NP-MRD: Showing NP-Card for [(2e)-4-[(1r,4r,7s,8s)-3-[(5e)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-8-hydroxy-5,9-dioxotricyclo[5.4.0.0⁴,⁸]undeca-2,10-dien-11-yl]-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid (NP0266142)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 10:22:45 UTC

Updated at

2022-09-08 10:22:45 UTC

NP-MRD ID

NP0266142

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(2e)-4-[(1r,4r,7s,8s)-3-[(5e)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-8-hydroxy-5,9-dioxotricyclo[5.4.0.0⁴,⁸]undeca-2,10-dien-11-yl]-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid

Description

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082212222D          

 50 56  0  0  1  0            999 V2000
    3.1825   -1.3684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3136   -0.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1155   -0.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1791    0.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9640    1.0970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6499    1.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4039    1.2614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5629    2.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6075    0.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3841    0.8298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0135    0.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8662   -0.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4955   -1.0488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0895   -0.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4602   -0.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4164    0.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0379    1.6515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8815    0.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0590    0.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8408    1.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0551    1.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4770    2.0414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6196    0.6508    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1563    1.1685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9575   -0.2816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1914   -0.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1299    0.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7402    0.2003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1811    0.7108    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1683    0.7431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324    1.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3533    2.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8785    3.0011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0054    2.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9409    3.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4869    4.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668    5.0347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6627    4.2653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6812    3.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7271    4.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4634    5.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1538    4.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8902    5.0822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1079    3.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3716    3.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6875    2.2429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4570    1.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2999    1.2404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4661   -0.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7520   -0.4856    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 29 27  1  6  0  0  0
 23 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 35 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  2  0  0  0  0
 39 45  1  0  0  0  0
 34 46  1  0  0  0  0
 46 47  1  0  0  0  0
 31 47  1  0  0  0  0
 47 48  2  0  0  0  0
 30 49  2  0  0  0  0
 50 49  1  6  0  0  0
 19 50  1  0  0  0  0
 25 50  1  0  0  0  0
M  END

     RDKit          3D

 72 78  0  0  0  0  0  0  0  0999 V2000
    4.2290   -2.9480   -0.3006 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575   -1.7235    0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3668   -1.0847    0.5124 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0370    0.2823    0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9134    1.1395    1.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6379    2.5286    1.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5642    3.1444    1.3051 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7128    3.3117    1.9964 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2932    0.6494    1.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9013    1.0325    2.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2046    0.5745    2.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8664   -0.2529    2.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1412   -0.6572    2.3357 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2125   -0.6178    0.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9151   -0.1683    0.5986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6567    0.4069    0.3579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8867    1.5445    0.4039 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675   -0.7613   -0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8436   -1.0711   -0.5701 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5328   -2.3309   -0.9650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4864   -2.4302   -1.9821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0085   -3.5501   -2.2302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0006   -1.2686   -2.7182 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1351   -1.4056   -4.0994 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5775    0.0481   -2.2572 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5023    1.1050   -2.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.3056   -3.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3476    0.7429   -3.9767 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5016   -1.0147   -2.4554 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6683   -0.7426   -1.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9695   -0.5175   -0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1791   -0.5279   -0.9546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3882   -0.8096   -2.2987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2183   -0.2208    0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5287   -0.1228   -0.1114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1629   -0.3358   -1.3827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4604   -0.2021   -1.3226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6632   -0.6424   -2.6070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3166    0.2180    1.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9168    1.1801    1.9980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6527    1.4745    3.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8322    0.7988    3.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5682    1.1101    4.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2401   -0.1618    2.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4837   -0.4480    1.3658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5756   -0.0139    1.2259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2240   -0.1840    1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3058   -0.0785    1.8896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5758   -0.6897   -0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7227   -0.1177   -0.7292 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5749    3.3603    1.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4174    1.6674    3.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6696    0.8897    3.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9517   -0.1306    2.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7029   -1.2523    0.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4606   -0.4901   -0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3365    1.6908    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0287   -3.1652   -0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0834   -0.5207   -4.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5299    0.3058   -2.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9179    1.4767   -1.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1573    1.9140   -3.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0996   -1.8121   -2.8690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3452   -1.7888   -2.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0897   -0.3110   -3.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0063    1.7358    1.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3534    2.2278    3.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2643    1.8464    4.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1527   -0.6911    2.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8140   -1.2171    0.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010   -1.0763    0.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8615    0.8428   -0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
 38 36  1  0
 36 37  2  0
 36 35  1  0
 35 34  2  0
 34 46  1  0
 46 47  1  0
 47 48  2  0
 47 31  1  0
 31 32  2  0
 32 33  1  0
 31 30  1  0
 30 49  2  0
 49 50  1  0
 50 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 23  1  0
 23 24  1  6
 23 21  1  0
 21 22  2  0
 21 20  1  0
 20 19  2  0
 19 18  1  0
 18 16  2  0
 16 17  1  0
 16  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  4  5  2  0
  5  6  1  0
  6  8  1  0
  6  7  2  0
  5  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 35 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 42 44  1  0
 44 45  2  0
 32 34  1  0
 29 30  1  0
  2 18  1  0
 15  9  1  0
 45 39  1  0
 19 50  1  0
 23 25  1  0
 38 65  1  0
 33 64  1  0
 49 71  1  0
 50 72  1  1
 25 60  1  6
 26 61  1  0
 26 62  1  0
 29 63  1  6
 24 59  1  0
 20 58  1  0
 17 57  1  0
  8 51  1  0
 10 52  1  0
 11 53  1  0
 13 54  1  0
 14 55  1  0
 15 56  1  0
 40 66  1  0
 41 67  1  0
 43 68  1  0
 44 69  1  0
 45 70  1  0
M  END


  Mrv1652309082212222D          

 50 56  0  0  1  0            999 V2000
    3.1825   -1.3684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3136   -0.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1155   -0.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1791    0.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9640    1.0970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6499    1.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4039    1.2614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5629    2.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6075    0.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3841    0.8298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0135    0.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8662   -0.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4955   -1.0488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0895   -0.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4602   -0.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4164    0.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0379    1.6515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8815    0.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0590    0.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8408    1.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0551    1.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4770    2.0414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6196    0.6508    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1563    1.1685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9575   -0.2816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1914   -0.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1299    0.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7402    0.2003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1811    0.7108    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1683    0.7431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324    1.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3533    2.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8785    3.0011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0054    2.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9409    3.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4869    4.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668    5.0347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6627    4.2653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6812    3.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7271    4.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4634    5.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1538    4.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8902    5.0822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1079    3.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3716    3.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6875    2.2429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4570    1.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2999    1.2404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4661   -0.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7520   -0.4856    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 29 27  1  6  0  0  0
 23 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 35 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  2  0  0  0  0
 39 45  1  0  0  0  0
 34 46  1  0  0  0  0
 46 47  1  0  0  0  0
 31 47  1  0  0  0  0
 47 48  2  0  0  0  0
 30 49  2  0  0  0  0
 50 49  1  6  0  0  0
 19 50  1  0  0  0  0
 25 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0266142

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C(=C1\OC(=O)C(=C1O)C1=C[C@@H]2[C@@H]3CC(=O)[C@H]1[C@]3(O)C(=O)C=C2C1=C(O)C(OC1=O)=C(C(O)=O)C1=CC=C(O)C=C1)\C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C35H22O15/c36-14-5-1-12(2-6-14)22(31(42)43)29-27(40)24(33(46)49-29)17-10-21(39)35(48)19-11-20(38)26(35)18(9-16(17)19)25-28(41)30(50-34(25)47)23(32(44)45)13-3-7-15(37)8-4-13/h1-10,16,19,26,36-37,40-41,48H,11H2,(H,42,43)(H,44,45)/b29-22+,30-23+/t16-,19-,26?,35+/m0/s1

> <INCHI_KEY>
JEGJGBXUGRKIAV-LMLYVJTHSA-N

> <FORMULA>
C35H22O15

> <MOLECULAR_WEIGHT>
682.546

> <EXACT_MASS>
682.095870008

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
64.77245570583095

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2E)-4-[(1R,4R,7S,8S)-3-[(5E)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxo-2,5-dihydrofuran-3-yl]-8-hydroxy-5,9-dioxotricyclo[5.4.0.0^{4,8}]undeca-2,10-dien-11-yl]-3-hydroxy-5-oxo-2,5-dihydrofuran-2-ylidene]-2-(4-hydroxyphenyl)acetic acid

> <JCHEM_LOGP>
0.777902367666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
3.084297637051879

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.4820659734603345

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9585049083686163

> <JCHEM_POLAR_SURFACE_AREA>
262.48999999999995

> <JCHEM_REFRACTIVITY>
170.23629999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(2E)-4-[(1R,4R,7S,8S)-3-[(5E)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-8-hydroxy-5,9-dioxotricyclo[5.4.0.0^{4,8}]undeca-2,10-dien-11-yl]-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  O   UNK     0       5.941  -2.554   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.185  -0.941   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       7.682  -0.579   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       7.801   0.956   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.266   2.048   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.546   2.980   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      11.954   2.355   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      10.384   4.511   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      10.467   1.030   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.917   1.549   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.092   0.553   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.817  -0.962   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      13.992  -1.958   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      11.367  -1.481   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.192  -0.486   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.377   1.543   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.671   3.083   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.379   0.371   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.843   0.489   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.436   2.188   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.969   2.500   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.890   3.811   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.157   1.215   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.292   2.181   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.787  -0.526   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.357  -0.832   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.242   0.757   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.382   0.374   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.205   1.327   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.048   1.387   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.914   2.660   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.393   4.110   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       3.506   5.602   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       5.610   5.053   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.490   6.705   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.642   8.031   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       5.351   9.398   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       3.104   7.962   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       6.872   7.403   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.957   8.941   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.332   9.635   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.620   8.792   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      10.995   9.487   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       9.535   7.255   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       8.160   6.560   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       6.883   4.187   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       6.453   2.708   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       8.026   2.315   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       4.603  -0.167   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       3.270  -0.907   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   16                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    5   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    9                                                       
CONECT   16    4   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    2   19                                                  
CONECT   19   18   20   50                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25   29                                             
CONECT   24   23                                                            
CONECT   25   23   26   50                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   23   30                                                  
CONECT   30   29   31   49                                                  
CONECT   31   30   32   47                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   46                                                  
CONECT   35   34   36   39                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   35   40   45                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   39                                                       
CONECT   46   34   47                                                       
CONECT   47   46   31   48                                                  
CONECT   48   47                                                            
CONECT   49   30   50                                                       
CONECT   50   49   19   25                                                  
MASTER        0    0    0    0    0    0    0    0   50    0  112    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₅H₂₂O₁₅

Average Mass

682.5460 Da

Monoisotopic Mass

682.09587 Da

IUPAC Name

2-[(2E)-4-[(1R,4R,7S,8S)-3-[(5E)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxo-2,5-dihydrofuran-3-yl]-8-hydroxy-5,9-dioxotricyclo[5.4.0.0^{4,8}]undeca-2,10-dien-11-yl]-3-hydroxy-5-oxo-2,5-dihydrofuran-2-ylidene]-2-(4-hydroxyphenyl)acetic acid

Traditional Name

[(2E)-4-[(1R,4R,7S,8S)-3-[(5E)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-8-hydroxy-5,9-dioxotricyclo[5.4.0.0^{4,8}]undeca-2,10-dien-11-yl]-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C(=C1\OC(=O)C(=C1O)C1=C[C@@H]2[C@@H]3CC(=O)[C@H]1[C@]3(O)C(=O)C=C2C1=C(O)C(OC1=O)=C(C(O)=O)C1=CC=C(O)C=C1)\C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C35H22O15/c36-14-5-1-12(2-6-14)22(31(42)43)29-27(40)24(33(46)49-29)17-10-21(39)35(48)19-11-20(38)26(35)18(9-16(17)19)25-28(41)30(50-34(25)47)23(32(44)45)13-3-7-15(37)8-4-13/h1-10,16,19,26,36-37,40-41,48H,11H2,(H,42,43)(H,44,45)/b29-22+,30-23+/t16-,19-,26?,35+/m0/s1

InChI Key

JEGJGBXUGRKIAV-LMLYVJTHSA-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
Chalciporus piperatus	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	0.78	ChemAxon
pKa (Strongest Acidic)	2.48	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	262.49 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	170.24 m³·mol⁻¹	ChemAxon
Polarizability	64.77 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(2e)-4-[(1r,4r,7s,8s)-3-[(5e)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-8-hydroxy-5,9-dioxotricyclo[5.4.0.0⁴,⁸]undeca-2,10-dien-11-yl]-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid (NP0266142)

MOL for NP0266142 ([(2e)-4-[(1r,4r,7s,8s)-3-[(5e)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-8-hydroxy-5,9-dioxotricyclo[5.4.0.0⁴,⁸]undeca-2,10-dien-11-yl]-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid)

3D MOL for NP0266142 ([(2e)-4-[(1r,4r,7s,8s)-3-[(5e)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-8-hydroxy-5,9-dioxotricyclo[5.4.0.0⁴,⁸]undeca-2,10-dien-11-yl]-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid)

3D SDF for NP0266142 ([(2e)-4-[(1r,4r,7s,8s)-3-[(5e)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-8-hydroxy-5,9-dioxotricyclo[5.4.0.0⁴,⁸]undeca-2,10-dien-11-yl]-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid)

3D-SDF for NP0266142 ([(2e)-4-[(1r,4r,7s,8s)-3-[(5e)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-8-hydroxy-5,9-dioxotricyclo[5.4.0.0⁴,⁸]undeca-2,10-dien-11-yl]-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid)

PDB for NP0266142 ([(2e)-4-[(1r,4r,7s,8s)-3-[(5e)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-8-hydroxy-5,9-dioxotricyclo[5.4.0.0⁴,⁸]undeca-2,10-dien-11-yl]-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid)

3D PDB for NP0266142 ([(2e)-4-[(1r,4r,7s,8s)-3-[(5e)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-8-hydroxy-5,9-dioxotricyclo[5.4.0.0⁴,⁸]undeca-2,10-dien-11-yl]-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid)

SMILES for NP0266142 ([(2e)-4-[(1r,4r,7s,8s)-3-[(5e)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-8-hydroxy-5,9-dioxotricyclo[5.4.0.0⁴,⁸]undeca-2,10-dien-11-yl]-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid)

INCHI for NP0266142 ([(2e)-4-[(1r,4r,7s,8s)-3-[(5e)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-8-hydroxy-5,9-dioxotricyclo[5.4.0.0⁴,⁸]undeca-2,10-dien-11-yl]-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid)

Structure for NP0266142 ([(2e)-4-[(1r,4r,7s,8s)-3-[(5e)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-8-hydroxy-5,9-dioxotricyclo[5.4.0.0⁴,⁸]undeca-2,10-dien-11-yl]-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid)

3D Structure for NP0266142 ([(2e)-4-[(1r,4r,7s,8s)-3-[(5e)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-8-hydroxy-5,9-dioxotricyclo[5.4.0.0⁴,⁸]undeca-2,10-dien-11-yl]-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid)