NP-MRD: Showing NP-Card for [(1z,4s,5s,6r,7e,9e,11e)-6-hydroxy-1-[(2r,3s)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxysulfonic acid (NP0289158)

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Record Information

Version

2.0

Created at

2022-09-09 19:12:58 UTC

Updated at

2022-09-09 19:12:59 UTC

NP-MRD ID

NP0289158

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1z,4s,5s,6r,7e,9e,11e)-6-hydroxy-1-[(2r,3s)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxysulfonic acid

Description

{[(4S,5S,6R,7E,9E,11E)-6-hydroxy-1-[(2R,3S)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxy}sulfonic acid belongs to the class of organic compounds known as dihydropyranones. Dihydropyranones are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond. [(1z,4s,5s,6r,7e,9e,11e)-6-hydroxy-1-[(2r,3s)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxysulfonic acid is found in Streptomyces roseiscleroticus. Based on a literature review very few articles have been published on {[(4S,5S,6R,7E,9E,11E)-6-hydroxy-1-[(2R,3S)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxy}sulfonic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092221122D          

 32 32  0  0  1  0            999 V2000
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.8250    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   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.1473   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.8618   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.2907   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.4341   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.2907   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.7032   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8782    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052    0.8250    0.0000 O   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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  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  2  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  6  0  0  0
 16 28  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  2  0  0  0  0
 29 32  1  0  0  0  0
M  END

     RDKit          3D

 66 66  0  0  0  0  0  0  0  0999 V2000
   -7.4402    2.3686    2.6160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2719    2.5140    1.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7553    1.1959    0.8206 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2639   -0.7699   -1.1361 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4464   -1.6338   -1.4606 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7949   -1.3505   -2.7771 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6409   -1.2021   -0.6002 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8724    0.2605   -1.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8463   -2.0268   -0.9240 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0764   -1.6566   -0.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8596   -1.8411    1.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9512   -0.9499    2.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3019    0.4454    2.0474 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0746    0.7675    0.9401 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5558    2.0752    0.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6103    2.3968    0.2388 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7666    3.0673    1.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6775    2.7763    2.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1688    1.4028    2.3361 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6530    1.0721    3.5943 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1140   -1.9504   -2.2689 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0593   -3.4432   -3.0280 S   0  0  0  0  0  6  0  0  0  0  0  0
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    3.1355   -4.3750   -2.3179 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6132   -4.1111   -3.1396 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.3556    2.3077    2.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7206    3.0991    0.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1784    3.1102    1.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4849    0.7163    1.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3138    1.4460   -0.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0205   -0.0336    1.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0962   -0.6518    0.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4450    1.1197   -1.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3775    1.8884   -0.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9557   -0.9815   -1.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2076    1.2644   -0.4166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5648   -1.6038   -1.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8973    0.6939   -0.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1902   -2.1630   -1.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3783    0.2226   -0.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1958   -2.6956   -1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9765   -1.0866   -3.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3169   -1.2243    0.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7686    0.3778   -2.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9197    0.5001   -0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2327    0.9630   -0.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5759   -3.1063   -0.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4981   -0.7546   -0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5784   -2.8957    1.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
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  6  7  2  0
  7  8  1  0
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 29 30  2  0
 29 31  2  0
 26 20  1  0
  1 33  1  0
  1 34  1  0
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  4 40  1  0
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 11 49  1  0
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 13 51  1  0
 14 52  1  1
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 15 54  1  0
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 16 56  1  1
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 25 63  1  0
 26 64  1  6
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 32 66  1  0
M  END


  Mrv1652309092221122D          

 32 32  0  0  1  0            999 V2000
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.8250    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   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.1473   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   19.2907   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.4341   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.2907   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.7032   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8782    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052    0.8250    0.0000 O   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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
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 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
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 22 24  1  0  0  0  0
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 25 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  6  0  0  0
 16 28  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  2  0  0  0  0
 29 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0289158

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C23H34O8S/c1-3-4-5-6-7-8-9-10-11-13-19(24)18(2)21(31-32(27,28)29)14-12-15-22-20(25)16-17-23(26)30-22/h7-13,15-22,24-25H,3-6,14H2,1-2H3,(H,27,28,29)/b8-7+,10-9+,13-11+,15-12-/t18-,19+,20-,21-,22+/m0/s1

> <INCHI_KEY>
GGSVZPLREMJSBU-KVVTYBRGSA-N

> <FORMULA>
C23H34O8S

> <MOLECULAR_WEIGHT>
470.58

> <EXACT_MASS>
470.197439229

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
50.665612036826964

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{[(1Z,4S,5S,6R,7E,9E,11E)-6-hydroxy-1-[(2R,3S)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxy}sulfonic acid

> <JCHEM_LOGP>
2.601593034728146

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.61862677735649

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.5061061716200568

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0207458904168307

> <JCHEM_POLAR_SURFACE_AREA>
130.35999999999999

> <JCHEM_REFRACTIVITY>
127.02969999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(1Z,4S,5S,6R,7E,9E,11E)-6-hydroxy-1-[(2R,3S)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxysulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      17.338  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.672  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.005  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.339  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.673  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.006  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.340  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.674  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      28.007  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.341  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.675  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      32.008  -1.540   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      32.008  -0.000   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      33.342  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      33.342  -3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      34.676  -1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      36.009  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      37.343  -1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      38.677  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      38.677  -3.850   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      40.010  -4.620   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      40.010  -6.160   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      41.344  -6.930   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      38.677  -6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      37.343  -6.160   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      37.343  -4.620   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      36.009  -3.850   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      34.676  -0.000   0.000  0.00  0.00           O+0
HETATM   29  S   UNK     0      36.009   0.770   0.000  0.00  0.00           S+0
HETATM   30  O   UNK     0      36.779  -0.564   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      35.239   2.104   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      37.343   1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   28                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   20   27                                                  
CONECT   27   26                                                            
CONECT   28   16   29                                                       
CONECT   29   28   30   31   32                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   29                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   64    0
END

View in JSmol

Synonyms

Value	Source
{[(4S,5S,6R,7E,9E,11E)-6-hydroxy-1-[(2R,3S)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxy}sulfonate	Generator
{[(4S,5S,6R,7E,9E,11E)-6-hydroxy-1-[(2R,3S)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxy}sulphonate	Generator
{[(4S,5S,6R,7E,9E,11E)-6-hydroxy-1-[(2R,3S)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxy}sulphonic acid	Generator

Chemical Formula

C₂₃H₃₄O₈S

Average Mass

470.5800 Da

Monoisotopic Mass

470.19744 Da

IUPAC Name

{[(1Z,4S,5S,6R,7E,9E,11E)-6-hydroxy-1-[(2R,3S)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxy}sulfonic acid

Traditional Name

[(1Z,4S,5S,6R,7E,9E,11E)-6-hydroxy-1-[(2R,3S)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxysulfonic acid

CAS Registry Number

Not Available

SMILES

CCCCC\C=C\C=C\C=C\[C@@H](O)[C@H](C)[C@H](C\C=C/[C@H]1OC(=O)C=C[C@@H]1O)OS(O)(=O)=O

InChI Identifier

InChI=1S/C23H34O8S/c1-3-4-5-6-7-8-9-10-11-13-19(24)18(2)21(31-32(27,28)29)14-12-15-22-20(25)16-17-23(26)30-22/h7-13,15-22,24-25H,3-6,14H2,1-2H3,(H,27,28,29)/b8-7+,10-9+,13-11+,15-12-/t18-,19+,20-,21-,22+/m0/s1

InChI Key

GGSVZPLREMJSBU-KVVTYBRGSA-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
Streptomyces roseiscleroticus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydropyranones. Dihydropyranones are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrans

Sub Class

Pyranones and derivatives

Direct Parent

Dihydropyranones

Alternative Parents

Substituents

Dihydropyranone
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Organic sulfuric acid or derivatives
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	2.6	ChemAxon
pKa (Strongest Acidic)	-1.5	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130.36 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	127.03 m³·mol⁻¹	ChemAxon
Polarizability	50.67 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

163057673

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1z,4s,5s,6r,7e,9e,11e)-6-hydroxy-1-[(2r,3s)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxysulfonic acid (NP0289158)

MOL for NP0289158 ([(1z,4s,5s,6r,7e,9e,11e)-6-hydroxy-1-[(2r,3s)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxysulfonic acid)

3D MOL for NP0289158 ([(1z,4s,5s,6r,7e,9e,11e)-6-hydroxy-1-[(2r,3s)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxysulfonic acid)

3D SDF for NP0289158 ([(1z,4s,5s,6r,7e,9e,11e)-6-hydroxy-1-[(2r,3s)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxysulfonic acid)

3D-SDF for NP0289158 ([(1z,4s,5s,6r,7e,9e,11e)-6-hydroxy-1-[(2r,3s)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxysulfonic acid)

PDB for NP0289158 ([(1z,4s,5s,6r,7e,9e,11e)-6-hydroxy-1-[(2r,3s)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxysulfonic acid)

3D PDB for NP0289158 ([(1z,4s,5s,6r,7e,9e,11e)-6-hydroxy-1-[(2r,3s)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxysulfonic acid)

SMILES for NP0289158 ([(1z,4s,5s,6r,7e,9e,11e)-6-hydroxy-1-[(2r,3s)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxysulfonic acid)

INCHI for NP0289158 ([(1z,4s,5s,6r,7e,9e,11e)-6-hydroxy-1-[(2r,3s)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxysulfonic acid)

Structure for NP0289158 ([(1z,4s,5s,6r,7e,9e,11e)-6-hydroxy-1-[(2r,3s)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxysulfonic acid)

3D Structure for NP0289158 ([(1z,4s,5s,6r,7e,9e,11e)-6-hydroxy-1-[(2r,3s)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-5-methylheptadeca-1,7,9,11-tetraen-4-yl]oxysulfonic acid)