NP-MRD: Showing NP-Card for (8Z,11Z)-5-beta-glucopyranosyloxy-6-oxotetradeca-8,11-dienoic acid (NP0039548)

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Record Information

Version

2.0

Created at

2021-06-20 21:56:55 UTC

Updated at

2021-06-30 00:12:57 UTC

NP-MRD ID

NP0039548

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(8Z,11Z)-5-beta-glucopyranosyloxy-6-oxotetradeca-8,11-dienoic acid

Provided By

JEOL Database JEOL Logo

Description

(5R,8Z,11Z)-5-(beta-D-Glucopyranosyloxy)-6-oxo-8,11-tetradecadienoic acid belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. (8Z,11Z)-5-beta-glucopyranosyloxy-6-oxotetradeca-8,11-dienoic acid is found in Lemna paucicostata. (8Z,11Z)-5-beta-glucopyranosyloxy-6-oxotetradeca-8,11-dienoic acid was first documented in 2010 (Kai, K., et al.). Based on a literature review very few articles have been published on (5R,8Z,11Z)-5-(beta-D-Glucopyranosyloxy)-6-oxo-8,11-tetradecadienoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123563D          

 61 61  0  0  0  0            999 V2000
    1.6169   -2.8933   -3.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2863   -1.4093   -3.0492 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4560   -0.5880   -2.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5884    0.0722   -1.4259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6126    0.1337   -0.2875 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2232   -0.4016    0.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4676    0.2653    2.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2259    1.7215    2.3940 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9984    1.9160    3.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7033    1.1290    4.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1367    3.1678    3.0242 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9437    4.4529    3.2500 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4061    4.6198    4.7023 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2423    5.8840    4.9078 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6315    5.7554    4.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1037    4.7965    3.7535 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3625    6.8677    4.5437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3713    3.2128    1.6856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4725    2.3122    1.4913 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0634    0.9740    1.7285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440    0.0356    1.5948 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6138   -1.3356    2.0221 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1984   -1.2902    3.3897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6531    0.0368    0.1484 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7742   -0.8325   -0.0099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623    1.4605   -0.2484 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4061    1.4767   -1.6432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9374    2.4574    0.0315 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4105    3.7845   -0.2439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4740   -3.1120   -3.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8535   -3.2415   -2.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7627   -3.4720   -3.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0260   -1.0989   -4.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3945   -1.2334   -2.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817   -0.5261   -3.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5101    0.6332   -1.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7102   -0.4494   -0.4910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2819    1.1702   -0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4599   -1.4658    0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8851   -0.2971    2.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033    2.2866    1.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0905    2.1457    2.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7044    3.1571    3.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3223    5.3134    2.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982    4.4795    2.5644 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5211    4.6773    5.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9803    3.7438    5.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486    6.7474    4.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6876    4.3818    0.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0  0  0  0
  7  6  2  0  0  0  0
 15 14  1  0  0  0  0
 19 28  1  0  0  0  0
 28 26  1  0  0  0  0
 26 24  1  0  0  0  0
 24 21  1  0  0  0  0
 21 20  1  0  0  0  0
 20 19  1  0  0  0  0
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 21 22  1  0  0  0  0
 19 18  1  0  0  0  0
 11 18  1  0  0  0  0
 22 23  1  0  0  0  0
 28 29  1  0  0  0  0
 12 11  1  0  0  0  0
 15 16  2  0  0  0  0
 17 15  1  0  0  0  0
  9 10  2  0  0  0  0
 11  9  1  0  0  0  0
  6  5  1  0  0  0  0
 14 13  1  0  0  0  0
  5  4  1  0  0  0  0
  9  8  1  0  0  0  0
  4  3  2  0  0  0  0
  3  2  1  0  0  0  0
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 17 50  1  0  0  0  0
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  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
M  END

     RDKit          3D

 61 61  0  0  0  0  0  0  0  0999 V2000
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    1.2863   -1.4093   -3.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4560   -0.5880   -2.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5884    0.0722   -1.4259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6126    0.1337   -0.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2232   -0.4016    0.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4676    0.2653    2.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2259    1.7215    2.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9984    1.9160    3.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7033    1.1290    4.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2423    5.8840    4.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1037    4.7965    3.7535 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306202123563D          

 61 61  0  0  0  0            999 V2000
    1.6169   -2.8933   -3.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2863   -1.4093   -3.0492 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.5884    0.0722   -1.4259 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2232   -0.4016    0.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4676    0.2653    2.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2259    1.7215    2.3940 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9984    1.9160    3.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7033    1.1290    4.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1367    3.1678    3.0242 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9437    4.4529    3.2500 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4061    4.6198    4.7023 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2423    5.8840    4.9078 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6315    5.7554    4.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1037    4.7965    3.7535 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0634    0.9740    1.7285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440    0.0356    1.5948 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6138   -1.3356    2.0221 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1984   -1.2902    3.3897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6531    0.0368    0.1484 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7742   -0.8325   -0.0099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623    1.4605   -0.2484 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4061    1.4767   -1.6432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9374    2.4574    0.0315 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4105    3.7845   -0.2439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4740   -3.1120   -3.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8535   -3.2415   -2.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7627   -3.4720   -3.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0260   -1.0989   -4.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3945   -1.2334   -2.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817   -0.5261   -3.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5101    0.6332   -1.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7102   -0.4494   -0.4910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2819    1.1702   -0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4599   -1.4658    0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8851   -0.2971    2.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033    2.2866    1.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0905    2.1457    2.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7044    3.1571    3.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3223    5.3134    2.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982    4.4795    2.5644 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5211    4.6773    5.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9803    3.7438    5.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486    6.7474    4.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3443    6.0658    5.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2352    6.6634    4.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2769    2.6040    2.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9429    0.3207    2.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7451   -1.6312    1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3828   -2.1080    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5531   -0.5557    3.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690   -0.3163   -0.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1291   -0.6386   -0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9762    1.7540    0.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109    2.4231   -1.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1025    2.2769   -0.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876    4.3818    0.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0  0  0  0
  7  6  2  0  0  0  0
 15 14  1  0  0  0  0
 19 28  1  0  0  0  0
 28 26  1  0  0  0  0
 26 24  1  0  0  0  0
 24 21  1  0  0  0  0
 21 20  1  0  0  0  0
 20 19  1  0  0  0  0
 24 25  1  0  0  0  0
 26 27  1  0  0  0  0
 21 22  1  0  0  0  0
 19 18  1  0  0  0  0
 11 18  1  0  0  0  0
 22 23  1  0  0  0  0
 28 29  1  0  0  0  0
 12 11  1  0  0  0  0
 15 16  2  0  0  0  0
 17 15  1  0  0  0  0
  9 10  2  0  0  0  0
 11  9  1  0  0  0  0
  6  5  1  0  0  0  0
 14 13  1  0  0  0  0
  5  4  1  0  0  0  0
  9  8  1  0  0  0  0
  4  3  2  0  0  0  0
  3  2  1  0  0  0  0
  8  7  1  0  0  0  0
  2  1  1  0  0  0  0
 17 50  1  0  0  0  0
 14 48  1  0  0  0  0
 14 49  1  0  0  0  0
 13 46  1  0  0  0  0
 13 47  1  0  0  0  0
 12 44  1  0  0  0  0
 12 45  1  0  0  0  0
 11 43  1  1  0  0  0
  8 41  1  0  0  0  0
  8 42  1  0  0  0  0
  7 40  1  0  0  0  0
  6 39  1  0  0  0  0
 27 59  1  0  0  0  0
 29 61  1  0  0  0  0
 25 57  1  0  0  0  0
 19 51  1  1  0  0  0
 24 56  1  6  0  0  0
 26 58  1  1  0  0  0
 28 60  1  6  0  0  0
 21 52  1  1  0  0  0
 22 53  1  0  0  0  0
 22 54  1  0  0  0  0
 23 55  1  0  0  0  0
  5 37  1  0  0  0  0
  5 38  1  0  0  0  0
  4 36  1  0  0  0  0
  3 35  1  0  0  0  0
  2 33  1  0  0  0  0
  2 34  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
M  END
> <DATABASE_ID>
NP0039548

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O9/c1-2-3-4-5-6-7-9-13(22)14(10-8-11-16(23)24)28-20-19(27)18(26)17(25)15(12-21)29-20/h3-4,6-7,14-15,17-21,25-27H,2,5,8-12H2,1H3,(H,23,24)/b4-3-,7-6-/t14-,15-,17-,18+,19-,20-/m1/s1

> <INCHI_KEY>
KNKZVVULPDJUHA-INIYILFCSA-N

> <FORMULA>
C20H32O9

> <MOLECULAR_WEIGHT>
416.467

> <EXACT_MASS>
416.20463261

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
43.02798006694866

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R,8Z,11Z)-6-oxo-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetradeca-8,11-dienoic acid

> <ALOGPS_LOGP>
0.81

> <JCHEM_LOGP>
0.8224828426666657

> <ALOGPS_LOGS>
-2.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.20928586747981

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9434210181576126

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810836982047757

> <JCHEM_POLAR_SURFACE_AREA>
153.75

> <JCHEM_REFRACTIVITY>
104.66170000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.95e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5R,8Z,11Z)-6-oxo-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetradeca-8,11-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 61 61  0  0  0  0  0  0  0  0999 V2000
    1.6169   -2.8933   -3.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2863   -1.4093   -3.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4560   -0.5880   -2.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5884    0.0722   -1.4259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6126    0.1337   -0.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2232   -0.4016    0.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4676    0.2653    2.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2259    1.7215    2.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9984    1.9160    3.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7033    1.1290    4.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1367    3.1678    3.0242 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9437    4.4529    3.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4061    4.6198    4.7023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2423    5.8840    4.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315    5.7554    4.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1037    4.7965    3.7535 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3625    6.8677    4.5437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3713    3.2128    1.6856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4725    2.3122    1.4913 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0634    0.9740    1.7285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440    0.0356    1.5948 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6138   -1.3356    2.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1984   -1.2902    3.3897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6531    0.0368    0.1484 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7742   -0.8325   -0.0099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623    1.4605   -0.2484 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4061    1.4767   -1.6432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9374    2.4574    0.0315 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4105    3.7845   -0.2439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4740   -3.1120   -3.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8535   -3.2415   -2.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7627   -3.4720   -3.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0260   -1.0989   -4.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3945   -1.2334   -2.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817   -0.5261   -3.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5101    0.6332   -1.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7102   -0.4494   -0.4910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2819    1.1702   -0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4599   -1.4658    0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8851   -0.2971    2.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033    2.2866    1.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0905    2.1457    2.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7044    3.1571    3.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3223    5.3134    2.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982    4.4795    2.5644 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5211    4.6773    5.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9803    3.7438    5.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486    6.7474    4.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3443    6.0658    5.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2352    6.6634    4.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2769    2.6040    2.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9429    0.3207    2.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7451   -1.6312    1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3828   -2.1080    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5531   -0.5557    3.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690   -0.3163   -0.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1291   -0.6386   -0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9762    1.7540    0.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109    2.4231   -1.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1025    2.2769   -0.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876    4.3818    0.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
  7  6  2  0
 15 14  1  0
 19 28  1  0
 28 26  1  0
 26 24  1  0
 24 21  1  0
 21 20  1  0
 20 19  1  0
 24 25  1  0
 26 27  1  0
 21 22  1  0
 19 18  1  0
 11 18  1  0
 22 23  1  0
 28 29  1  0
 12 11  1  0
 15 16  2  0
 17 15  1  0
  9 10  2  0
 11  9  1  0
  6  5  1  0
 14 13  1  0
  5  4  1  0
  9  8  1  0
  4  3  2  0
  3  2  1  0
  8  7  1  0
  2  1  1  0
 17 50  1  0
 14 48  1  0
 14 49  1  0
 13 46  1  0
 13 47  1  0
 12 44  1  0
 12 45  1  0
 11 43  1  1
  8 41  1  0
  8 42  1  0
  7 40  1  0
  6 39  1  0
 27 59  1  0
 29 61  1  0
 25 57  1  0
 19 51  1  1
 24 56  1  6
 26 58  1  1
 28 60  1  6
 21 52  1  1
 22 53  1  0
 22 54  1  0
 23 55  1  0
  5 37  1  0
  5 38  1  0
  4 36  1  0
  3 35  1  0
  2 33  1  0
  2 34  1  0
  1 30  1  0
  1 31  1  0
  1 32  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       1.617  -2.893  -3.044  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.286  -1.409  -3.049  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.456  -0.588  -2.589  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.588   0.072  -1.426  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.613   0.134  -0.288  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.223  -0.402   0.976  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.468   0.265   2.117  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.226   1.722   2.394  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.998   1.916   3.279  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.703   1.129   4.185  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.137   3.168   3.024  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.944   4.453   3.250  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.406   4.620   4.702  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.242   5.884   4.908  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.632   5.755   4.340  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.104   4.797   3.753  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.362   6.868   4.544  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.371   3.213   1.686  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.472   2.312   1.491  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.063   0.974   1.728  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.144   0.036   1.595  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.614  -1.336   2.022  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.198  -1.290   3.390  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.653   0.037   0.148  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.774  -0.833  -0.010  0.00  0.00           O+0
HETATM   26  C   UNK     0      -3.062   1.460  -0.248  0.00  0.00           C+0
HETATM   27  O   UNK     0      -3.406   1.477  -1.643  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.937   2.457   0.032  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.410   3.785  -0.244  0.00  0.00           O+0
HETATM   30  H   UNK     0       2.474  -3.112  -3.690  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.853  -3.241  -2.033  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.763  -3.472  -3.410  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.026  -1.099  -4.068  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.395  -1.233  -2.441  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.282  -0.526  -3.298  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.510   0.633  -1.270  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.710  -0.449  -0.491  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.282   1.170  -0.175  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.460  -1.466   0.956  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.885  -0.297   2.953  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.103   2.287   1.467  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.091   2.146   2.915  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.704   3.157   3.730  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.322   5.313   2.968  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.798   4.479   2.564  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.521   4.677   5.348  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.980   3.744   5.025  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.749   6.747   4.449  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.344   6.066   5.984  0.00  0.00           H+0
HETATM   50  H   UNK     0       5.235   6.663   4.146  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.277   2.604   2.180  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.943   0.321   2.293  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.745  -1.631   1.425  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.383  -2.108   1.932  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.553  -0.556   3.472  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.869  -0.316  -0.533  0.00  0.00           H+0
HETATM   57  H   UNK     0      -4.129  -0.639  -0.902  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.976   1.754   0.283  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.511   2.423  -1.871  0.00  0.00           H+0
HETATM   60  H   UNK     0      -1.103   2.277  -0.657  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.688   4.382   0.033  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    3    1   33   34                                             
CONECT    3    4    2   35                                                  
CONECT    4    5    3   36                                                  
CONECT    5    6    4   37   38                                             
CONECT    6    7    5   39                                                  
CONECT    7    6    8   40                                                  
CONECT    8    9    7   41   42                                             
CONECT    9   10   11    8                                                  
CONECT   10    9                                                            
CONECT   11   18   12    9   43                                             
CONECT   12   13   11   44   45                                             
CONECT   13   12   14   46   47                                             
CONECT   14   15   13   48   49                                             
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   50                                                       
CONECT   18   19   11                                                       
CONECT   19   28   20   18   51                                             
CONECT   20   21   19                                                       
CONECT   21   24   20   22   52                                             
CONECT   22   21   23   53   54                                             
CONECT   23   22   55                                                       
CONECT   24   26   21   25   56                                             
CONECT   25   24   57                                                       
CONECT   26   28   24   27   58                                             
CONECT   27   26   59                                                       
CONECT   28   19   26   29   60                                             
CONECT   29   28   61                                                       
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    2                                                            
CONECT   34    2                                                            
CONECT   35    3                                                            
CONECT   36    4                                                            
CONECT   37    5                                                            
CONECT   38    5                                                            
CONECT   39    6                                                            
CONECT   40    7                                                            
CONECT   41    8                                                            
CONECT   42    8                                                            
CONECT   43   11                                                            
CONECT   44   12                                                            
CONECT   45   12                                                            
CONECT   46   13                                                            
CONECT   47   13                                                            
CONECT   48   14                                                            
CONECT   49   14                                                            
CONECT   50   17                                                            
CONECT   51   19                                                            
CONECT   52   21                                                            
CONECT   53   22                                                            
CONECT   54   22                                                            
CONECT   55   23                                                            
CONECT   56   24                                                            
CONECT   57   25                                                            
CONECT   58   26                                                            
CONECT   59   27                                                            
CONECT   60   28                                                            
CONECT   61   29                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  122    0
END

RDKit          3D

61 61  0  0  0  0  0  0  0  0999 V2000
    1.6169   -2.8933   -3.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2863   -1.4093   -3.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4560   -0.5880   -2.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5884    0.0722   -1.4259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6126    0.1337   -0.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2232   -0.4016    0.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4676    0.2653    2.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2259    1.7215    2.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9984    1.9160    3.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7033    1.1290    4.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1367    3.1678    3.0242 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9437    4.4529    3.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4061    4.6198    4.7023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2423    5.8840    4.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315    5.7554    4.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1037    4.7965    3.7535 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3625    6.8677    4.5437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3713    3.2128    1.6856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4725    2.3122    1.4913 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0634    0.9740    1.7285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440    0.0356    1.5948 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6138   -1.3356    2.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1984   -1.2902    3.3897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6531    0.0368    0.1484 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7742   -0.8325   -0.0099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623    1.4605   -0.2484 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4061    1.4767   -1.6432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9374    2.4574    0.0315 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4105    3.7845   -0.2439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4740   -3.1120   -3.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8535   -3.2415   -2.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7627   -3.4720   -3.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0260   -1.0989   -4.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3945   -1.2334   -2.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817   -0.5261   -3.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5101    0.6332   -1.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7102   -0.4494   -0.4910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2819    1.1702   -0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4599   -1.4658    0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8851   -0.2971    2.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033    2.2866    1.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0905    2.1457    2.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7044    3.1571    3.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3223    5.3134    2.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982    4.4795    2.5644 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5211    4.6773    5.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9803    3.7438    5.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486    6.7474    4.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3443    6.0658    5.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2352    6.6634    4.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2769    2.6040    2.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9429    0.3207    2.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7451   -1.6312    1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3828   -2.1080    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5531   -0.5557    3.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690   -0.3163   -0.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1291   -0.6386   -0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9762    1.7540    0.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109    2.4231   -1.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1025    2.2769   -0.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876    4.3818    0.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
  7  6  2  0
 15 14  1  0
 19 28  1  0
 28 26  1  0
 26 24  1  0
 24 21  1  0
 21 20  1  0
 20 19  1  0
 24 25  1  0
 26 27  1  0
 21 22  1  0
 19 18  1  0
 11 18  1  0
 22 23  1  0
 28 29  1  0
 12 11  1  0
 15 16  2  0
 17 15  1  0
  9 10  2  0
 11  9  1  0
  6  5  1  0
 14 13  1  0
  5  4  1  0
  9  8  1  0
  4  3  2  0
  3  2  1  0
  8  7  1  0
  2  1  1  0
 17 50  1  0
 14 48  1  0
 14 49  1  0
 13 46  1  0
 13 47  1  0
 12 44  1  0
 12 45  1  0
 11 43  1  1
  8 41  1  0
  8 42  1  0
  7 40  1  0
  6 39  1  0
 27 59  1  0
 29 61  1  0
 25 57  1  0
 19 51  1  1
 24 56  1  6
 26 58  1  1
 28 60  1  6
 21 52  1  1
 22 53  1  0
 22 54  1  0
 23 55  1  0
  5 37  1  0
  5 38  1  0
  4 36  1  0
  3 35  1  0
  2 33  1  0
  2 34  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
M  END

View in JSmol

Synonyms

Value	Source
(5R,8Z,11Z)-5-(b-D-Glucopyranosyloxy)-6-oxo-8,11-tetradecadienoate	Generator
(5R,8Z,11Z)-5-(b-D-Glucopyranosyloxy)-6-oxo-8,11-tetradecadienoic acid	Generator
(5R,8Z,11Z)-5-(beta-D-Glucopyranosyloxy)-6-oxo-8,11-tetradecadienoate	Generator
(5R,8Z,11Z)-5-(Β-D-glucopyranosyloxy)-6-oxo-8,11-tetradecadienoate	Generator
(5R,8Z,11Z)-5-(Β-D-glucopyranosyloxy)-6-oxo-8,11-tetradecadienoic acid	Generator

Chemical Formula

C₂₀H₃₂O₉

Average Mass

416.4670 Da

Monoisotopic Mass

416.20463 Da

IUPAC Name

(5R,8Z,11Z)-6-oxo-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetradeca-8,11-dienoic acid

Traditional Name

(5R,8Z,11Z)-6-oxo-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetradeca-8,11-dienoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H32O9/c1-2-3-4-5-6-7-9-13(22)14(10-8-11-16(23)24)28-20-19(27)18(26)17(25)15(12-21)29-20/h3-4,6-7,14-15,17-21,25-27H,2,5,8-12H2,1H3,(H,23,24)/b4-3-,7-6-/t14-,15-,17-,18+,19-,20-/m1/s1

InChI Key

KNKZVVULPDJUHA-INIYILFCSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Lemna aequinoctialis	JEOL database	Kai, K., et al, Phytochem. 71, 1158 (2010)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Long-chain fatty acid
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Heterocyclic fatty acid
Hydroxy fatty acid
Sugar acid
Keto fatty acid
Fatty acid
Unsaturated fatty acid
Monosaccharide
Oxane
Secondary alcohol
Ketone
Monocarboxylic acid or derivatives
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Polyol
Primary alcohol
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aldehyde
Organooxygen compound
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	0.81	ALOGPS
logP	0.82	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	3.94	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	104.66 m³·mol⁻¹	ChemAxon
Polarizability	43.03 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

46845276

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kai, K., et al. (2010). Kai, K., et al, Phytochem. 71, 1158 (2010). Phytochem..

Showing NP-Card for (8Z,11Z)-5-beta-glucopyranosyloxy-6-oxotetradeca-8,11-dienoic acid (NP0039548)

MOL for NP0039548 ((8Z,11Z)-5-beta-glucopyranosyloxy-6-oxotetradeca-8,11-dienoic acid)

3D MOL for NP0039548 ((8Z,11Z)-5-beta-glucopyranosyloxy-6-oxotetradeca-8,11-dienoic acid)

3D SDF for NP0039548 ((8Z,11Z)-5-beta-glucopyranosyloxy-6-oxotetradeca-8,11-dienoic acid)

3D-SDF for NP0039548 ((8Z,11Z)-5-beta-glucopyranosyloxy-6-oxotetradeca-8,11-dienoic acid)

PDB for NP0039548 ((8Z,11Z)-5-beta-glucopyranosyloxy-6-oxotetradeca-8,11-dienoic acid)

3D PDB for NP0039548 ((8Z,11Z)-5-beta-glucopyranosyloxy-6-oxotetradeca-8,11-dienoic acid)

SMILES for NP0039548 ((8Z,11Z)-5-beta-glucopyranosyloxy-6-oxotetradeca-8,11-dienoic acid)

INCHI for NP0039548 ((8Z,11Z)-5-beta-glucopyranosyloxy-6-oxotetradeca-8,11-dienoic acid)

Structure for NP0039548 ((8Z,11Z)-5-beta-glucopyranosyloxy-6-oxotetradeca-8,11-dienoic acid)

3D Structure for NP0039548 ((8Z,11Z)-5-beta-glucopyranosyloxy-6-oxotetradeca-8,11-dienoic acid)