NP-MRD: Showing NP-Card for Comazaphilone A (NP0009707)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-05 19:17:30 UTC

Updated at

2021-07-15 17:04:01 UTC

NP-MRD ID

NP0009707

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Comazaphilone A

Provided By

NPAtlas

Description

Comazaphilone A belongs to the class of organic compounds known as azaphilones. These are a structurally variable family of fungal polyketide metabolites possessing a highly oxygenated pyranoquinone bicyclic core, usually known as isochromene, and a quaternary carbon center. Comazaphilone A is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Comazaphilone A is found in Penicillium and Penicillium commune. Based on a literature review very few articles have been published on comazaphilone A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106523D          

 55 57  0  0  0  0            999 V2000
    6.4205    0.7398   -0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9523   -0.4473    0.2325 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1106   -1.6718   -0.0757 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7022   -1.3950    0.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7411   -1.4395   -0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3579   -1.1684   -0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0372   -0.8801    1.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0331   -1.2208    2.1379 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3686   -1.0963    1.6396 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7574   -0.2539    1.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4367   -0.0034    2.5757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1033    0.0449    0.2137 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5589    1.2202   -0.4781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4196    0.3564    0.5891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241    0.6582   -0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9666    0.6524   -1.6463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7106    0.9961   -0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0472    2.3117    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0717    3.4223   -0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3830    2.6577    0.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3736    1.7037    0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6991    2.0437    0.5225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0092    0.3696    0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6801    0.0288   -0.1395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3793   -1.3252   -0.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3826   -2.3193   -0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0187   -1.2209   -0.6300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0523   -2.3031    0.2806 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3386   -1.2393   -1.2635 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8814    0.7672   -1.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6436    1.6604    0.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3300    0.6224   -0.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9843   -0.6539   -0.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9177   -0.2538    1.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5214   -2.5749    0.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1575   -1.8109   -1.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0054   -1.6750   -1.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8895   -2.2909    2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9653   -0.5639    3.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1773    2.1366    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2812    1.3097   -1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6578    1.2238   -0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3858    4.1853    0.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965    3.9139   -1.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0394    3.0904    0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6773    3.6871    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9314    3.0050    0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7992   -0.3712    0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9835   -2.2768    0.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0560   -2.2314   -1.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8666   -3.3041   -0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8541   -1.3665   -1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8849   -2.8120    0.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4649   -2.2162   -1.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5034   -0.4212   -1.9757 H   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  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
  9  4  1  0  0  0  0
 24 17  1  0  0  0  0
 29  6  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
  2 33  1  0  0  0  0
  2 34  1  0  0  0  0
  3 35  1  0  0  0  0
  3 36  1  0  0  0  0
  5 37  1  0  0  0  0
  8 38  1  0  0  0  0
  8 39  1  0  0  0  0
 13 40  1  0  0  0  0
 13 41  1  0  0  0  0
 13 42  1  0  0  0  0
 19 43  1  0  0  0  0
 19 44  1  0  0  0  0
 19 45  1  0  0  0  0
 20 46  1  0  0  0  0
 22 47  1  0  0  0  0
 23 48  1  0  0  0  0
 26 49  1  0  0  0  0
 26 50  1  0  0  0  0
 26 51  1  0  0  0  0
 27 52  1  6  0  0  0
 28 53  1  0  0  0  0
 29 54  1  0  0  0  0
 29 55  1  0  0  0  0
M  END

     RDKit          3D

 55 57  0  0  0  0  0  0  0  0999 V2000
    6.4205    0.7398   -0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9523   -0.4473    0.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1106   -1.6718   -0.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7022   -1.3950    0.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7411   -1.4395   -0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3579   -1.1684   -0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0372   -0.8801    1.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0331   -1.2208    2.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3686   -1.0963    1.6396 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7574   -0.2539    1.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4367   -0.0034    2.5757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1033    0.0449    0.2137 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5589    1.2202   -0.4781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4196    0.3564    0.5891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241    0.6582   -0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9666    0.6524   -1.6463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7106    0.9961   -0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0472    2.3117    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0717    3.4223   -0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3830    2.6577    0.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3736    1.7037    0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6991    2.0437    0.5225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0092    0.3696    0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6801    0.0288   -0.1395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3793   -1.3252   -0.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3826   -2.3193   -0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0187   -1.2209   -0.6300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0523   -2.3031    0.2806 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3386   -1.2393   -1.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8814    0.7672   -1.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6436    1.6604    0.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3300    0.6224   -0.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9843   -0.6539   -0.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9177   -0.2538    1.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5214   -2.5749    0.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1575   -1.8109   -1.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0054   -1.6750   -1.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8895   -2.2909    2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9653   -0.5639    3.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1773    2.1366    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2812    1.3097   -1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6578    1.2238   -0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3858    4.1853    0.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965    3.9139   -1.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0394    3.0904    0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6773    3.6871    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9314    3.0050    0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7992   -0.3712    0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9835   -2.2768    0.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0560   -2.2314   -1.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8666   -3.3041   -0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8541   -1.3665   -1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8849   -2.8120    0.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4649   -2.2162   -1.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5034   -0.4212   -1.9757 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  1
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 12 27  1  0
 27 28  1  0
 27 29  1  0
  9  4  1  0
 24 17  1  0
 29  6  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  5 37  1  0
  8 38  1  0
  8 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 22 47  1  0
 23 48  1  0
 26 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  6
 28 53  1  0
 29 54  1  0
 29 55  1  0
M  END


  Mrv1652306242106523D          

 55 57  0  0  0  0            999 V2000
    6.4205    0.7398   -0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9523   -0.4473    0.2325 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1106   -1.6718   -0.0757 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7022   -1.3950    0.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7411   -1.4395   -0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3579   -1.1684   -0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0372   -0.8801    1.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0331   -1.2208    2.1379 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3686   -1.0963    1.6396 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7574   -0.2539    1.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4367   -0.0034    2.5757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1033    0.0449    0.2137 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5589    1.2202   -0.4781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4196    0.3564    0.5891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241    0.6582   -0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9666    0.6524   -1.6463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7106    0.9961   -0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0472    2.3117    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0717    3.4223   -0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3830    2.6577    0.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3736    1.7037    0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6991    2.0437    0.5225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0092    0.3696    0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6801    0.0288   -0.1395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3793   -1.3252   -0.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3826   -2.3193   -0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0187   -1.2209   -0.6300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0523   -2.3031    0.2806 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3386   -1.2393   -1.2635 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8814    0.7672   -1.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6436    1.6604    0.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3300    0.6224   -0.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9843   -0.6539   -0.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9177   -0.2538    1.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5214   -2.5749    0.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1575   -1.8109   -1.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0054   -1.6750   -1.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8895   -2.2909    2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9653   -0.5639    3.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1773    2.1366    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2812    1.3097   -1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6578    1.2238   -0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3858    4.1853    0.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965    3.9139   -1.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0394    3.0904    0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6773    3.6871    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9314    3.0050    0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7992   -0.3712    0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9835   -2.2768    0.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0560   -2.2314   -1.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8666   -3.3041   -0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8541   -1.3665   -1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8849   -2.8120    0.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4649   -2.2162   -1.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5034   -0.4212   -1.9757 H   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  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
  9  4  1  0  0  0  0
 24 17  1  0  0  0  0
 29  6  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
  2 33  1  0  0  0  0
  2 34  1  0  0  0  0
  3 35  1  0  0  0  0
  3 36  1  0  0  0  0
  5 37  1  0  0  0  0
  8 38  1  0  0  0  0
  8 39  1  0  0  0  0
 13 40  1  0  0  0  0
 13 41  1  0  0  0  0
 13 42  1  0  0  0  0
 19 43  1  0  0  0  0
 19 44  1  0  0  0  0
 19 45  1  0  0  0  0
 20 46  1  0  0  0  0
 22 47  1  0  0  0  0
 23 48  1  0  0  0  0
 26 49  1  0  0  0  0
 26 50  1  0  0  0  0
 26 51  1  0  0  0  0
 27 52  1  6  0  0  0
 28 53  1  0  0  0  0
 29 54  1  0  0  0  0
 29 55  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009707

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(=C(C(=O)O[C@]2(C(=O)C3=C(C([H])=C(OC3([H])[H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])[C@@]2([H])O[H])C([H])([H])[H])C(OC([H])([H])[H])=C1[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H26O7/c1-5-6-15-8-13-9-18(24)22(3,20(25)16(13)11-28-15)29-21(26)19-12(2)7-14(23)10-17(19)27-4/h7-8,10,18,23-24H,5-6,9,11H2,1-4H3/t18-,22-/m1/s1

> <INCHI_KEY>
BJMHMPAXPWFBRJ-XMSQKQJNSA-N

> <FORMULA>
C22H26O7

> <MOLECULAR_WEIGHT>
402.443

> <EXACT_MASS>
402.167853177

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
42.35418263120139

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6R,7R)-6-hydroxy-7-methyl-8-oxo-3-propyl-5,6,7,8-tetrahydro-1H-isochromen-7-yl 4-hydroxy-2-methoxy-6-methylbenzoate

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
3.099442469999999

> <ALOGPS_LOGS>
-4.00

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.709915876773827

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.651605222297176

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3630844565098466

> <JCHEM_POLAR_SURFACE_AREA>
102.29000000000002

> <JCHEM_REFRACTIVITY>
108.6856

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
comazaphilone A

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 55 57  0  0  0  0  0  0  0  0999 V2000
    6.4205    0.7398   -0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9523   -0.4473    0.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1106   -1.6718   -0.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7022   -1.3950    0.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7411   -1.4395   -0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3579   -1.1684   -0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0372   -0.8801    1.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0331   -1.2208    2.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3686   -1.0963    1.6396 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7574   -0.2539    1.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4367   -0.0034    2.5757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1033    0.0449    0.2137 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5589    1.2202   -0.4781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4196    0.3564    0.5891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241    0.6582   -0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9666    0.6524   -1.6463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7106    0.9961   -0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0472    2.3117    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0717    3.4223   -0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3830    2.6577    0.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3736    1.7037    0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6991    2.0437    0.5225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0092    0.3696    0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6801    0.0288   -0.1395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3793   -1.3252   -0.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3826   -2.3193   -0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0187   -1.2209   -0.6300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0523   -2.3031    0.2806 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3386   -1.2393   -1.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8814    0.7672   -1.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6436    1.6604    0.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3300    0.6224   -0.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9843   -0.6539   -0.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9177   -0.2538    1.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5214   -2.5749    0.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1575   -1.8109   -1.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0054   -1.6750   -1.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8895   -2.2909    2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9653   -0.5639    3.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1773    2.1366    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2812    1.3097   -1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6578    1.2238   -0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3858    4.1853    0.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965    3.9139   -1.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0394    3.0904    0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6773    3.6871    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9314    3.0050    0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7992   -0.3712    0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9835   -2.2768    0.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0560   -2.2314   -1.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8666   -3.3041   -0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8541   -1.3665   -1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8849   -2.8120    0.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4649   -2.2162   -1.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5034   -0.4212   -1.9757 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  1
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 12 27  1  0
 27 28  1  0
 27 29  1  0
  9  4  1  0
 24 17  1  0
 29  6  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  5 37  1  0
  8 38  1  0
  8 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 22 47  1  0
 23 48  1  0
 26 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  6
 28 53  1  0
 29 54  1  0
 29 55  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       6.420   0.740  -0.523  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.952  -0.447   0.233  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.111  -1.672  -0.076  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.702  -1.395   0.341  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.741  -1.440  -0.575  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.358  -1.168  -0.170  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.037  -0.880   1.084  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.033  -1.221   2.138  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.369  -1.096   1.640  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.757  -0.254   1.410  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.437  -0.003   2.576  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.103   0.045   0.214  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.559   1.220  -0.478  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.420   0.356   0.589  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.324   0.658  -0.419  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.967   0.652  -1.646  0.00  0.00           O+0
HETATM   17  C   UNK     0      -3.711   0.996  -0.179  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.047   2.312   0.013  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.072   3.422  -0.012  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.383   2.658   0.247  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.374   1.704   0.290  0.00  0.00           C+0
HETATM   22  O   UNK     0      -7.699   2.044   0.523  0.00  0.00           O+0
HETATM   23  C   UNK     0      -6.009   0.370   0.093  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.680   0.029  -0.140  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.379  -1.325  -0.330  0.00  0.00           O+0
HETATM   26  C   UNK     0      -5.383  -2.319  -0.288  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.019  -1.221  -0.630  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.052  -2.303   0.281  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.339  -1.239  -1.264  0.00  0.00           C+0
HETATM   30  H   UNK     0       6.881   0.767  -1.538  0.00  0.00           H+0
HETATM   31  H   UNK     0       6.644   1.660   0.041  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.330   0.622  -0.683  0.00  0.00           H+0
HETATM   33  H   UNK     0       7.984  -0.654  -0.129  0.00  0.00           H+0
HETATM   34  H   UNK     0       6.918  -0.254   1.317  0.00  0.00           H+0
HETATM   35  H   UNK     0       6.521  -2.575   0.397  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.157  -1.811  -1.175  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.005  -1.675  -1.598  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.890  -2.291   2.391  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.965  -0.564   3.007  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.177   2.137   0.050  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.281   1.310  -1.534  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.658   1.224  -0.312  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.386   4.185   0.741  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.096   3.914  -1.008  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.039   3.090   0.208  0.00  0.00           H+0
HETATM   46  H   UNK     0      -5.677   3.687   0.401  0.00  0.00           H+0
HETATM   47  H   UNK     0      -7.931   3.005   0.660  0.00  0.00           H+0
HETATM   48  H   UNK     0      -6.799  -0.371   0.130  0.00  0.00           H+0
HETATM   49  H   UNK     0      -5.984  -2.277   0.652  0.00  0.00           H+0
HETATM   50  H   UNK     0      -6.056  -2.231  -1.181  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.867  -3.304  -0.382  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.854  -1.367  -1.305  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.885  -2.812   0.219  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.465  -2.216  -1.763  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.503  -0.421  -1.976  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    1    3   33   34                                             
CONECT    3    2    4   35   36                                             
CONECT    4    3    5    9                                                  
CONECT    5    4    6   37                                                  
CONECT    6    5    7   29                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    9   38   39                                             
CONECT    9    8    4                                                       
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14   27                                             
CONECT   13   12   40   41   42                                             
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   24                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   43   44   45                                             
CONECT   20   18   21   46                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21   47                                                       
CONECT   23   21   24   48                                                  
CONECT   24   23   25   17                                                  
CONECT   25   24   26                                                       
CONECT   26   25   49   50   51                                             
CONECT   27   12   28   29   52                                             
CONECT   28   27   53                                                       
CONECT   29   27    6   54   55                                             
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    2                                                            
CONECT   34    2                                                            
CONECT   35    3                                                            
CONECT   36    3                                                            
CONECT   37    5                                                            
CONECT   38    8                                                            
CONECT   39    8                                                            
CONECT   40   13                                                            
CONECT   41   13                                                            
CONECT   42   13                                                            
CONECT   43   19                                                            
CONECT   44   19                                                            
CONECT   45   19                                                            
CONECT   46   20                                                            
CONECT   47   22                                                            
CONECT   48   23                                                            
CONECT   49   26                                                            
CONECT   50   26                                                            
CONECT   51   26                                                            
CONECT   52   27                                                            
CONECT   53   28                                                            
CONECT   54   29                                                            
CONECT   55   29                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  114    0
END

RDKit          3D

55 57  0  0  0  0  0  0  0  0999 V2000
    6.4205    0.7398   -0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9523   -0.4473    0.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1106   -1.6718   -0.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7022   -1.3950    0.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7411   -1.4395   -0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3579   -1.1684   -0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0372   -0.8801    1.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0331   -1.2208    2.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3686   -1.0963    1.6396 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7574   -0.2539    1.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4367   -0.0034    2.5757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1033    0.0449    0.2137 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5589    1.2202   -0.4781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4196    0.3564    0.5891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241    0.6582   -0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9666    0.6524   -1.6463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7106    0.9961   -0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0472    2.3117    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0717    3.4223   -0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3830    2.6577    0.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3736    1.7037    0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6991    2.0437    0.5225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0092    0.3696    0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6801    0.0288   -0.1395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3793   -1.3252   -0.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3826   -2.3193   -0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0187   -1.2209   -0.6300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0523   -2.3031    0.2806 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3386   -1.2393   -1.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8814    0.7672   -1.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6436    1.6604    0.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3300    0.6224   -0.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9843   -0.6539   -0.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9177   -0.2538    1.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5214   -2.5749    0.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1575   -1.8109   -1.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0054   -1.6750   -1.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8895   -2.2909    2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9653   -0.5639    3.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1773    2.1366    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2812    1.3097   -1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6578    1.2238   -0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3858    4.1853    0.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965    3.9139   -1.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0394    3.0904    0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6773    3.6871    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9314    3.0050    0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7992   -0.3712    0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9835   -2.2768    0.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0560   -2.2314   -1.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8666   -3.3041   -0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8541   -1.3665   -1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8849   -2.8120    0.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4649   -2.2162   -1.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5034   -0.4212   -1.9757 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  1
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 12 27  1  0
 27 28  1  0
 27 29  1  0
  9  4  1  0
 24 17  1  0
 29  6  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  5 37  1  0
  8 38  1  0
  8 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 22 47  1  0
 23 48  1  0
 26 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  6
 28 53  1  0
 29 54  1  0
 29 55  1  0
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₂H₂₆O₇

Average Mass

402.4430 Da

Monoisotopic Mass

402.16785 Da

IUPAC Name

(6R,7R)-6-hydroxy-7-methyl-8-oxo-3-propyl-5,6,7,8-tetrahydro-1H-isochromen-7-yl 4-hydroxy-2-methoxy-6-methylbenzoate

Traditional Name

comazaphilone A

CAS Registry Number

Not Available

SMILES

CCCC1=CC2=C(CO1)C(=O)[C@](C)(OC(=O)C1=C(OC)C=C(O)C=C1C)[C@H](O)C2

InChI Identifier

InChI=1S/C22H26O7/c1-5-6-15-8-13-9-18(24)22(3,20(25)16(13)11-28-15)29-21(26)19-12(2)7-14(23)10-17(19)27-4/h7-8,10,18,23-24H,5-6,9,11H2,1-4H3/t18-,22-/m1/s1

InChI Key

BJMHMPAXPWFBRJ-XMSQKQJNSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Penicillium	NPAtlas	21226488
Penicillium commune	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Penicillium commune QSD-17	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azaphilones. These are a structurally variable family of fungal polyketide metabolites possessing a highly oxygenated pyranoquinone bicyclic core, usually known as isochromene, and a quaternary carbon center.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azaphilones

Sub Class

Not Available

Direct Parent

Azaphilones

Alternative Parents

Substituents

Azaphilone
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
O-methoxybenzoic acid or derivatives
Benzoate ester
Methoxyphenol
Benzoic acid or derivatives
Phenoxy compound
Benzoyl
Anisole
M-cresol
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Cyclohexenone
Toluene
Phenol
Monocyclic benzene moiety
Benzenoid
Pyran
Ketone
Carboxylic acid ester
Secondary alcohol
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Ether
Alcohol
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:70010 )
phenols (CHEBI:70010 )
benzoate ester (CHEBI:70010 )
isochromenes (CHEBI:70010 )
azaphilone (CHEBI:70010 )

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	2.66	ALOGPS
logP	3.1	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.65	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	108.69 m³·mol⁻¹	ChemAxon
Polarizability	42.35 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA008345

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00052937

Chemspider ID

26393026

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

51041529

PDB ID

Not Available

ChEBI ID

70010

Good Scents ID

Not Available

References

General References

Showing NP-Card for Comazaphilone A (NP0009707)

MOL for NP0009707 (Comazaphilone A)

3D MOL for NP0009707 (Comazaphilone A)

3D SDF for NP0009707 (Comazaphilone A)

3D-SDF for NP0009707 (Comazaphilone A)

PDB for NP0009707 (Comazaphilone A)

3D PDB for NP0009707 (Comazaphilone A)

SMILES for NP0009707 (Comazaphilone A)

INCHI for NP0009707 (Comazaphilone A)

Structure for NP0009707 (Comazaphilone A)

3D Structure for NP0009707 (Comazaphilone A)