NP-MRD: Showing NP-Card for 3,4,9,10'-tetrahydroxy-7-methoxy-5,8,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylic acid (NP0299900)

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Record Information

Version

2.0

Created at

2022-09-10 11:59:47 UTC

Updated at

2022-09-10 11:59:47 UTC

NP-MRD ID

NP0299900

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4,9,10'-tetrahydroxy-7-methoxy-5,8,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylic acid

Description

3,4,9,10'-tetrahydroxy-7-methoxy-5,8,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylic acid is found in Streptomyces hyaluromycini.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102213592D          

 38 43  0  0  0  0            999 V2000
    9.7602    0.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1472   -0.0969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3625    0.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    0.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4061    1.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2343    2.0263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7931    0.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0084    0.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8367    1.7288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3955    0.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5673   -0.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3520   -0.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5237   -1.4988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9649   -0.1397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7496   -0.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9214   -1.2013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8529   -0.8499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2397   -0.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9850   -1.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1780   -1.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6258   -0.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -0.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2667   -0.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4598   -0.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8994    0.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1541   -0.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4516    0.6819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1623    1.0254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9692    1.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2239    1.9819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3283    0.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5830    1.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8805    0.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6874    0.3149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5750    0.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1623    1.1701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
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 25 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
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 23 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 21 35  2  0  0  0  0
 35 36  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 10 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END

     RDKit          3D

 54 59  0  0  0  0  0  0  0  0999 V2000
   -7.9013    2.6656    0.9024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9085    1.4801    0.0926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7685    0.6570    0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8835   -0.5717    0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6950   -1.3930    0.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7596   -2.5766    1.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4063   -0.8949    0.1493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3154   -1.7211    0.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4438   -3.0259    0.6760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0960   -1.2735   -0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9257   -0.0065   -0.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0403    0.8475   -0.7515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8737    2.1001   -1.2211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2814    0.3962   -0.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4833    1.2137   -0.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4148    2.3900   -0.7666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5803    0.1879   -1.0602 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1776   -0.7444   -0.2903 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3931   -0.3031    1.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6066    0.5531    1.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7578    0.1654    0.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0116    0.6434    0.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1438    0.3252    0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4083    0.7757    0.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5195    0.4327   -0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8561    0.9084    0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8533    0.5867   -0.6495 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0135    1.7327    1.1332 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3257   -0.3606   -1.3364 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1392   -0.8039   -1.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9602   -1.5687   -2.6659 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9842   -0.4986   -0.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7405   -0.9883   -1.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6526   -1.8193   -2.4474 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6087   -0.6570   -0.5926 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3575   -1.1391   -0.9507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7605   -1.9320   -0.2901 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6697   -2.5818   -1.5264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8606    3.1712    0.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7744    2.4232    1.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0985    3.3684    0.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8135   -0.9859    0.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6316   -3.6260    0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3896    2.8868   -1.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4959    0.3059    1.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4030   -1.1607    1.8435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3472    1.6392    1.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9060    0.4426    2.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1505    1.2960    1.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5249    1.4333    1.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8131    2.3242    1.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7841   -2.1962   -2.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5870   -2.6177    0.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5802   -1.9056   -2.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 17  1  0
 18 17  1  6
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 30 29  1  0
 29 25  1  0
 25 24  2  0
 24 23  1  0
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 11 12  1  0
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 12 14  2  0
 14 15  1  0
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 14  7  1  0
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 23 32  1  0
 22 21  1  0
  1 39  1  0
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  1 41  1  0
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 34 52  1  0
 24 50  1  0
 22 49  1  0
 28 51  1  0
 37 53  1  1
 38 54  1  0
 13 44  1  0
M  END


  Mrv1652309102213592D          

 38 43  0  0  0  0            999 V2000
    9.7602    0.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1472   -0.0969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3625    0.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    0.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4061    1.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2343    2.0263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7931    0.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0084    0.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8367    1.7288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3955    0.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5673   -0.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3520   -0.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5237   -1.4988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9649   -0.1397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7496   -0.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9214   -1.2013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9850   -1.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1780   -1.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6258   -0.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -0.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2667   -0.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4598   -0.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8994    0.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1623    1.0254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9692    1.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2239    1.9819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3283    0.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5830    1.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8805    0.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6874    0.3149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5750    0.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1623    1.1701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
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  8  9  1  0  0  0  0
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 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
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 29 30  1  0  0  0  0
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 30 32  1  0  0  0  0
 23 32  1  0  0  0  0
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 33 35  1  0  0  0  0
 21 35  2  0  0  0  0
 35 36  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 10 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0299900

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=O)C2=C(O)C3=C(OC4(CCC5=C(O4)C(O)=C4C(=O)OC(=CC4=C5)C(O)=O)C3O)C(O)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H16O13/c1-35-10-6-9(26)13-14(16(10)27)19(30)21-15(17(13)28)22(31)25(38-21)3-2-7-4-8-5-11(23(32)33)36-24(34)12(8)18(29)20(7)37-25/h4-6,22,28-31H,2-3H2,1H3,(H,32,33)

> <INCHI_KEY>
VQSTXOFHKBFYAU-UHFFFAOYSA-N

> <FORMULA>
C25H16O13

> <MOLECULAR_WEIGHT>
524.39

> <EXACT_MASS>
524.059090575

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
49.90755007650959

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4,9,10'-tetrahydroxy-7-methoxy-5,8,9'-trioxo-4',5,8,9'-tetrahydro-3H,3'H-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylic acid

> <JCHEM_LOGP>
3.2587741543333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.607726594524209

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.420600653195516

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4683496686280586

> <JCHEM_POLAR_SURFACE_AREA>
206.34999999999997

> <JCHEM_REFRACTIVITY>
125.97649999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3,4,9,10'-tetrahydroxy-7-methoxy-5,8,9'-trioxo-3',4'-dihydro-3H-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      18.219   0.850   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      17.075  -0.181   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      15.610   0.295   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.289   1.801   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.825   2.276   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      13.504   3.783   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      12.681   1.245   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.216   1.721   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      10.895   3.227   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      10.072   0.690   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.392  -0.816   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.857  -1.292   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      12.178  -2.798   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      13.001  -0.261   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.466  -0.736   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      14.787  -2.243   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       9.059  -1.587   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.914  -0.556   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.439  -2.021   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.932  -2.342   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.902  -1.198   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.395  -1.518   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.173   0.449   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.679   0.129   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.154  -1.336   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.710   1.273   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.303   1.914   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.809   2.235   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.285   3.700   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.840   1.091   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.346   1.411   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       4.822   2.876   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       5.377   0.267   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       6.883   0.588   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       8.540   0.851   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       7.770   2.184   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   14                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   37                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    7   15                                                  
CONECT   15   14    3   16                                                  
CONECT   16   15                                                            
CONECT   17   11   18                                                       
CONECT   18   17   19   36   37                                             
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   35                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   32                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   29                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   25   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   23   33                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   21   36                                                  
CONECT   36   35   18                                                       
CONECT   37   18   10   38                                                  
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₁₆O₁₃

Average Mass

524.3900 Da

Monoisotopic Mass

524.05909 Da

IUPAC Name

3,4,9,10'-tetrahydroxy-7-methoxy-5,8,9'-trioxo-4',5,8,9'-tetrahydro-3H,3'H-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylic acid

Traditional Name

3,4,9,10'-tetrahydroxy-7-methoxy-5,8,9'-trioxo-3',4'-dihydro-3H-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(=O)C2=C(O)C3=C(OC4(CCC5=C(O4)C(O)=C4C(=O)OC(=CC4=C5)C(O)=O)C3O)C(O)=C2C1=O

InChI Identifier

InChI=1S/C25H16O13/c1-35-10-6-9(26)13-14(16(10)27)19(30)21-15(17(13)28)22(31)25(38-21)3-2-7-4-8-5-11(23(32)33)36-24(34)12(8)18(29)20(7)37-25/h4-6,22,28-31H,2-3H2,1H3,(H,32,33)

InChI Key

VQSTXOFHKBFYAU-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces hyaluromycini	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	3.26	ChemAxon
pKa (Strongest Acidic)	2.42	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	206.35 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	125.98 m³·mol⁻¹	ChemAxon
Polarizability	49.91 Å³	ChemAxon
Number of Rings	6	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 3,4,9,10'-tetrahydroxy-7-methoxy-5,8,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylic acid (NP0299900)

MOL for NP0299900 (3,4,9,10'-tetrahydroxy-7-methoxy-5,8,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylic acid)

3D MOL for NP0299900 (3,4,9,10'-tetrahydroxy-7-methoxy-5,8,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylic acid)

3D SDF for NP0299900 (3,4,9,10'-tetrahydroxy-7-methoxy-5,8,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylic acid)

3D-SDF for NP0299900 (3,4,9,10'-tetrahydroxy-7-methoxy-5,8,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylic acid)

PDB for NP0299900 (3,4,9,10'-tetrahydroxy-7-methoxy-5,8,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylic acid)

3D PDB for NP0299900 (3,4,9,10'-tetrahydroxy-7-methoxy-5,8,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylic acid)

SMILES for NP0299900 (3,4,9,10'-tetrahydroxy-7-methoxy-5,8,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylic acid)

INCHI for NP0299900 (3,4,9,10'-tetrahydroxy-7-methoxy-5,8,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylic acid)

Structure for NP0299900 (3,4,9,10'-tetrahydroxy-7-methoxy-5,8,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylic acid)

3D Structure for NP0299900 (3,4,9,10'-tetrahydroxy-7-methoxy-5,8,9'-trioxo-3',4'-dihydro-3h-spiro[naphtho[2,3-b]furan-2,2'-pyrano[3,2-g]isochromene]-7'-carboxylic acid)