NP-MRD: Showing NP-Card for (e,2z)-n-[(1e,3e,5r)-5-[(2r,4e,6e,10s,11s,12e,14s,18e)-11,14-dihydroxy-10-(c-hydroxycarbonimidoyloxy)-4-methyl-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-2-yl]-3-methylhexa-1,3-dien-1-yl]-3,5-dimethylhexa-2,5-dienimidic acid (NP0246240)

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Record Information

Version

2.0

Created at

2022-09-07 07:38:18 UTC

Updated at

2022-09-07 07:38:18 UTC

NP-MRD ID

NP0246240

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(e,2z)-n-[(1e,3e,5r)-5-[(2r,4e,6e,10s,11s,12e,14s,18e)-11,14-dihydroxy-10-(c-hydroxycarbonimidoyloxy)-4-methyl-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-2-yl]-3-methylhexa-1,3-dien-1-yl]-3,5-dimethylhexa-2,5-dienimidic acid

Description

Palmerolide D belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. (e,2z)-n-[(1e,3e,5r)-5-[(2r,4e,6e,10s,11s,12e,14s,18e)-11,14-dihydroxy-10-(c-hydroxycarbonimidoyloxy)-4-methyl-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-2-yl]-3-methylhexa-1,3-dien-1-yl]-3,5-dimethylhexa-2,5-dienimidic acid is found in Synoicum adareanum. (e,2z)-n-[(1e,3e,5r)-5-[(2r,4e,6e,10s,11s,12e,14s,18e)-11,14-dihydroxy-10-(c-hydroxycarbonimidoyloxy)-4-methyl-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-2-yl]-3-methylhexa-1,3-dien-1-yl]-3,5-dimethylhexa-2,5-dienimidic acid was first documented in 2011 (PMID: 21737286). Based on a literature review very few articles have been published on Palmerolide D.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072209382D          

 45 45  0  0  1  0            999 V2000
    4.3335    9.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7241    8.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5487    8.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2901    7.6653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6807    6.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5053    6.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2467    6.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4221    6.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0315    6.9888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9881    5.5605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3787    4.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9447    4.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3353    3.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1599    3.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9013    2.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2919    1.9772    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1165    1.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.2756    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6825    1.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0731    0.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391   -0.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3840    1.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2086    1.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6427    2.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2520    2.7540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4673    2.0023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
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 18 16  1  6  0  0  0
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 27 32  1  0  0  0  0
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 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 18 45  1  0  0  0  0
M  END

     RDKit          3D

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  7 49  1  0
  7 50  1  0
  6 48  1  6
  4 47  1  0
  2  1  1  0
 45 96  1  1
 46 97  1  0
 44 95  1  0
 43 94  1  0
 41 92  1  1
 42 93  1  0
 40 90  1  0
 40 91  1  0
 39 88  1  0
 39 89  1  0
 38 86  1  0
 38 87  1  0
 37 85  1  0
 36 84  1  0
M  END


  Mrv1652309072209382D          

 45 45  0  0  1  0            999 V2000
    4.3335    9.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7241    8.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5487    8.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2901    7.6653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6807    6.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5053    6.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2467    6.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4221    6.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0315    6.9888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9881    5.5605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3787    4.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9447    4.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3353    3.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1599    3.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9013    2.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2919    1.9772    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1165    1.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.2756    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6825    1.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0731    0.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391   -0.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8977    0.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2883   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8543   -0.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2449   -1.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8109   -2.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9863   -2.3327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5523   -3.0343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7277   -3.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2937   -3.7108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3371   -2.2826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5957   -1.6060    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0297   -0.9044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711   -1.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3805   -0.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5559   -0.8292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1218   -1.5308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1652   -0.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406   -0.0775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0500    0.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3840    1.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2086    1.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6427    2.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2520    2.7540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4673    2.0023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 18 16  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  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  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  1  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 18 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0246240

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](\C=C(/C)\C=C\N=C(\O)/C=C(/C)CC(C)=C)[C@H]1C\C(C)=C\C=C\CC[C@H](OC(O)=N)[C@@H](O)\C=C\[C@@H](O)CCC\C=C\C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C36H52N2O7/c1-25(2)21-28(5)24-34(41)38-20-19-27(4)22-29(6)33-23-26(3)13-9-7-11-15-32(45-36(37)43)31(40)18-17-30(39)14-10-8-12-16-35(42)44-33/h7,9,12-13,16-20,22,24,29-33,39-40H,1,8,10-11,14-15,21,23H2,2-6H3,(H2,37,43)(H,38,41)/b9-7+,16-12+,18-17+,20-19+,26-13+,27-22+,28-24-/t29-,30+,31+,32+,33-/m1/s1

> <INCHI_KEY>
FCKRUGBQFSKMHB-GXWFBVLJSA-N

> <FORMULA>
C36H52N2O7

> <MOLECULAR_WEIGHT>
624.819

> <EXACT_MASS>
624.377452022

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
70.92529786538532

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(E,2Z)-N-[(1E,3E,5R)-5-[(2R,4E,6E,10S,11S,12E,14S,18E)-11,14-dihydroxy-10-(C-hydroxycarbonimidoyloxy)-4-methyl-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-2-yl]-3-methylhexa-1,3-dien-1-yl]-3,5-dimethylhexa-2,5-dienimidic acid

> <JCHEM_LOGP>
4.014855605343434

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
5.4077246544262705

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.091265667556471

> <JCHEM_PKA_STRONGEST_BASIC>
10.935068998870058

> <JCHEM_POLAR_SURFACE_AREA>
152.66000000000003

> <JCHEM_REFRACTIVITY>
195.8665000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(E,2Z)-N-[(1E,3E,5R)-5-[(2R,4E,6E,10S,11S,12E,14S,18E)-11,14-dihydroxy-10-(C-hydroxycarbonimidoyloxy)-4-methyl-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-2-yl]-3-methylhexa-1,3-dien-1-yl]-3,5-dimethylhexa-2,5-dienimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       8.089  16.975   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.818  15.618   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.358  15.571   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.008  14.309   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.737  12.952   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.277  12.905   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.927  11.642   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.388  11.689   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.659  13.046   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       5.578  10.380   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       6.307   9.023   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.497   7.713   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.226   6.357   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.765   6.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.416   5.047   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.145   3.691   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.684   3.644   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   2.381   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.874   2.334   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.603   0.978   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.793  -0.332   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.142   0.931   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.872  -0.425   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.061  -1.735   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.791  -3.091   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.980  -4.401   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.441  -4.354   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.631  -5.664   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.092  -5.617   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0       4.282  -6.927   0.000  0.00  0.00           N+0
HETATM   31  O   UNK     0       4.363  -4.261   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       6.712  -2.998   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       7.522  -1.688   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       5.173  -2.951   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.444  -1.595   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.904  -1.548   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       2.094  -2.858   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       2.175  -0.191   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.636  -0.145   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.093   1.212   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.717   2.521   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.256   2.475   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.066   3.784   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       2.337   5.141   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       4.606   3.738   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   45                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   27   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   18                                                       
MASTER        0    0    0    0    0    0    0    0   45    0   90    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₅₂N₂O₇

Average Mass

624.8190 Da

Monoisotopic Mass

624.37745 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H](\C=C(/C)\C=C\N=C(\O)/C=C(/C)CC(C)=C)[C@H]1C\C(C)=C\C=C\CC[C@H](OC(O)=N)[C@@H](O)\C=C\[C@@H](O)CCC\C=C\C(=O)O1

InChI Identifier

InChI=1S/C36H52N2O7/c1-25(2)21-28(5)24-34(41)38-20-19-27(4)22-29(6)33-23-26(3)13-9-7-11-15-32(45-36(37)43)31(40)18-17-30(39)14-10-8-12-16-35(42)44-33/h7,9,12-13,16-20,22,24,29-33,39-40H,1,8,10-11,14-15,21,23H2,2-6H3,(H2,37,43)(H,38,41)/b9-7+,16-12+,18-17+,20-19+,26-13+,27-22+,28-24-/t29-,30+,31+,32+,33-/m1/s1

InChI Key

FCKRUGBQFSKMHB-GXWFBVLJSA-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
Synoicum adareanum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
N-acyl-amine
Carbamic acid ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxamide group
Carboxylic acid ester
Lactone
Secondary alcohol
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Alcohol
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
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

External Links

HMDB ID

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DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

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KNApSAcK ID

Not Available

Chemspider ID

27025768

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

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METLIN ID

Not Available

PubChem Compound

54764675

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Noguez JH, Diyabalanage TK, Miyata Y, Xie XS, Valeriote FA, Amsler CD, McClintock JB, Baker BJ: Palmerolide macrolides from the Antarctic tunicate Synoicum adareanum. Bioorg Med Chem. 2011 Nov 15;19(22):6608-14. doi: 10.1016/j.bmc.2011.06.004. Epub 2011 Jun 16. [PubMed:21737286 ]
LOTUS database [Link]

Showing NP-Card for (e,2z)-n-[(1e,3e,5r)-5-[(2r,4e,6e,10s,11s,12e,14s,18e)-11,14-dihydroxy-10-(c-hydroxycarbonimidoyloxy)-4-methyl-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-2-yl]-3-methylhexa-1,3-dien-1-yl]-3,5-dimethylhexa-2,5-dienimidic acid (NP0246240)

MOL for NP0246240 ((e,2z)-n-[(1e,3e,5r)-5-[(2r,4e,6e,10s,11s,12e,14s,18e)-11,14-dihydroxy-10-(c-hydroxycarbonimidoyloxy)-4-methyl-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-2-yl]-3-methylhexa-1,3-dien-1-yl]-3,5-dimethylhexa-2,5-dienimidic acid)

3D MOL for NP0246240 ((e,2z)-n-[(1e,3e,5r)-5-[(2r,4e,6e,10s,11s,12e,14s,18e)-11,14-dihydroxy-10-(c-hydroxycarbonimidoyloxy)-4-methyl-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-2-yl]-3-methylhexa-1,3-dien-1-yl]-3,5-dimethylhexa-2,5-dienimidic acid)

3D SDF for NP0246240 ((e,2z)-n-[(1e,3e,5r)-5-[(2r,4e,6e,10s,11s,12e,14s,18e)-11,14-dihydroxy-10-(c-hydroxycarbonimidoyloxy)-4-methyl-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-2-yl]-3-methylhexa-1,3-dien-1-yl]-3,5-dimethylhexa-2,5-dienimidic acid)

3D-SDF for NP0246240 ((e,2z)-n-[(1e,3e,5r)-5-[(2r,4e,6e,10s,11s,12e,14s,18e)-11,14-dihydroxy-10-(c-hydroxycarbonimidoyloxy)-4-methyl-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-2-yl]-3-methylhexa-1,3-dien-1-yl]-3,5-dimethylhexa-2,5-dienimidic acid)

PDB for NP0246240 ((e,2z)-n-[(1e,3e,5r)-5-[(2r,4e,6e,10s,11s,12e,14s,18e)-11,14-dihydroxy-10-(c-hydroxycarbonimidoyloxy)-4-methyl-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-2-yl]-3-methylhexa-1,3-dien-1-yl]-3,5-dimethylhexa-2,5-dienimidic acid)

3D PDB for NP0246240 ((e,2z)-n-[(1e,3e,5r)-5-[(2r,4e,6e,10s,11s,12e,14s,18e)-11,14-dihydroxy-10-(c-hydroxycarbonimidoyloxy)-4-methyl-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-2-yl]-3-methylhexa-1,3-dien-1-yl]-3,5-dimethylhexa-2,5-dienimidic acid)

SMILES for NP0246240 ((e,2z)-n-[(1e,3e,5r)-5-[(2r,4e,6e,10s,11s,12e,14s,18e)-11,14-dihydroxy-10-(c-hydroxycarbonimidoyloxy)-4-methyl-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-2-yl]-3-methylhexa-1,3-dien-1-yl]-3,5-dimethylhexa-2,5-dienimidic acid)

INCHI for NP0246240 ((e,2z)-n-[(1e,3e,5r)-5-[(2r,4e,6e,10s,11s,12e,14s,18e)-11,14-dihydroxy-10-(c-hydroxycarbonimidoyloxy)-4-methyl-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-2-yl]-3-methylhexa-1,3-dien-1-yl]-3,5-dimethylhexa-2,5-dienimidic acid)

Structure for NP0246240 ((e,2z)-n-[(1e,3e,5r)-5-[(2r,4e,6e,10s,11s,12e,14s,18e)-11,14-dihydroxy-10-(c-hydroxycarbonimidoyloxy)-4-methyl-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-2-yl]-3-methylhexa-1,3-dien-1-yl]-3,5-dimethylhexa-2,5-dienimidic acid)

3D Structure for NP0246240 ((e,2z)-n-[(1e,3e,5r)-5-[(2r,4e,6e,10s,11s,12e,14s,18e)-11,14-dihydroxy-10-(c-hydroxycarbonimidoyloxy)-4-methyl-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-2-yl]-3-methylhexa-1,3-dien-1-yl]-3,5-dimethylhexa-2,5-dienimidic acid)