NP-MRD: Showing NP-Card for 2-[(4e)-5-(3,4-dihydroxyphenyl)-2-hydroxy-2-methyl-3-oxopent-4-enoyl]-2,3-dihydroperoxy-3-phenylbutanedioic acid (NP0223336)

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Record Information

Version

2.0

Created at

2022-09-06 01:24:12 UTC

Updated at

2022-09-06 01:24:12 UTC

NP-MRD ID

NP0223336

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(4e)-5-(3,4-dihydroxyphenyl)-2-hydroxy-2-methyl-3-oxopent-4-enoyl]-2,3-dihydroperoxy-3-phenylbutanedioic acid

Description

2-[(4e)-5-(3,4-dihydroxyphenyl)-2-hydroxy-2-methyl-3-oxopent-4-enoyl]-2,3-dihydroperoxy-3-phenylbutanedioic acid is found in Isodon rubescens and Taraxacum platycarpum.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062203242D          

 35 36  0  0  0  0            999 V2000
   -0.4523   -2.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6658   -1.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8793   -0.8958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4627   -1.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6762   -2.7031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0460   -1.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8429   -1.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4263   -0.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2232   -1.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8065   -0.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5930    0.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1764    0.7971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7961    0.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5826    1.2242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2128   -0.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1311   -1.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3446   -0.6822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1311   -2.6459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6928   -2.6890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2978   -1.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0947   -1.6927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0843   -0.6822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2978   -2.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9280   -4.0261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8812   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5731   -1.6132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6781   -2.2760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8812   -3.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6781   -3.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2614   -3.5991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0479   -4.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2510   -4.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6677   -4.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  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
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
  8 15  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 24 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 30 35  1  0  0  0  0
M  END

     RDKit          3D

 55 56  0  0  0  0  0  0  0  0999 V2000
    0.2071   -2.6780    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5124   -1.2530   -0.3307 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4673   -1.3510   -1.3851 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2179   -0.6040    0.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4190   -0.3958    1.8097 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5710   -0.1927    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5741   -0.2738    0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9121    0.2050    0.4191 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9069    0.0595   -0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2042    0.4797   -0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5725    1.0664    0.8164 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8692    1.5005    1.0444 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6279    1.2219    1.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9691    1.8127    2.9881 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3069    0.7945    1.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6641   -0.5030   -0.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5864   -0.1198   -1.9908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9033   -0.1047   -0.1447 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1028   -0.6095    1.0863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2058   -1.8079    1.3809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7355    1.3983    0.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9399    1.9084    1.2052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3520    2.2570   -0.9294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1234   -0.2309   -1.0400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3598   -1.6446   -1.1073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4121   -1.8402   -1.8729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0097    0.2329   -2.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0701   -0.6127   -3.3709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8364    1.5297   -2.8410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2946    0.2845   -0.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0769   -0.5594    0.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1705   -0.0968    1.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4822    1.2399    1.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7258    2.0817    0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6254    1.6090   -0.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0620   -3.3372   -0.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2590   -2.7925    1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6686   -3.1069   -0.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2806   -0.5734   -1.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8231    0.2816    1.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3957   -0.7223   -0.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6529   -0.3979   -1.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9638    0.3591   -1.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5440    1.3714    0.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3261    1.9566    3.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6014    0.9379    2.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167   -2.4856    0.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6442    3.2020   -1.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3228   -2.6573   -2.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3788    1.9698   -3.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8177   -1.5999    0.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7852   -0.7184    1.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3231    1.6976    1.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9686    3.1487    0.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0438    2.2647   -1.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  6
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
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 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
  2 16  1  0
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 16 18  1  0
 18 19  1  1
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 21 23  1  0
 21 22  2  0
 18 24  1  0
 24 25  1  6
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 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 15  8  1  0
 35 30  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  6 40  1  0
  7 41  1  0
  9 42  1  0
 10 43  1  0
 12 44  1  0
 14 45  1  0
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 20 47  1  0
 23 48  1  0
 26 49  1  0
 29 50  1  0
 31 51  1  0
 32 52  1  0
 33 53  1  0
 34 54  1  0
 35 55  1  0
M  END


  Mrv1652309062203242D          

 35 36  0  0  0  0            999 V2000
   -0.4523   -2.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6658   -1.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8793   -0.8958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4627   -1.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6762   -2.7031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0460   -1.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8429   -1.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4263   -0.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2232   -1.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8065   -0.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5930    0.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1764    0.7971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7961    0.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5826    1.2242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2128   -0.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1311   -1.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3446   -0.6822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1311   -2.6459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6928   -2.6890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2978   -1.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0947   -1.6927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0843   -0.6822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2978   -2.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9280   -4.0261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8812   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5731   -1.6132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6781   -2.2760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8812   -3.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6781   -3.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2614   -3.5991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0479   -4.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2510   -4.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6677   -4.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  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
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 13 15  2  0  0  0  0
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 16 17  2  0  0  0  0
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 34 35  2  0  0  0  0
 30 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0223336

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)(C(=O)\C=C\C1=CC=C(O)C(O)=C1)C(=O)C(OO)(C(O)=O)C(OO)(C(O)=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H20O13/c1-20(31,16(25)10-8-12-7-9-14(23)15(24)11-12)17(26)22(35-33,19(29)30)21(34-32,18(27)28)13-5-3-2-4-6-13/h2-11,23-24,31-33H,1H3,(H,27,28)(H,29,30)/b10-8+

> <INCHI_KEY>
FSJOYCSOIZOBOZ-CSKARUKUSA-N

> <FORMULA>
C22H20O13

> <MOLECULAR_WEIGHT>
492.389

> <EXACT_MASS>
492.090390704

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
44.42901587488533

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(4E)-5-(3,4-dihydroxyphenyl)-2-hydroxy-2-methyl-3-oxopent-4-enoyl]-2,3-dihydroperoxy-3-phenylbutanedioic acid

> <JCHEM_LOGP>
2.7500098373333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.391575847528494

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9410951285551965

> <JCHEM_PKA_STRONGEST_BASIC>
-4.271749004199049

> <JCHEM_POLAR_SURFACE_AREA>
228.34999999999997

> <JCHEM_REFRACTIVITY>
113.5664

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-[(4E)-5-(3,4-dihydroxyphenyl)-2-hydroxy-2-methyl-3-oxopent-4-enoyl]-2,3-dihydroperoxy-3-phenylbutanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.844  -4.647   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.243  -3.160   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.641  -1.672   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.730  -3.558   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -3.129  -5.046   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -3.819  -2.469   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.307  -2.868   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.396  -1.779   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.883  -2.177   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.972  -1.089   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.574   0.399   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -9.663   1.488   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -7.086   0.798   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -6.688   2.285   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -5.997  -0.291   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.245  -2.761   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.643  -1.274   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.245  -4.939   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.293  -5.020   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.423  -2.761   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.910  -3.160   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.024  -1.274   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.423  -4.939   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.334  -6.028   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.732  -7.515   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.512  -3.850   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.803  -3.011   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.999  -4.249   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.512  -6.028   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.999  -5.629   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.088  -6.718   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.689  -8.206   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.202  -8.604   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.113  -7.515   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   16                                             
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    8                                                       
CONECT   16    2   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   21   24                                             
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   18   25   27   30                                             
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   24   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   30                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₀O₁₃

Average Mass

492.3890 Da

Monoisotopic Mass

492.09039 Da

IUPAC Name

2-[(4E)-5-(3,4-dihydroxyphenyl)-2-hydroxy-2-methyl-3-oxopent-4-enoyl]-2,3-dihydroperoxy-3-phenylbutanedioic acid

Traditional Name

2-[(4E)-5-(3,4-dihydroxyphenyl)-2-hydroxy-2-methyl-3-oxopent-4-enoyl]-2,3-dihydroperoxy-3-phenylbutanedioic acid

CAS Registry Number

Not Available

SMILES

CC(O)(C(=O)\C=C\C1=CC=C(O)C(O)=C1)C(=O)C(OO)(C(O)=O)C(OO)(C(O)=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C22H20O13/c1-20(31,16(25)10-8-12-7-9-14(23)15(24)11-12)17(26)22(35-33,19(29)30)21(34-32,18(27)28)13-5-3-2-4-6-13/h2-11,23-24,31-33H,1H3,(H,27,28)(H,29,30)/b10-8+

InChI Key

FSJOYCSOIZOBOZ-CSKARUKUSA-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
Isodon rubescens	LOTUS Database	35616633
Taraxacum platycarpum	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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	2.75	ChemAxon
pKa (Strongest Acidic)	2.94	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	228.35 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	113.57 m³·mol⁻¹	ChemAxon
Polarizability	44.43 Å³	ChemAxon
Number of Rings	2	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

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[(4e)-5-(3,4-dihydroxyphenyl)-2-hydroxy-2-methyl-3-oxopent-4-enoyl]-2,3-dihydroperoxy-3-phenylbutanedioic acid (NP0223336)

MOL for NP0223336 (2-[(4e)-5-(3,4-dihydroxyphenyl)-2-hydroxy-2-methyl-3-oxopent-4-enoyl]-2,3-dihydroperoxy-3-phenylbutanedioic acid)

3D MOL for NP0223336 (2-[(4e)-5-(3,4-dihydroxyphenyl)-2-hydroxy-2-methyl-3-oxopent-4-enoyl]-2,3-dihydroperoxy-3-phenylbutanedioic acid)

3D SDF for NP0223336 (2-[(4e)-5-(3,4-dihydroxyphenyl)-2-hydroxy-2-methyl-3-oxopent-4-enoyl]-2,3-dihydroperoxy-3-phenylbutanedioic acid)

3D-SDF for NP0223336 (2-[(4e)-5-(3,4-dihydroxyphenyl)-2-hydroxy-2-methyl-3-oxopent-4-enoyl]-2,3-dihydroperoxy-3-phenylbutanedioic acid)

PDB for NP0223336 (2-[(4e)-5-(3,4-dihydroxyphenyl)-2-hydroxy-2-methyl-3-oxopent-4-enoyl]-2,3-dihydroperoxy-3-phenylbutanedioic acid)

3D PDB for NP0223336 (2-[(4e)-5-(3,4-dihydroxyphenyl)-2-hydroxy-2-methyl-3-oxopent-4-enoyl]-2,3-dihydroperoxy-3-phenylbutanedioic acid)

SMILES for NP0223336 (2-[(4e)-5-(3,4-dihydroxyphenyl)-2-hydroxy-2-methyl-3-oxopent-4-enoyl]-2,3-dihydroperoxy-3-phenylbutanedioic acid)

INCHI for NP0223336 (2-[(4e)-5-(3,4-dihydroxyphenyl)-2-hydroxy-2-methyl-3-oxopent-4-enoyl]-2,3-dihydroperoxy-3-phenylbutanedioic acid)

Structure for NP0223336 (2-[(4e)-5-(3,4-dihydroxyphenyl)-2-hydroxy-2-methyl-3-oxopent-4-enoyl]-2,3-dihydroperoxy-3-phenylbutanedioic acid)

3D Structure for NP0223336 (2-[(4e)-5-(3,4-dihydroxyphenyl)-2-hydroxy-2-methyl-3-oxopent-4-enoyl]-2,3-dihydroperoxy-3-phenylbutanedioic acid)