55  1  6
 24 56  1  0
 25 57  1  6
 26 58  1  0
 27 59  1  0
 27 60  1  0
 30 61  1  0
 30 62  1  0
 33 63  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.981   1.449   1.579  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.214   0.973   0.498  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.009   0.505   0.952  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.729  -0.915   0.652  0.00  0.00           C+0
HETATM    5  N   UNK     0      -2.743  -1.924   0.883  0.00  0.00           N+0
HETATM    6  C   UNK     0      -4.005  -1.935   0.197  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.726  -2.014  -1.282  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.563  -2.057  -1.755  0.00  0.00           O+0
HETATM    9  O   UNK     0      -4.771  -2.044  -2.211  0.00  0.00           O+0
HETATM   10  C   UNK     0      -4.718  -3.248   0.532  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.939  -3.388   2.024  0.00  0.00           C+0
HETATM   12  O   UNK     0      -5.952  -3.338  -0.093  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.586  -1.327   0.175  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.617  -0.460  -0.145  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.545  -0.204  -1.543  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.812  -1.321   0.070  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.033  -0.924  -0.305  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.574   0.125   0.333  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.738  -0.284   1.026  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.736  -0.697   0.177  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.232   0.520  -0.615  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.516   1.517   0.330  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.078   0.920  -1.503  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.683  -0.214  -2.204  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.918   1.288  -0.590  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.188   2.414   0.149  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.521   0.821   0.564  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.886   1.328   0.389  0.00  0.00           C+0
HETATM   29  N   UNK     0      -1.136   2.415  -0.214  0.00  0.00           N+0
HETATM   30  C   UNK     0      -0.201   3.300  -0.797  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.896   4.200  -1.760  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.117   4.093  -1.940  0.00  0.00           O+0
HETATM   33  O   UNK     0      -0.217   5.175  -2.480  0.00  0.00           O+0
HETATM   34  H   UNK     0      -3.487   2.263   2.111  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.978   1.799   1.248  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.129   0.631   2.336  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.967   0.619   2.077  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.555  -2.682   1.581  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.673  -1.099   0.430  0.00  0.00           H+0
HETATM   40  H   UNK     0      -5.616  -1.559  -1.969  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.071  -4.119   0.232  0.00  0.00           H+0
HETATM   42  H   UNK     0      -5.888  -3.886   2.224  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.966  -2.399   2.517  0.00  0.00           H+0
HETATM   44  H   UNK     0      -4.139  -4.024   2.485  0.00  0.00           H+0
HETATM   45  H   UNK     0      -6.706  -3.070   0.492  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.474  -2.416  -0.019  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.400  -0.075  -1.820  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.777  -1.649   1.161  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.623  -2.323  -0.461  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.919   0.520   1.124  0.00  0.00           H+0
HETATM   51  H   UNK     0       5.424  -1.509  -0.514  0.00  0.00           H+0
HETATM   52  H   UNK     0       6.582  -1.034   0.803  0.00  0.00           H+0
HETATM   53  H   UNK     0       7.130   0.217  -1.183  0.00  0.00           H+0
HETATM   54  H   UNK     0       7.252   1.201   0.894  0.00  0.00           H+0
HETATM   55  H   UNK     0       5.293   1.780  -2.141  0.00  0.00           H+0
HETATM   56  H   UNK     0       5.436  -0.629  -2.703  0.00  0.00           H+0
HETATM   57  H   UNK     0       3.050   1.434  -1.272  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.739   2.377   1.017  0.00  0.00           H+0
HETATM   59  H   UNK     0       1.173   1.621   0.174  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.652   0.681   1.655  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.542   2.734  -1.406  0.00  0.00           H+0
HETATM   62  H   UNK     0       0.347   3.924  -0.074  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.304   5.925  -2.088  0.00  0.00           H+0
CONECT    1    2   34   35   36                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   28   37                                             
CONECT    4    3    5   13                                                  
CONECT    5    4    6   38                                                  
CONECT    6    5    7   10   39                                             
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   40                                                       
CONECT   10    6   11   12   41                                             
CONECT   11   10   42   43   44                                             
CONECT   12   10   45                                                       
CONECT   13    4   14   46                                                  
CONECT   14   13   15   16   27                                             
CONECT   15   14   47                                                       
CONECT   16   14   17   48   49                                             
CONECT   17   16   18                                                       
CONECT   18   17   19   25   50                                             
CONECT   19   18   20                                                       
CONECT   20   19   21   51   52                                             
CONECT   21   20   22   23   53                                             
CONECT   22   21   54                                                       
CONECT   23   21   24   25   55                                             
CONECT   24   23   56                                                       
CONECT   25   23   26   18   57                                             
CONECT   26   25   58                                                       
CONECT   27   14   28   59   60                                             
CONECT   28   27   29    3                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   61   62                                             
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   63                                                       
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    3                                                            
CONECT   38    5                                                            
CONECT   39    6                                                            
CONECT   40    9                                                            
CONECT   41   10                                                            
CONECT   42   11                                                            
CONECT   43   11                                                            
CONECT   44   11                                                            
CONECT   45   12                                                            
CONECT   46   13                                                            
CONECT   47   15                                                            
CONECT   48   16                                                            
CONECT   49   16                                                            
CONECT   50   18                                                            
CONECT   51   20                                                            
CONECT   52   20                                                            
CONECT   53   21                                                            
CONECT   54   22                                                            
CONECT   55   23                                                            
CONECT   56   24                                                            
CONECT   57   25                                                            
CONECT   58   26                                                            
CONECT   59   27                                                            
CONECT   60   27                                                            
CONECT   61   30                                                            
CONECT   62   30                                                            
CONECT   63   33                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  128    0
END

RDKit          3D

63 64  0  0  0  0  0  0  0  0999 V2000
   -3.9811    1.4494    1.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2138    0.9728    0.4975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0085    0.5048    0.9522 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7286   -0.9152    0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7433   -1.9241    0.8829 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0045   -1.9351    0.1973 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7261   -2.0144   -1.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5631   -2.0574   -1.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7708   -2.0444   -2.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7178   -3.2476    0.5322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9385   -3.3884    2.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9520   -3.3376   -0.0926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5857   -1.3265    0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169   -0.4603   -0.1447 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5450   -0.2035   -1.5431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8119   -1.3214    0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0328   -0.9243   -0.3051 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5736    0.1253    0.3329 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7380   -0.2841    1.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7362   -0.6972    0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2323    0.5200   -0.6149 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5162    1.5166    0.3296 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0784    0.9204   -1.5026 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6832   -0.2139   -2.2042 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9184    1.2878   -0.5904 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1875    2.4139    0.1490 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5208    0.8208    0.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8859    1.3284    0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1360    2.4152   -0.2136 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2013    3.2995   -0.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8960    4.1998   -1.7602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1168    4.0928   -1.9404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2171    5.1748   -2.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4870    2.2629    2.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9776    1.7985    1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1289    0.6310    2.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9674    0.6193    2.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5554   -2.6817    1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6726   -1.0987    0.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6157   -1.5590   -1.9694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706   -4.1186    0.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8883   -3.8865    2.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9656   -2.3990    2.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1386   -4.0236    2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7063   -3.0704    0.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4736   -2.4157   -0.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3995   -0.0754   -1.8197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7767   -1.6488    1.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6234   -2.3227   -0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9193    0.5197    1.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4238   -1.5094   -0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5822   -1.0336    0.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1302    0.2166   -1.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2518    1.2013    0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2934    1.7800   -2.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4355   -0.6290   -2.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0501    1.4337   -1.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387    2.3771    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1731    1.6205    0.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6521    0.6811    1.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417    2.7342   -1.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3472    3.9242   -0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3036    5.9249   -2.0880 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  2  0
  7  9  1  0
  6 10  1  0
 10 11  1  0
 10 12  1  0
  4 13  2  0
 13 14  1  0
 14 15  1  6
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 14 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 28  3  1  0
 25 18  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  1
  5 38  1  0
  6 39  1  6
  9 40  1  0
 10 41  1  6
 11 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 13 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 18 50  1  1
 20 51  1  0
 20 52  1  0
 21 53  1  6
 22 54  1  0
 23 55  1  6
 24 56  1  0
 25 57  1  6
 26 58  1  0
 27 59  1  0
 27 60  1  0
 30 61  1  0
 30 62  1  0
 33 63  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2-({5-[(carboxymethyl)imino]-3-hydroxy-6-methoxy-3-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}cyclohex-1-en-1-yl}amino)-3-hydroxybutanoate	Generator
478-Da mycosporine-like amino acid	MeSH

Chemical Formula

C₁₉H₃₀N₂O₁₂

Average Mass

478.4510 Da

Monoisotopic Mass

478.17987 Da

IUPAC Name

(2R,3R)-2-{[(3S,5E,6S)-5-[(carboxymethyl)imino]-3-hydroxy-6-methoxy-3-({[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)cyclohex-1-en-1-yl]amino}-3-hydroxybutanoic acid

Traditional Name

(2R,3R)-2-{[(3S,5E,6S)-5-[(carboxymethyl)imino]-3-hydroxy-6-methoxy-3-({[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)cyclohex-1-en-1-yl]amino}-3-hydroxybutanoic acid

CAS Registry Number

Not Available

SMILES

COC1C(NC(C(C)O)C(O)=O)=CC(O)(COC2OCC(O)C(O)C2O)CC1=NCC(O)=O

InChI Identifier

InChI=1S/C19H30N2O12/c1-8(22)13(17(28)29)21-10-4-19(30,3-9(16(10)31-2)20-5-12(24)25)7-33-18-15(27)14(26)11(23)6-32-18/h4,8,11,13-16,18,21-23,26-27,30H,3,5-7H2,1-2H3,(H,24,25)(H,28,29)

InChI Key

UUYGQNWMNPMULJ-UHFFFAOYSA-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
Nostoc commune	NPAtlas	21813286

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

O-glycosyl compound
Alpha-amino acid or derivatives
Alpha-amino acid
Sugar acid
Short-chain hydroxy acid
Hydroxy fatty acid
Heterocyclic fatty acid
Beta-hydroxy acid
Fatty acyl
Oxane
Monosaccharide
Hydroxy acid
Dicarboxylic acid or derivatives
Tertiary alcohol
Secondary ketimine
Azomethine
Amino acid
Secondary alcohol
Ketimine
Amino acid or derivatives
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Secondary amine
Polyol
Ether
Enamine
Secondary aliphatic amine
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Imine
Carbonyl group
Amine
Alcohol
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	-1.9	ALOGPS
logP	-4	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.3	ChemAxon
pKa (Strongest Basic)	2.25	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	227.83 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	107.35 m³·mol⁻¹	ChemAxon
Polarizability	45.85 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

NPAtlas ID

NPA027630

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

146683909

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 478-Da MAA (NP0010236)

MOL for NP0010236 (478-Da MAA)

3D MOL for NP0010236 (478-Da MAA)

3D SDF for NP0010236 (478-Da MAA)

3D-SDF for NP0010236 (478-Da MAA)

PDB for NP0010236 (478-Da MAA)

3D PDB for NP0010236 (478-Da MAA)

SMILES for NP0010236 (478-Da MAA)

INCHI for NP0010236 (478-Da MAA)

Structure for NP0010236 (478-Da MAA)

3D Structure for NP0010236 (478-Da MAA)