NP-MRD: Showing NP-Card for (1r,2s,5s,6s,9s,11r,12s,13s,14r)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0¹,¹⁵.0²,¹².0⁵,¹¹.0⁹,¹¹]henicos-19-en-13-yl 3-methylbutanoate (NP0244839)

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Record Information

Version

2.0

Created at

2022-09-07 05:43:27 UTC

Updated at

2022-09-07 05:43:28 UTC

NP-MRD ID

NP0244839

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2s,5s,6s,9s,11r,12s,13s,14r)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0¹,¹⁵.0²,¹².0⁵,¹¹.0⁹,¹¹]henicos-19-en-13-yl 3-methylbutanoate

Description

(1R,2S,5S,6R,9S,11R,12S,13S,14R)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0¹,¹⁵.0²,¹².0⁵,¹¹.0⁹,¹¹]Henicos-19-en-13-yl 3-methylbutanoate belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. (1r,2s,5s,6s,9s,11r,12s,13s,14r)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0¹,¹⁵.0²,¹².0⁵,¹¹.0⁹,¹¹]henicos-19-en-13-yl 3-methylbutanoate is found in Atalantia buxifolia. Based on a literature review very few articles have been published on (1R,2S,5S,6R,9S,11R,12S,13S,14R)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0¹,¹⁵.0²,¹².0⁵,¹¹.0⁹,¹¹]Henicos-19-en-13-yl 3-methylbutanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072207432D          

 40 46  0  0  1  0            999 V2000
    1.6702    4.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1899    4.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046    4.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8948    3.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4145    2.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292    2.9831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1194    2.0830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6390    1.4423    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4538    1.5719    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7489    2.3423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9735    0.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4492    0.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3161    1.5301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0478    0.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6680   -0.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6784    0.1607    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3199   -0.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0115    0.0919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7974    0.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1003    0.2828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3249    1.6940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  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  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
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 14 15  2  0  0  0  0
 16 15  1  1  0  0  0
 11 16  1  0  0  0  0
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 11 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
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 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
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 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 28 32  2  0  0  0  0
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 25 38  1  0  0  0  0
 38 39  1  0  0  0  0
  8 39  1  0  0  0  0
 22 39  1  0  0  0  0
 39 40  1  1  0  0  0
M  END

     RDKit          3D

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   -1.6636    1.1954   -0.6172 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7398   -0.6714    1.6847 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2916   -0.0521   -0.9527 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2523    0.4599   -2.4127 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309072207432D          

 40 46  0  0  1  0            999 V2000
    1.6702    4.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1899    4.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046    4.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8948    3.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4145    2.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292    2.9831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1194    2.0830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6390    1.4423    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4538    1.5719    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7489    2.3423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6680   -0.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7974    0.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5642    1.1929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9343    1.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8636    0.0311    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5685   -0.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7538   -0.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2341   -0.2283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9391   -0.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4194   -0.3579    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1243   -1.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5742   -1.8199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0554   -2.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150   -2.1664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724   -1.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1003    0.2828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1948    1.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3249    1.6940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0096    1.1829    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1724    1.2763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292    0.5422    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3440    0.6718    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8243    1.3126    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 15  1  1  0  0  0
 11 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
 11 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 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
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 28 32  2  0  0  0  0
 27 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  1  0  0  0
 38 37  1  1  0  0  0
 36 38  1  0  0  0  0
 25 38  1  0  0  0  0
 38 39  1  0  0  0  0
  8 39  1  0  0  0  0
 22 39  1  0  0  0  0
 39 40  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0244839

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(=O)O[C@@H]1[C@H](O)C23C(=O)C=C[C@@]2(COC3(C)C)[C@@H]2CC[C@@]3(C)[C@@H](OC(=O)[C@H]4O[C@@]34[C@]12C)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C31H38O9/c1-16(2)13-20(33)38-23-21(34)30-19(32)8-11-29(30,15-37-26(30,3)4)18-7-10-27(5)22(17-9-12-36-14-17)39-25(35)24-31(27,40-24)28(18,23)6/h8-9,11-12,14,16,18,21-24,34H,7,10,13,15H2,1-6H3/t18-,21+,22+,23-,24-,27+,28+,29-,30?,31-/m1/s1

> <INCHI_KEY>
UXWZSYLQGDNSBZ-MHXSDDHISA-N

> <FORMULA>
C31H38O9

> <MOLECULAR_WEIGHT>
554.636

> <EXACT_MASS>
554.251582804

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
56.18056669841906

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,5S,6R,9S,11R,12S,13S,14R)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0^{1,15}.0^{2,12}.0^{5,11}.0^{9,11}]henicos-19-en-13-yl 3-methylbutanoate

> <JCHEM_LOGP>
3.3788369649999987

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.407076598486348

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8507241240499175

> <JCHEM_POLAR_SURFACE_AREA>
124.80000000000001

> <JCHEM_REFRACTIVITY>
139.92370000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5S,6R,9S,11R,12S,13S,14R)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0^{1,15}.0^{2,12}.0^{5,11}.0^{9,11}]henicos-19-en-13-yl 3-methylbutanoate

> <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       3.118   9.157   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.088   7.961   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.609   8.203   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.537   6.522   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.507   5.326   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.028   5.568   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       3.956   3.888   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.926   2.692   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.447   2.934   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.998   4.372   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.417   1.738   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.305   1.727   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.923   2.856   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       9.423   0.821   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.714  -0.736   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.866   0.300   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.064  -0.668   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.355   0.171   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.955   1.659   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.387   2.227   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.211   3.177   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.345   0.058   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.795  -1.380   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.274  -1.622   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.304  -0.426   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.753  -1.864   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.783  -0.668   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.232  -2.106   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.072  -3.397   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.103  -4.595   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.335  -4.044   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -1.255  -2.506   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -0.187   0.528   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.364   1.966   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -0.606   3.162   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.884   2.208   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       4.055   2.382   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       2.855   1.012   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.375   1.254   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       3.405   2.450   0.000  0.00  0.00           C+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   39                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16   19                                             
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   17   22                                             
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   11   20   21                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   16   23   39                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   38                                             
CONECT   26   25                                                            
CONECT   27   25   28   33                                                  
CONECT   28   27   29   32                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   28                                                       
CONECT   33   27   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   38                                                  
CONECT   37   36   38                                                       
CONECT   38   37   36   25   39                                             
CONECT   39   38    8   22   40                                             
CONECT   40   39                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   92    0
END

View in JSmol

Synonyms

Value	Source
(1R,2S,5S,6R,9S,11R,12S,13S,14R)-6-(Furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0,.0,.0,.0,]henicos-19-en-13-yl 3-methylbutanoic acid	Generator

Chemical Formula

C₃₁H₃₈O₉

Average Mass

554.6360 Da

Monoisotopic Mass

554.25158 Da

IUPAC Name

(1R,2S,5S,6R,9S,11R,12S,13S,14R)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0^{1,15}.0^{2,12}.0^{5,11}.0^{9,11}]henicos-19-en-13-yl 3-methylbutanoate

Traditional Name

(1R,2S,5S,6R,9S,11R,12S,13S,14R)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0^{1,15}.0^{2,12}.0^{5,11}.0^{9,11}]henicos-19-en-13-yl 3-methylbutanoate

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)O[C@@H]1[C@H](O)C23C(=O)C=C[C@@]2(COC3(C)C)[C@@H]2CC[C@@]3(C)[C@@H](OC(=O)[C@H]4O[C@@]34[C@]12C)C1=COC=C1

InChI Identifier

InChI=1S/C31H38O9/c1-16(2)13-20(33)38-23-21(34)30-19(32)8-11-29(30,15-37-26(30,3)4)18-7-10-27(5)22(17-9-12-36-14-17)39-25(35)24-31(27,40-24)28(18,23)6/h8-9,11-12,14,16,18,21-24,34H,7,10,13,15H2,1-6H3/t18-,21+,22+,23-,24-,27+,28+,29-,30?,31-/m1/s1

InChI Key

UXWZSYLQGDNSBZ-MHXSDDHISA-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
Atalantia buxifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Steroid lactone
18-oxosteroid
2-oxosteroid
Oxosteroid
Steroid
Naphthopyran
Naphthalene
Delta_valerolactone
Fatty acid ester
Dioxepane
Delta valerolactone
1,4-dioxepane
Pyran
Oxane
Dicarboxylic acid or derivatives
Heteroaromatic compound
Tetrahydrofuran
Furan
Cyclic alcohol
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.38	ChemAxon
pKa (Strongest Acidic)	13.41	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	124.8 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	139.92 m³·mol⁻¹	ChemAxon
Polarizability	56.18 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163188506

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2s,5s,6s,9s,11r,12s,13s,14r)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0¹,¹⁵.0²,¹².0⁵,¹¹.0⁹,¹¹]henicos-19-en-13-yl 3-methylbutanoate (NP0244839)

MOL for NP0244839 ((1r,2s,5s,6s,9s,11r,12s,13s,14r)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0¹,¹⁵.0²,¹².0⁵,¹¹.0⁹,¹¹]henicos-19-en-13-yl 3-methylbutanoate)

3D MOL for NP0244839 ((1r,2s,5s,6s,9s,11r,12s,13s,14r)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0¹,¹⁵.0²,¹².0⁵,¹¹.0⁹,¹¹]henicos-19-en-13-yl 3-methylbutanoate)

3D SDF for NP0244839 ((1r,2s,5s,6s,9s,11r,12s,13s,14r)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0¹,¹⁵.0²,¹².0⁵,¹¹.0⁹,¹¹]henicos-19-en-13-yl 3-methylbutanoate)

3D-SDF for NP0244839 ((1r,2s,5s,6s,9s,11r,12s,13s,14r)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0¹,¹⁵.0²,¹².0⁵,¹¹.0⁹,¹¹]henicos-19-en-13-yl 3-methylbutanoate)

PDB for NP0244839 ((1r,2s,5s,6s,9s,11r,12s,13s,14r)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0¹,¹⁵.0²,¹².0⁵,¹¹.0⁹,¹¹]henicos-19-en-13-yl 3-methylbutanoate)

3D PDB for NP0244839 ((1r,2s,5s,6s,9s,11r,12s,13s,14r)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0¹,¹⁵.0²,¹².0⁵,¹¹.0⁹,¹¹]henicos-19-en-13-yl 3-methylbutanoate)

SMILES for NP0244839 ((1r,2s,5s,6s,9s,11r,12s,13s,14r)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0¹,¹⁵.0²,¹².0⁵,¹¹.0⁹,¹¹]henicos-19-en-13-yl 3-methylbutanoate)

INCHI for NP0244839 ((1r,2s,5s,6s,9s,11r,12s,13s,14r)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0¹,¹⁵.0²,¹².0⁵,¹¹.0⁹,¹¹]henicos-19-en-13-yl 3-methylbutanoate)

Structure for NP0244839 ((1r,2s,5s,6s,9s,11r,12s,13s,14r)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0¹,¹⁵.0²,¹².0⁵,¹¹.0⁹,¹¹]henicos-19-en-13-yl 3-methylbutanoate)

3D Structure for NP0244839 ((1r,2s,5s,6s,9s,11r,12s,13s,14r)-6-(furan-3-yl)-14-hydroxy-5,12,16,16-tetramethyl-8,21-dioxo-7,10,17-trioxahexacyclo[13.3.3.0¹,¹⁵.0²,¹².0⁵,¹¹.0⁹,¹¹]henicos-19-en-13-yl 3-methylbutanoate)