NP-MRD: Showing NP-Card for 12-(4-{[1,2-dihydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)ethylidene]amino}-8-methoxy-7,7-dimethyl-hexahydropyrano[3,2-d][1,3]dioxin-6-yl)-11-hydroxydodeca-2,4,6-trienoic acid (NP0186291)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-09-04 02:05:17 UTC

Updated at

2022-09-04 02:05:17 UTC

NP-MRD ID

NP0186291

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-(4-{[1,2-dihydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)ethylidene]amino}-8-methoxy-7,7-dimethyl-hexahydropyrano[3,2-d][1,3]dioxin-6-yl)-11-hydroxydodeca-2,4,6-trienoic acid

Description

12-(4-{[1,2-Dihydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)ethylidene]amino}-8-methoxy-7,7-dimethyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl)-11-hydroxydodeca-2,4,6-trienoic acid belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. 12-(4-{[1,2-dihydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)ethylidene]amino}-8-methoxy-7,7-dimethyl-hexahydropyrano[3,2-d][1,3]dioxin-6-yl)-11-hydroxydodeca-2,4,6-trienoic acid is found in Theonella swinhoei. 12-(4-{[1,2-Dihydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)ethylidene]amino}-8-methoxy-7,7-dimethyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl)-11-hydroxydodeca-2,4,6-trienoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261513512D          

 44 46  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6704    3.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0454    3.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5151    3.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7027    3.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7973    4.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2670    5.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6098    4.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8919    5.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1401    4.0752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416   -2.3784    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  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 14 23  1  0  0  0  0
  8 24  1  0  0  0  0
  4 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 33 32  1  4  0  0  0
 33 34  2  0  0  0  0
 35 34  1  4  0  0  0
 35 36  2  0  0  0  0
 37 36  1  4  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 26 42  1  0  0  0  0
  3 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
M  END

     RDKit          3D

 93 95  0  0  0  0  0  0  0  0999 V2000
   -7.9760   -2.1101   -1.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8304   -1.7736    0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4873   -1.4451    0.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5246    0.0251    1.1832 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1883    0.7558    0.0343 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5081    0.3381    2.2404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8327   -0.3002    3.4596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1275   -0.0278    1.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4828   -0.7561    2.7100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4779    0.3913    0.7347 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0849   -0.0117    0.4592 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1242   -0.9473   -0.5175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3755   -0.7875   -1.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5418    0.4658   -2.1304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1116    1.4777   -1.2697 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2046    1.2128    0.1629 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1350    1.1542    0.9627 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1508    1.4069    0.4759 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8986    0.1903    0.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2969   -0.0271    0.1944 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6357   -1.4038    0.6212 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4518   -0.2038   -1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8590   -0.3912   -1.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5935   -1.5647   -1.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9508   -1.5429   -1.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0219   -1.4483   -1.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3232   -1.4249   -1.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4708   -1.3280   -1.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6736   -1.2246    0.2851 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8933   -1.1223    0.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1129   -1.0188    2.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1695   -1.0204    3.0247 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4040   -0.9140    2.6824 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713    2.3741   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3146    3.0587   -1.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2082    3.5543   -0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2958    1.8399   -1.7604 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2218    2.7542   -2.8037 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7118    2.2459   -3.9937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7937    0.4090    1.5780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5122   -0.6370    2.1529 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.7468   -0.0450    2.8229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9513   -1.6743    1.1648 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.9719   -3.0459    1.8094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2725   -2.2604   -1.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8528   -2.4098   -2.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7113   -1.6410    0.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4208   -2.0973    1.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0199    1.0904   -0.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5447    1.4261    2.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2921    0.3480    4.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8929    0.9919   -0.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7269   -0.5434    1.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7123   -1.5055   -2.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2633   -0.9313   -1.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7476    2.3378   -1.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8373    2.0573    0.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5606    2.0765    1.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9177   -0.0601    1.7370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3009   -0.7492    0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0300    0.5680    0.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183   -2.0141    0.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8696   -1.1396   -1.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0167    0.5863   -1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8508   -0.3703   -2.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4438    0.5319   -1.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7686   -1.5084   -0.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0478   -2.5010   -1.4733 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0211   -1.6030   -2.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9729   -1.3864   -0.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3454   -1.5042   -2.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3736   -1.3316   -1.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7866   -1.2387    0.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7475   -1.1104    0.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8771   -0.0102    2.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2799    3.2953   -2.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3715    4.0877   -0.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2629    2.5953   -0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7917    4.5125   -0.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0453    3.4112    1.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6740    3.7244   -0.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7839    0.9326   -2.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6164    3.0400   -4.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7590    1.8857   -3.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1219    1.3377   -4.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8807   -1.1616    2.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4947    0.4690    3.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4815   -0.8831    3.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2253    0.6756    2.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8884   -1.4676    0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9212   -3.3080    2.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2655   -3.7644    0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5964   -3.1295    2.6947 H   0  0  0  0  0  0  0  0  0  0  0  0
 39 38  1  0
 38 37  1  0
 37 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  2  0
  8  6  1  0
  6  7  1  0
  6  4  1  0
  4  5  1  6
  4  3  1  0
  3  2  1  0
  2  1  2  3
  2 43  1  0
 43 44  1  0
 43 41  1  0
 41 42  1  0
 41 40  1  0
 11 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 33  1  0
 31 32  2  0
 18 34  1  0
 34 35  1  0
 34 36  1  0
 34 37  1  0
 16 15  1  0
 40  4  1  0
 39 83  1  0
 39 84  1  0
 39 85  1  0
 37 82  1  6
 15 56  1  1
 13 54  1  0
 13 55  1  0
 11 53  1  1
 10 52  1  0
  6 50  1  1
  7 51  1  0
  5 49  1  0
  3 47  1  0
  3 48  1  0
  1 45  1  0
  1 46  1  0
 43 90  1  6
 44 91  1  0
 44 92  1  0
 44 93  1  0
 41 86  1  1
 42 87  1  0
 42 88  1  0
 42 89  1  0
 16 57  1  1
 18 58  1  1
 19 59  1  0
 19 60  1  0
 20 61  1  1
 21 62  1  0
 22 63  1  0
 22 64  1  0
 23 65  1  0
 23 66  1  0
 24 67  1  0
 24 68  1  0
 25 69  1  0
 26 70  1  0
 27 71  1  0
 28 72  1  0
 29 73  1  0
 30 74  1  0
 33 75  1  0
 35 76  1  0
 35 77  1  0
 35 78  1  0
 36 79  1  0
 36 80  1  0
 36 81  1  0
M  END


  Mrv1533004261513512D          

 44 46  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6704    3.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0454    3.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5151    3.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7027    3.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7973    4.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2670    5.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6098    4.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8919    5.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1401    4.0752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416   -2.3784    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  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 14 23  1  0  0  0  0
  8 24  1  0  0  0  0
  4 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 33 32  1  4  0  0  0
 33 34  2  0  0  0  0
 35 34  1  4  0  0  0
 35 36  2  0  0  0  0
 37 36  1  4  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 26 42  1  0  0  0  0
  3 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0186291

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1C2OCOC(NC(=O)C(O)C3(O)CC(=C)C(C)C(C)O3)C2OC(CC(O)CCCC=CC=CC=CC(O)=O)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C32H49NO11/c1-19-17-32(39,44-21(3)20(19)2)27(37)29(38)33-30-26-25(41-18-42-30)28(40-6)31(4,5)23(43-26)16-22(34)14-12-10-8-7-9-11-13-15-24(35)36/h7-9,11,13,15,20-23,25-28,30,34,37,39H,1,10,12,14,16-18H2,2-6H3,(H,33,38)(H,35,36)

> <INCHI_KEY>
QPHOHCQTHAELEF-UHFFFAOYSA-N

> <FORMULA>
C32H49NO11

> <MOLECULAR_WEIGHT>
623.74

> <EXACT_MASS>
623.330561402

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
67.09334336470639

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11-hydroxy-12-{4-[2-hydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)acetamido]-8-methoxy-7,7-dimethyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl}dodeca-2,4,6-trienoic acid

> <ALOGPS_LOGP>
2.78

> <JCHEM_LOGP>
2.748762433333332

> <ALOGPS_LOGS>
-4.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.644440457011894

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.878773231212062

> <JCHEM_PKA_STRONGEST_BASIC>
-2.721804768651892

> <JCHEM_POLAR_SURFACE_AREA>
173.23999999999998

> <JCHEM_REFRACTIVITY>
162.44900000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.92e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-hydroxy-12-{4-[2-hydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)acetamido]-8-methoxy-7,7-dimethyl-hexahydropyrano[3,2-d][1,3]dioxin-6-yl}dodeca-2,4,6-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.851   5.893   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.818   5.893   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.828   7.072   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.312   6.805   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.355   8.519   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.365   9.699   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.872   8.787   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.398  10.234   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.861   7.607   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      17.338  -2.310   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      18.672  -3.080   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      20.005  -2.310   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      21.339  -3.080   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      20.005  -0.770   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.390  -4.440   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       1.944  -4.440   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   42                                                  
CONECT    4    3    5   24                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   24                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16   23                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   14                                                       
CONECT   24    8    4   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   42                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   26    3   43   44                                             
CONECT   43   42                                                            
CONECT   44   42                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

View in JSmol

Synonyms

Value	Source
12-(4-{[1,2-dihydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)ethylidene]amino}-8-methoxy-7,7-dimethyl-hexahydro-2H-pyrano[3,2-D][1,3]dioxin-6-yl)-11-hydroxydodeca-2,4,6-trienoate	Generator

Chemical Formula

C₃₂H₄₉NO₁₁

Average Mass

623.7400 Da

Monoisotopic Mass

623.33056 Da

IUPAC Name

11-hydroxy-12-{4-[2-hydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)acetamido]-8-methoxy-7,7-dimethyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl}dodeca-2,4,6-trienoic acid

Traditional Name

11-hydroxy-12-{4-[2-hydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)acetamido]-8-methoxy-7,7-dimethyl-hexahydropyrano[3,2-d][1,3]dioxin-6-yl}dodeca-2,4,6-trienoic acid

CAS Registry Number

Not Available

SMILES

COC1C2OCOC(NC(=O)C(O)C3(O)CC(=C)C(C)C(C)O3)C2OC(CC(O)CCCC=CC=CC=CC(O)=O)C1(C)C

InChI Identifier

InChI=1S/C32H49NO11/c1-19-17-32(39,44-21(3)20(19)2)27(37)29(38)33-30-26-25(41-18-42-30)28(40-6)31(4,5)23(43-26)16-22(34)14-12-10-8-7-9-11-13-15-24(35)36/h7-9,11,13,15,20-23,25-28,30,34,37,39H,1,10,12,14,16-18H2,2-6H3,(H,33,38)(H,35,36)

InChI Key

QPHOHCQTHAELEF-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, 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
Theonella swinhoei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Pyranodioxin
Amino fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Meta-dioxane
Unsaturated fatty acid
Oxane
Monosaccharide
Carboxamide group
Hemiacetal
Secondary carboxylic acid amide
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organopnictogen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	2.78	ALOGPS
logP	2.75	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	4.88	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	173.24 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	162.45 m³·mol⁻¹	ChemAxon
Polarizability	67.09 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73108276

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 12-(4-{[1,2-dihydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)ethylidene]amino}-8-methoxy-7,7-dimethyl-hexahydropyrano[3,2-d][1,3]dioxin-6-yl)-11-hydroxydodeca-2,4,6-trienoic acid (NP0186291)

MOL for NP0186291 (12-(4-{[1,2-dihydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)ethylidene]amino}-8-methoxy-7,7-dimethyl-hexahydropyrano[3,2-d][1,3]dioxin-6-yl)-11-hydroxydodeca-2,4,6-trienoic acid)

3D MOL for NP0186291 (12-(4-{[1,2-dihydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)ethylidene]amino}-8-methoxy-7,7-dimethyl-hexahydropyrano[3,2-d][1,3]dioxin-6-yl)-11-hydroxydodeca-2,4,6-trienoic acid)

3D SDF for NP0186291 (12-(4-{[1,2-dihydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)ethylidene]amino}-8-methoxy-7,7-dimethyl-hexahydropyrano[3,2-d][1,3]dioxin-6-yl)-11-hydroxydodeca-2,4,6-trienoic acid)

3D-SDF for NP0186291 (12-(4-{[1,2-dihydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)ethylidene]amino}-8-methoxy-7,7-dimethyl-hexahydropyrano[3,2-d][1,3]dioxin-6-yl)-11-hydroxydodeca-2,4,6-trienoic acid)

PDB for NP0186291 (12-(4-{[1,2-dihydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)ethylidene]amino}-8-methoxy-7,7-dimethyl-hexahydropyrano[3,2-d][1,3]dioxin-6-yl)-11-hydroxydodeca-2,4,6-trienoic acid)

3D PDB for NP0186291 (12-(4-{[1,2-dihydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)ethylidene]amino}-8-methoxy-7,7-dimethyl-hexahydropyrano[3,2-d][1,3]dioxin-6-yl)-11-hydroxydodeca-2,4,6-trienoic acid)

SMILES for NP0186291 (12-(4-{[1,2-dihydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)ethylidene]amino}-8-methoxy-7,7-dimethyl-hexahydropyrano[3,2-d][1,3]dioxin-6-yl)-11-hydroxydodeca-2,4,6-trienoic acid)

INCHI for NP0186291 (12-(4-{[1,2-dihydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)ethylidene]amino}-8-methoxy-7,7-dimethyl-hexahydropyrano[3,2-d][1,3]dioxin-6-yl)-11-hydroxydodeca-2,4,6-trienoic acid)

Structure for NP0186291 (12-(4-{[1,2-dihydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)ethylidene]amino}-8-methoxy-7,7-dimethyl-hexahydropyrano[3,2-d][1,3]dioxin-6-yl)-11-hydroxydodeca-2,4,6-trienoic acid)

3D Structure for NP0186291 (12-(4-{[1,2-dihydroxy-2-(2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl)ethylidene]amino}-8-methoxy-7,7-dimethyl-hexahydropyrano[3,2-d][1,3]dioxin-6-yl)-11-hydroxydodeca-2,4,6-trienoic acid)