NP-MRD: Showing NP-Card for 9-hydroxy-8-epihastatoside (NP0038945)

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Record Information

Version

2.0

Created at

2021-06-20 21:30:18 UTC

Updated at

2021-06-30 00:12:00 UTC

NP-MRD ID

NP0038945

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9-hydroxy-8-epihastatoside

Provided By

JEOL Database JEOL Logo

Description

1Alpha-(beta-D-Glucopyranosyloxy)-1,4a,5,6,7,7aalpha-hexahydro-4aalpha,7aalpha-dihydroxy-7beta-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester belongs to the class of organic compounds known as iridoid o-glycosides. These are iridoid monoterpenes containing a glycosyl (usually a pyranosyl) moiety linked to the iridoid skeleton. 9-hydroxy-8-epihastatoside is found in Junellia seriphioides (Verbenaceae). 9-hydroxy-8-epihastatoside was first documented in 2000 (Franzyk, H., et al.). Based on a literature review very few articles have been published on 1alpha-(beta-D-Glucopyranosyloxy)-1,4a,5,6,7,7aalpha-hexahydro-4aalpha,7aalpha-dihydroxy-7beta-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123303D          

 53 55  0  0  0  0            999 V2000
    4.3372   -2.5369   -2.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2136   -2.1657   -2.1844 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4873   -1.2164   -1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5770   -0.6965   -1.0577 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834   -0.8392   -0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -1.6422   -0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0558   -1.3683    0.2537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1450    0.0134    0.6010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2276    0.1146    1.5301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4830   -0.2354    0.9518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8725    0.7484   -0.0076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1456    0.4486   -0.5990 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4472    1.4833   -1.6919 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5891    1.1272   -2.4627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2464    0.4442    0.4758 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5211    0.1157   -0.0875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8908   -0.5661    1.5673 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8675   -0.4818    2.6161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4934   -0.2873    2.1134 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1547   -1.3088    3.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1314    0.6544    1.2262 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4145    0.0703    2.5174 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0909    2.1954    1.3977 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1573    2.7805    2.0434 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3286    2.7472   -0.0098 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1804    1.6731   -0.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6671    1.7811   -1.7625 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3365    0.4483    0.2679 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5353    0.5690    1.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0072   -3.2937   -3.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1250   -2.9704   -2.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7139   -1.6730   -3.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1530   -2.6249   -0.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4133    0.5493   -0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4053   -1.2229    0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0998   -0.5378   -1.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5937    1.5727   -2.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6090    2.4763   -1.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2779    0.8243   -1.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3421    1.4410    0.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0986   -0.0648    0.6850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9598   -1.5902    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4938   -1.0054    3.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2080   -1.1666    3.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3559    2.3099    3.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0417    2.6653    1.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4012    2.8464   -0.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8659    3.6984    0.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2874    0.4297    0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  1  1  0  0  0
  8  7  1  0  0  0  0
 21 22  1  1  0  0  0
  7  6  1  0  0  0  0
  8  9  1  0  0  0  0
 28 26  1  0  0  0  0
 23 24  1  0  0  0  0
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  2  1  1  0  0  0  0
 25 23  1  0  0  0  0
 23 21  1  0  0  0  0
  6  5  2  0  0  0  0
  5  3  1  0  0  0  0
 21 28  1  0  0  0  0
  3  2  1  0  0  0  0
  3  4  2  0  0  0  0
 28  5  1  0  0  0  0
 26 27  2  0  0  0  0
 10 19  1  0  0  0  0
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 15 12  1  0  0  0  0
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 11 10  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
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 21  8  1  0  0  0  0
 13 14  1  0  0  0  0
 12 13  1  0  0  0  0
 10  9  1  0  0  0  0
  8 34  1  6  0  0  0
  6 33  1  0  0  0  0
 25 51  1  0  0  0  0
 25 52  1  0  0  0  0
 23 47  1  1  0  0  0
 29 53  1  0  0  0  0
 22 46  1  0  0  0  0
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 24 50  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
 10 35  1  6  0  0  0
 15 40  1  1  0  0  0
 16 41  1  0  0  0  0
 17 42  1  6  0  0  0
 18 43  1  0  0  0  0
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 13 37  1  0  0  0  0
 13 38  1  0  0  0  0
 12 36  1  6  0  0  0
 14 39  1  0  0  0  0
M  END

     RDKit          3D

 53 55  0  0  0  0  0  0  0  0999 V2000
    4.3372   -2.5369   -2.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2136   -2.1657   -2.1844 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4873   -1.2164   -1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5770   -0.6965   -1.0577 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834   -0.8392   -0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -1.6422   -0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0558   -1.3683    0.2537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1450    0.0134    0.6010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2276    0.1146    1.5301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4830   -0.2354    0.9518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8725    0.7484   -0.0076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1456    0.4486   -0.5990 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4472    1.4833   -1.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5891    1.1272   -2.4627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2464    0.4442    0.4758 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5211    0.1157   -0.0875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8908   -0.5661    1.5673 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8675   -0.4818    2.6161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4934   -0.2873    2.1134 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1547   -1.3088    3.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1314    0.6544    1.2262 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4145    0.0703    2.5174 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0909    2.1954    1.3977 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1573    2.7805    2.0434 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3286    2.7472   -0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1804    1.6731   -0.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6671    1.7811   -1.7625 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3365    0.4483    0.2679 C   0  0  2  0  0  0  0  0  0  0  0  0
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    5.1250   -2.9704   -2.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4053   -1.2229    0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9598   -1.5902    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4938   -1.0054    3.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4917    0.6610    2.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2080   -1.1666    3.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3849    0.1448    2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9365    2.4909    2.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
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  8  7  1  0
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M  END


  Mrv1652306202123303D          

 53 55  0  0  0  0            999 V2000
    4.3372   -2.5369   -2.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2136   -2.1657   -2.1844 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4873   -1.2164   -1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5770   -0.6965   -1.0577 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834   -0.8392   -0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -1.6422   -0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0558   -1.3683    0.2537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1450    0.0134    0.6010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2276    0.1146    1.5301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4830   -0.2354    0.9518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8725    0.7484   -0.0076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1456    0.4486   -0.5990 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -6.5211    0.1157   -0.0875 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4145    0.0703    2.5174 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0909    2.1954    1.3977 C   0  0  2  0  0  0  0  0  0  0  0  0
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    3.5353    0.5690    1.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0072   -3.2937   -3.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1250   -2.9704   -2.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7139   -1.6730   -3.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1530   -2.6249   -0.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4133    0.5493   -0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4053   -1.2229    0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0998   -0.5378   -1.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5937    1.5727   -2.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6090    2.4763   -1.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2779    0.8243   -1.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3421    1.4410    0.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0986   -0.0648    0.6850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9598   -1.5902    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4938   -1.0054    3.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4917    0.6610    2.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2080   -1.1666    3.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3849    0.1448    2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9365    2.4909    2.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0242    3.8542    2.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3559    2.3099    3.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0417    2.6653    1.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4012    2.8464   -0.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8659    3.6984    0.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2874    0.4297    0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  1  1  0  0  0
  8  7  1  0  0  0  0
 21 22  1  1  0  0  0
  7  6  1  0  0  0  0
  8  9  1  0  0  0  0
 28 26  1  0  0  0  0
 23 24  1  0  0  0  0
 26 25  1  0  0  0  0
  2  1  1  0  0  0  0
 25 23  1  0  0  0  0
 23 21  1  0  0  0  0
  6  5  2  0  0  0  0
  5  3  1  0  0  0  0
 21 28  1  0  0  0  0
  3  2  1  0  0  0  0
  3  4  2  0  0  0  0
 28  5  1  0  0  0  0
 26 27  2  0  0  0  0
 10 19  1  0  0  0  0
 19 17  1  0  0  0  0
 17 15  1  0  0  0  0
 15 12  1  0  0  0  0
 12 11  1  0  0  0  0
 11 10  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 21  8  1  0  0  0  0
 13 14  1  0  0  0  0
 12 13  1  0  0  0  0
 10  9  1  0  0  0  0
  8 34  1  6  0  0  0
  6 33  1  0  0  0  0
 25 51  1  0  0  0  0
 25 52  1  0  0  0  0
 23 47  1  1  0  0  0
 29 53  1  0  0  0  0
 22 46  1  0  0  0  0
 24 48  1  0  0  0  0
 24 49  1  0  0  0  0
 24 50  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
 10 35  1  6  0  0  0
 15 40  1  1  0  0  0
 16 41  1  0  0  0  0
 17 42  1  6  0  0  0
 18 43  1  0  0  0  0
 19 44  1  1  0  0  0
 20 45  1  0  0  0  0
 13 37  1  0  0  0  0
 13 38  1  0  0  0  0
 12 36  1  6  0  0  0
 14 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0038945

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(O[C@]2([H])OC([H])=C(C(=O)OC([H])([H])[H])[C@@]3(O[H])C(=O)C([H])([H])[C@@]([H])(C([H])([H])[H])[C@@]23O[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H24O12/c1-6-3-9(19)17(25)7(13(23)26-2)5-27-15(16(6,17)24)29-14-12(22)11(21)10(20)8(4-18)28-14/h5-6,8,10-12,14-15,18,20-22,24-25H,3-4H2,1-2H3/t6-,8-,10-,11+,12-,14+,15+,16-,17-/m1/s1

> <INCHI_KEY>
NCWNKJPLFYBFLX-XDFQLJPKSA-N

> <FORMULA>
C17H24O12

> <MOLECULAR_WEIGHT>
420.367

> <EXACT_MASS>
420.126776213

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
39.429637352356

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1S,4aS,7R,7aS)-4a,7a-dihydroxy-7-methyl-5-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate

> <ALOGPS_LOGP>
-1.58

> <JCHEM_LOGP>
-2.776282985666667

> <ALOGPS_LOGS>
-0.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.02106500054749

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.861127993651674

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981084772735069

> <JCHEM_POLAR_SURFACE_AREA>
192.44

> <JCHEM_REFRACTIVITY>
88.96009999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.56e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,4aS,7R,7aS)-4a,7a-dihydroxy-7-methyl-5-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,6H,7H-cyclopenta[c]pyran-4-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 53 55  0  0  0  0  0  0  0  0999 V2000
    4.3372   -2.5369   -2.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2136   -2.1657   -2.1844 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4873   -1.2164   -1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5770   -0.6965   -1.0577 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834   -0.8392   -0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -1.6422   -0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0558   -1.3683    0.2537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1450    0.0134    0.6010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2276    0.1146    1.5301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4830   -0.2354    0.9518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8725    0.7484   -0.0076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1456    0.4486   -0.5990 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4472    1.4833   -1.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5891    1.1272   -2.4627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2464    0.4442    0.4758 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5211    0.1157   -0.0875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8908   -0.5661    1.5673 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8675   -0.4818    2.6161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4934   -0.2873    2.1134 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1547   -1.3088    3.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1314    0.6544    1.2262 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4145    0.0703    2.5174 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0909    2.1954    1.3977 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1573    2.7805    2.0434 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3286    2.7472   -0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1804    1.6731   -0.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6671    1.7811   -1.7625 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3365    0.4483    0.2679 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5353    0.5690    1.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0072   -3.2937   -3.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1250   -2.9704   -2.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7139   -1.6730   -3.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1530   -2.6249   -0.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4133    0.5493   -0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4053   -1.2229    0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0998   -0.5378   -1.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5937    1.5727   -2.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6090    2.4763   -1.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2779    0.8243   -1.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3421    1.4410    0.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0986   -0.0648    0.6850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9598   -1.5902    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4938   -1.0054    3.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4917    0.6610    2.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2080   -1.1666    3.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3849    0.1448    2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9365    2.4909    2.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0242    3.8542    2.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3559    2.3099    3.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0417    2.6653    1.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4012    2.8464   -0.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8659    3.6984    0.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2874    0.4297    0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  1  1
  8  7  1  0
 21 22  1  1
  7  6  1  0
  8  9  1  0
 28 26  1  0
 23 24  1  0
 26 25  1  0
  2  1  1  0
 25 23  1  0
 23 21  1  0
  6  5  2  0
  5  3  1  0
 21 28  1  0
  3  2  1  0
  3  4  2  0
 28  5  1  0
 26 27  2  0
 10 19  1  0
 19 17  1  0
 17 15  1  0
 15 12  1  0
 12 11  1  0
 11 10  1  0
 15 16  1  0
 17 18  1  0
 19 20  1  0
 21  8  1  0
 13 14  1  0
 12 13  1  0
 10  9  1  0
  8 34  1  6
  6 33  1  0
 25 51  1  0
 25 52  1  0
 23 47  1  1
 29 53  1  0
 22 46  1  0
 24 48  1  0
 24 49  1  0
 24 50  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 10 35  1  6
 15 40  1  1
 16 41  1  0
 17 42  1  6
 18 43  1  0
 19 44  1  1
 20 45  1  0
 13 37  1  0
 13 38  1  0
 12 36  1  6
 14 39  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       4.337  -2.537  -2.985  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.214  -2.166  -2.184  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.487  -1.216  -1.258  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.577  -0.697  -1.058  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.283  -0.839  -0.486  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.213  -1.642  -0.422  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.056  -1.368   0.254  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.145   0.013   0.601  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.228   0.115   1.530  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.483  -0.235   0.952  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.873   0.748  -0.008  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.146   0.449  -0.599  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.447   1.483  -1.692  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.589   1.127  -2.463  0.00  0.00           O+0
HETATM   15  C   UNK     0      -5.246   0.444   0.476  0.00  0.00           C+0
HETATM   16  O   UNK     0      -6.521   0.116  -0.088  0.00  0.00           O+0
HETATM   17  C   UNK     0      -4.891  -0.566   1.567  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.867  -0.482   2.616  0.00  0.00           O+0
HETATM   19  C   UNK     0      -3.493  -0.287   2.113  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.155  -1.309   3.063  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.131   0.654   1.226  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.415   0.070   2.517  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.091   2.195   1.398  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.157   2.781   2.043  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.329   2.747  -0.010  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.180   1.673  -0.643  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.667   1.781  -1.763  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.337   0.448   0.268  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.535   0.569   1.048  0.00  0.00           O+0
HETATM   30  H   UNK     0       4.007  -3.294  -3.702  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.125  -2.970  -2.361  0.00  0.00           H+0
HETATM   32  H   UNK     0       4.714  -1.673  -3.541  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.153  -2.625  -0.877  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.413   0.549  -0.319  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.405  -1.223   0.479  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.100  -0.538  -1.081  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.594   1.573  -2.373  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.609   2.476  -1.258  0.00  0.00           H+0
HETATM   39  H   UNK     0      -6.278   0.824  -1.832  0.00  0.00           H+0
HETATM   40  H   UNK     0      -5.342   1.441   0.925  0.00  0.00           H+0
HETATM   41  H   UNK     0      -7.099  -0.065   0.685  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.960  -1.590   1.180  0.00  0.00           H+0
HETATM   43  H   UNK     0      -5.494  -1.005   3.355  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.492   0.661   2.665  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.208  -1.167   3.273  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.385   0.145   2.636  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.937   2.491   2.037  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.024   3.854   2.216  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.356   2.310   3.011  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.042   2.665   1.410  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.401   2.846  -0.582  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.866   3.698   0.017  0.00  0.00           H+0
HETATM   53  H   UNK     0       4.287   0.430   0.428  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    1    3                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    6    3   28                                                  
CONECT    6    7    5   33                                                  
CONECT    7    8    6                                                       
CONECT    8    7    9   21   34                                             
CONECT    9    8   10                                                       
CONECT   10   19   11    9   35                                             
CONECT   11   12   10                                                       
CONECT   12   15   11   13   36                                             
CONECT   13   14   12   37   38                                             
CONECT   14   13   39                                                       
CONECT   15   17   12   16   40                                             
CONECT   16   15   41                                                       
CONECT   17   19   15   18   42                                             
CONECT   18   17   43                                                       
CONECT   19   10   17   20   44                                             
CONECT   20   19   45                                                       
CONECT   21   22   23   28    8                                             
CONECT   22   21   46                                                       
CONECT   23   24   25   21   47                                             
CONECT   24   23   48   49   50                                             
CONECT   25   26   23   51   52                                             
CONECT   26   28   25   27                                                  
CONECT   27   26                                                            
CONECT   28   29   26   21    5                                             
CONECT   29   28   53                                                       
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    6                                                            
CONECT   34    8                                                            
CONECT   35   10                                                            
CONECT   36   12                                                            
CONECT   37   13                                                            
CONECT   38   13                                                            
CONECT   39   14                                                            
CONECT   40   15                                                            
CONECT   41   16                                                            
CONECT   42   17                                                            
CONECT   43   18                                                            
CONECT   44   19                                                            
CONECT   45   20                                                            
CONECT   46   22                                                            
CONECT   47   23                                                            
CONECT   48   24                                                            
CONECT   49   24                                                            
CONECT   50   24                                                            
CONECT   51   25                                                            
CONECT   52   25                                                            
CONECT   53   29                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  110    0
END

RDKit          3D

53 55  0  0  0  0  0  0  0  0999 V2000
    4.3372   -2.5369   -2.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2136   -2.1657   -2.1844 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4873   -1.2164   -1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5770   -0.6965   -1.0577 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834   -0.8392   -0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -1.6422   -0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0558   -1.3683    0.2537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1450    0.0134    0.6010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2276    0.1146    1.5301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4830   -0.2354    0.9518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8725    0.7484   -0.0076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1456    0.4486   -0.5990 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4472    1.4833   -1.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5891    1.1272   -2.4627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2464    0.4442    0.4758 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5211    0.1157   -0.0875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8908   -0.5661    1.5673 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8675   -0.4818    2.6161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4934   -0.2873    2.1134 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1547   -1.3088    3.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1314    0.6544    1.2262 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4145    0.0703    2.5174 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0909    2.1954    1.3977 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1573    2.7805    2.0434 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3286    2.7472   -0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1804    1.6731   -0.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6671    1.7811   -1.7625 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3365    0.4483    0.2679 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5353    0.5690    1.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0072   -3.2937   -3.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1250   -2.9704   -2.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7139   -1.6730   -3.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1530   -2.6249   -0.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4133    0.5493   -0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4053   -1.2229    0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0998   -0.5378   -1.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5937    1.5727   -2.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6090    2.4763   -1.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2779    0.8243   -1.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3421    1.4410    0.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0986   -0.0648    0.6850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9598   -1.5902    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4938   -1.0054    3.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4917    0.6610    2.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2080   -1.1666    3.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3849    0.1448    2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9365    2.4909    2.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0242    3.8542    2.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3559    2.3099    3.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0417    2.6653    1.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4012    2.8464   -0.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8659    3.6984    0.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2874    0.4297    0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  1  1
  8  7  1  0
 21 22  1  1
  7  6  1  0
  8  9  1  0
 28 26  1  0
 23 24  1  0
 26 25  1  0
  2  1  1  0
 25 23  1  0
 23 21  1  0
  6  5  2  0
  5  3  1  0
 21 28  1  0
  3  2  1  0
  3  4  2  0
 28  5  1  0
 26 27  2  0
 10 19  1  0
 19 17  1  0
 17 15  1  0
 15 12  1  0
 12 11  1  0
 11 10  1  0
 15 16  1  0
 17 18  1  0
 19 20  1  0
 21  8  1  0
 13 14  1  0
 12 13  1  0
 10  9  1  0
  8 34  1  6
  6 33  1  0
 25 51  1  0
 25 52  1  0
 23 47  1  1
 29 53  1  0
 22 46  1  0
 24 48  1  0
 24 49  1  0
 24 50  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 10 35  1  6
 15 40  1  1
 16 41  1  0
 17 42  1  6
 18 43  1  0
 19 44  1  1
 20 45  1  0
 13 37  1  0
 13 38  1  0
 12 36  1  6
 14 39  1  0
M  END

View in JSmol

Synonyms

Value	Source
1a-(b-D-Glucopyranosyloxy)-1,4a,5,6,7,7aalpha-hexahydro-4aalpha,7aalpha-dihydroxy-7b-methyl-5-oxocyclopenta[c]pyran-4-carboxylate methyl ester	Generator
1a-(b-D-Glucopyranosyloxy)-1,4a,5,6,7,7aalpha-hexahydro-4aalpha,7aalpha-dihydroxy-7b-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester	Generator
1alpha-(beta-D-Glucopyranosyloxy)-1,4a,5,6,7,7aalpha-hexahydro-4aalpha,7aalpha-dihydroxy-7beta-methyl-5-oxocyclopenta[c]pyran-4-carboxylate methyl ester	Generator
1Α-(β-D-glucopyranosyloxy)-1,4a,5,6,7,7aalpha-hexahydro-4aalpha,7aalpha-dihydroxy-7β-methyl-5-oxocyclopenta[c]pyran-4-carboxylate methyl ester	Generator
1Α-(β-D-glucopyranosyloxy)-1,4a,5,6,7,7aalpha-hexahydro-4aalpha,7aalpha-dihydroxy-7β-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester	Generator

Chemical Formula

C₁₇H₂₄O₁₂

Average Mass

420.3670 Da

Monoisotopic Mass

420.12678 Da

IUPAC Name

methyl (1S,4aS,7R,7aS)-4a,7a-dihydroxy-7-methyl-5-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate

Traditional Name

methyl (1S,4aS,7R,7aS)-4a,7a-dihydroxy-7-methyl-5-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,6H,7H-cyclopenta[c]pyran-4-carboxylate

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(O[C@]2([H])OC([H])=C(C(=O)OC([H])([H])[H])[C@@]3(O[H])C(=O)C([H])([H])[C@@]([H])(C([H])([H])[H])[C@@]23O[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

InChI Identifier

InChI=1S/C17H24O12/c1-6-3-9(19)17(25)7(13(23)26-2)5-27-15(16(6,17)24)29-14-12(22)11(21)10(20)8(4-18)28-14/h5-6,8,10-12,14-15,18,20-22,24-25H,3-4H2,1-2H3/t6-,8-,10-,11+,12-,14+,15+,16-,17-/m1/s1

InChI Key

NCWNKJPLFYBFLX-XDFQLJPKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Junellia seriphioides	JEOL database	Franzyk, H., et al, Org. Lett. 2, 699 (2000)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as iridoid o-glycosides. These are iridoid monoterpenes containing a glycosyl (usually a pyranosyl) moiety linked to the iridoid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Iridoid O-glycosides

Alternative Parents

Substituents

Iridoid o-glycoside
Disaccharide
Glycosyl compound
Iridoid-skeleton
O-glycosyl compound
Bicyclic monoterpenoid
Monoterpenoid
Oxane
Cyclic alcohol
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Tertiary alcohol
Methyl ester
Enoate ester
Secondary alcohol
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Polyol
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Oxacycle
Acetal
Carbonyl group
Organic oxide
Hydrocarbon derivative
Alcohol
Primary alcohol
Organooxygen compound
Organic oxygen 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	-1.6	ALOGPS
logP	-2.8	ChemAxon
logS	-0.96	ALOGPS
pKa (Strongest Acidic)	10.86	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	192.44 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	88.96 m³·mol⁻¹	ChemAxon
Polarizability	39.43 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	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

101031660

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Franzyk, H., et al. (2000). Franzyk, H., et al, Org. Lett. 2, 699 (2000). Org. Lett..

Showing NP-Card for 9-hydroxy-8-epihastatoside (NP0038945)

MOL for NP0038945 (9-hydroxy-8-epihastatoside)

3D MOL for NP0038945 (9-hydroxy-8-epihastatoside)

3D SDF for NP0038945 (9-hydroxy-8-epihastatoside)

3D-SDF for NP0038945 (9-hydroxy-8-epihastatoside)

PDB for NP0038945 (9-hydroxy-8-epihastatoside)

3D PDB for NP0038945 (9-hydroxy-8-epihastatoside)

SMILES for NP0038945 (9-hydroxy-8-epihastatoside)

INCHI for NP0038945 (9-hydroxy-8-epihastatoside)

Structure for NP0038945 (9-hydroxy-8-epihastatoside)

3D Structure for NP0038945 (9-hydroxy-8-epihastatoside)