NP-MRD: Showing NP-Card for Griseusin A (NP0022781)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-06 07:57:09 UTC

Updated at

2021-07-15 17:39:57 UTC

NP-MRD ID

NP0022781

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Griseusin A

Provided By

NPAtlas

Description

Griseusin A belongs to the class of organic compounds known as benzoisochromanequinones. These are benzo derivatives of isochromanequinones. Isochromanequinones are structurally characterized by a quinone fused to an isochromane, and forming a naphtho[2,3-c]pyran-6,9-dione skeleton. Griseusin A is found in Streptomyces, Streptomyces griseus and Streptomyces griseus K-63. Griseusin A was first documented in 1976 (PMID: 819406). Based on a literature review very few articles have been published on Griseusin A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105373D          

 52 56  0  0  0  0            999 V2000
   -4.9793   -2.5456   -1.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0913   -2.0384    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1586   -2.5962    1.1668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2064   -0.9916   -0.1642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4026   -0.5701    0.9129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7245    0.8473    1.3072 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1443    1.7582    0.2325 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4510    3.1818    0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7787    1.5959    0.2720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3517    0.3617   -0.2277 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7489    0.1261   -1.5039 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125    0.2835   -2.5264 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3289   -0.6532   -3.6613 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5518   -1.8508   -3.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4651   -2.8978   -4.1546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4556   -1.6233   -2.4692 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5066   -0.2219   -2.2795 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9752    0.0427   -0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1068    0.3136    0.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5791    0.5800    1.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7620    0.8450    2.3023 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9968    0.5485    1.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4780    0.7995    2.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6586    1.0883    4.0207 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8637    0.7602    3.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6992    0.4697    2.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2604    0.2196    0.9615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9260    0.2572    0.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4042   -0.0034   -0.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588   -0.2648   -1.5492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9522   -0.7855    0.6004 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8917   -1.9450   -0.2085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4606   -3.2992   -1.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2975   -1.6977   -1.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8612   -3.0090   -0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6422   -1.2031    1.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3884    1.1101    2.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8346    0.9530    1.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6009    1.4766   -0.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163    3.8941   -0.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4886    3.2189    1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7753    3.4305    1.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0813    1.3003   -2.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1133   -0.2280   -4.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -0.9877   -3.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583    0.1868   -3.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7141    1.1724    4.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2121    0.9556    4.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7624    0.4362    2.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9312   -0.0109    0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3827   -1.0173    1.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1877   -1.7728   -1.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 10 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31  5  1  0  0  0  0
 19 10  1  0  0  0  0
 28 22  1  0  0  0  0
 17 12  1  0  0  0  0
 29 18  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  5 36  1  1  0  0  0
  6 37  1  0  0  0  0
  6 38  1  0  0  0  0
  7 39  1  6  0  0  0
  8 40  1  0  0  0  0
  8 41  1  0  0  0  0
  8 42  1  0  0  0  0
 12 43  1  6  0  0  0
 13 44  1  0  0  0  0
 13 45  1  0  0  0  0
 17 46  1  6  0  0  0
 24 47  1  0  0  0  0
 25 48  1  0  0  0  0
 26 49  1  0  0  0  0
 27 50  1  0  0  0  0
 31 51  1  1  0  0  0
 32 52  1  0  0  0  0
M  END

     RDKit          3D

 52 56  0  0  0  0  0  0  0  0999 V2000
   -4.9793   -2.5456   -1.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0913   -2.0384    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1586   -2.5962    1.1668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2064   -0.9916   -0.1642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4026   -0.5701    0.9129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7245    0.8473    1.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1443    1.7582    0.2325 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4510    3.1818    0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7787    1.5959    0.2720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3517    0.3617   -0.2277 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7489    0.1261   -1.5039 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125    0.2835   -2.5264 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3289   -0.6532   -3.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5518   -1.8508   -3.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4651   -2.8978   -4.1546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4556   -1.6233   -2.4692 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5066   -0.2219   -2.2795 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9752    0.0427   -0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1068    0.3136    0.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5791    0.5800    1.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7620    0.8450    2.3023 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9968    0.5485    1.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4780    0.7995    2.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6586    1.0883    4.0207 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8637    0.7602    3.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6992    0.4697    2.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2604    0.2196    0.9615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9260    0.2572    0.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4042   -0.0034   -0.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588   -0.2648   -1.5492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9522   -0.7855    0.6004 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8917   -1.9450   -0.2085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4606   -3.2992   -1.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2975   -1.6977   -1.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8612   -3.0090   -0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6422   -1.2031    1.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3884    1.1101    2.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8346    0.9530    1.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6009    1.4766   -0.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163    3.8941   -0.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4886    3.2189    1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7753    3.4305    1.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0813    1.3003   -2.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1133   -0.2280   -4.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -0.9877   -3.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583    0.1868   -3.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7141    1.1724    4.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2121    0.9556    4.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7624    0.4362    2.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9312   -0.0109    0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3827   -1.0173    1.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1877   -1.7728   -1.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
 10  9  1  1
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 10 31  1  0
 31 32  1  0
 31  5  1  0
 19 10  1  0
 28 22  1  0
 17 12  1  0
 29 18  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  5 36  1  1
  6 37  1  0
  6 38  1  0
  7 39  1  6
  8 40  1  0
  8 41  1  0
  8 42  1  0
 12 43  1  6
 13 44  1  0
 13 45  1  0
 17 46  1  6
 24 47  1  0
 25 48  1  0
 26 49  1  0
 27 50  1  0
 31 51  1  1
 32 52  1  0
M  END


  Mrv1652306242105373D          

 52 56  0  0  0  0            999 V2000
   -4.9793   -2.5456   -1.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0913   -2.0384    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1586   -2.5962    1.1668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2064   -0.9916   -0.1642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4026   -0.5701    0.9129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7245    0.8473    1.3072 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1443    1.7582    0.2325 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4510    3.1818    0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7787    1.5959    0.2720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3517    0.3617   -0.2277 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7489    0.1261   -1.5039 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125    0.2835   -2.5264 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3289   -0.6532   -3.6613 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5518   -1.8508   -3.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4651   -2.8978   -4.1546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4556   -1.6233   -2.4692 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5066   -0.2219   -2.2795 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9752    0.0427   -0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1068    0.3136    0.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5791    0.5800    1.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7620    0.8450    2.3023 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9968    0.5485    1.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4780    0.7995    2.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6586    1.0883    4.0207 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8637    0.7602    3.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6992    0.4697    2.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2604    0.2196    0.9615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9260    0.2572    0.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4042   -0.0034   -0.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588   -0.2648   -1.5492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9522   -0.7855    0.6004 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8917   -1.9450   -0.2085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4606   -3.2992   -1.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2975   -1.6977   -1.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8612   -3.0090   -0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6422   -1.2031    1.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3884    1.1101    2.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8346    0.9530    1.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6009    1.4766   -0.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163    3.8941   -0.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4886    3.2189    1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7753    3.4305    1.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0813    1.3003   -2.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1133   -0.2280   -4.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -0.9877   -3.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583    0.1868   -3.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7141    1.1724    4.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2121    0.9556    4.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7624    0.4362    2.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9312   -0.0109    0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3827   -1.0173    1.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1877   -1.7728   -1.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 10 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31  5  1  0  0  0  0
 19 10  1  0  0  0  0
 28 22  1  0  0  0  0
 17 12  1  0  0  0  0
 29 18  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  5 36  1  1  0  0  0
  6 37  1  0  0  0  0
  6 38  1  0  0  0  0
  7 39  1  6  0  0  0
  8 40  1  0  0  0  0
  8 41  1  0  0  0  0
  8 42  1  0  0  0  0
 12 43  1  6  0  0  0
 13 44  1  0  0  0  0
 13 45  1  0  0  0  0
 17 46  1  6  0  0  0
 24 47  1  0  0  0  0
 25 48  1  0  0  0  0
 26 49  1  0  0  0  0
 27 50  1  0  0  0  0
 31 51  1  1  0  0  0
 32 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0022781

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)C3=C(C(=O)C2=C([H])C([H])=C1[H])[C@@]1([H])OC(=O)C([H])([H])[C@@]1([H])O[C@]31O[C@]([H])(C([H])([H])[H])C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H20O10/c1-8-6-13(29-9(2)23)21(28)22(31-8)17-16(20-12(32-22)7-14(25)30-20)18(26)10-4-3-5-11(24)15(10)19(17)27/h3-5,8,12-13,20-21,24,28H,6-7H2,1-2H3/t8-,12-,13-,20+,21-,22-/m1/s1

> <INCHI_KEY>
DKQCCDMPFPKSEP-KSOWGMSTSA-N

> <FORMULA>
C22H20O10

> <MOLECULAR_WEIGHT>
444.392

> <EXACT_MASS>
444.105646844

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
42.240629195915574

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R,4R,6R,11'R,15'R)-3,4'-dihydroxy-6-methyl-2',9',13'-trioxo-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadecane]-1'(10'),3'(8'),4',6'-tetraen-4-yl acetate

> <ALOGPS_LOGP>
1.52

> <JCHEM_LOGP>
1.0395890426666665

> <ALOGPS_LOGS>
-1.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.197495600983618

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.17585213156749

> <JCHEM_PKA_STRONGEST_BASIC>
-4.02463476011354

> <JCHEM_POLAR_SURFACE_AREA>
145.66

> <JCHEM_REFRACTIVITY>
104.1225

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.70e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R,6R,11'R,15'R)-3,4'-dihydroxy-6-methyl-2',9',13'-trioxo-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadecane]-1'(10'),3'(8'),4',6'-tetraen-4-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 52 56  0  0  0  0  0  0  0  0999 V2000
   -4.9793   -2.5456   -1.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0913   -2.0384    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1586   -2.5962    1.1668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2064   -0.9916   -0.1642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4026   -0.5701    0.9129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7245    0.8473    1.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1443    1.7582    0.2325 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4510    3.1818    0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7787    1.5959    0.2720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3517    0.3617   -0.2277 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7489    0.1261   -1.5039 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125    0.2835   -2.5264 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3289   -0.6532   -3.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5518   -1.8508   -3.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4651   -2.8978   -4.1546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4556   -1.6233   -2.4692 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5066   -0.2219   -2.2795 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9752    0.0427   -0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1068    0.3136    0.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5791    0.5800    1.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7620    0.8450    2.3023 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9968    0.5485    1.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4780    0.7995    2.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6586    1.0883    4.0207 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8637    0.7602    3.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6992    0.4697    2.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2604    0.2196    0.9615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9260    0.2572    0.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4042   -0.0034   -0.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588   -0.2648   -1.5492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9522   -0.7855    0.6004 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8917   -1.9450   -0.2085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4606   -3.2992   -1.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2975   -1.6977   -1.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8612   -3.0090   -0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6422   -1.2031    1.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3884    1.1101    2.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8346    0.9530    1.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6009    1.4766   -0.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163    3.8941   -0.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4886    3.2189    1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7753    3.4305    1.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0813    1.3003   -2.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1133   -0.2280   -4.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -0.9877   -3.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583    0.1868   -3.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7141    1.1724    4.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2121    0.9556    4.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7624    0.4362    2.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9312   -0.0109    0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3827   -1.0173    1.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1877   -1.7728   -1.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
 10  9  1  1
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 10 31  1  0
 31 32  1  0
 31  5  1  0
 19 10  1  0
 28 22  1  0
 17 12  1  0
 29 18  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  5 36  1  1
  6 37  1  0
  6 38  1  0
  7 39  1  6
  8 40  1  0
  8 41  1  0
  8 42  1  0
 12 43  1  6
 13 44  1  0
 13 45  1  0
 17 46  1  6
 24 47  1  0
 25 48  1  0
 26 49  1  0
 27 50  1  0
 31 51  1  1
 32 52  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      -4.979  -2.546  -1.068  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.091  -2.038   0.024  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.159  -2.596   1.167  0.00  0.00           O+0
HETATM    4  O   UNK     0      -3.206  -0.992  -0.164  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.403  -0.570   0.913  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.724   0.847   1.307  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.144   1.758   0.233  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.451   3.182   0.642  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.779   1.596   0.272  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.352   0.362  -0.228  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.749   0.126  -1.504  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.113   0.284  -2.526  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.329  -0.653  -3.661  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.552  -1.851  -3.479  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.465  -2.898  -4.155  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.456  -1.623  -2.469  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.507  -0.222  -2.280  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.975   0.043  -0.913  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.107   0.314   0.024  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.579   0.580   1.378  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.762   0.845   2.302  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.997   0.549   1.700  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.478   0.800   2.989  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.659   1.088   4.021  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.864   0.760   3.266  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.699   0.470   2.232  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.260   0.220   0.962  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.926   0.257   0.693  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.404  -0.003  -0.652  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.259  -0.265  -1.549  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.952  -0.786   0.600  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.892  -1.945  -0.209  0.00  0.00           O+0
HETATM   33  H   UNK     0      -4.461  -3.299  -1.690  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.298  -1.698  -1.701  0.00  0.00           H+0
HETATM   35  H   UNK     0      -5.861  -3.009  -0.601  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.642  -1.203   1.789  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.388   1.110   2.311  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.835   0.953   1.274  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.601   1.477  -0.731  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.316   3.894  -0.197  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.489   3.219   1.054  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.775   3.430   1.485  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.081   1.300  -2.939  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.113  -0.228  -4.640  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.361  -0.988  -3.512  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.158   0.187  -3.068  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.714   1.172   4.090  0.00  0.00           H+0
HETATM   48  H   UNK     0       5.212   0.956   4.261  0.00  0.00           H+0
HETATM   49  H   UNK     0       6.762   0.436   2.429  0.00  0.00           H+0
HETATM   50  H   UNK     0       5.931  -0.011   0.143  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.383  -1.017   1.496  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.188  -1.773  -1.122  0.00  0.00           H+0
CONECT    1    2   33   34   35                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   31   36                                             
CONECT    6    5    7   37   38                                             
CONECT    7    6    8    9   39                                             
CONECT    8    7   40   41   42                                             
CONECT    9    7   10                                                       
CONECT   10    9   11   31   19                                             
CONECT   11   10   12                                                       
CONECT   12   11   13   17   43                                             
CONECT   13   12   14   44   45                                             
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   12   46                                             
CONECT   18   17   19   29                                                  
CONECT   19   18   20   10                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   28                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   47                                                       
CONECT   25   23   26   48                                                  
CONECT   26   25   27   49                                                  
CONECT   27   26   28   50                                                  
CONECT   28   27   29   22                                                  
CONECT   29   28   30   18                                                  
CONECT   30   29                                                            
CONECT   31   10   32    5   51                                             
CONECT   32   31   52                                                       
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    5                                                            
CONECT   37    6                                                            
CONECT   38    6                                                            
CONECT   39    7                                                            
CONECT   40    8                                                            
CONECT   41    8                                                            
CONECT   42    8                                                            
CONECT   43   12                                                            
CONECT   44   13                                                            
CONECT   45   13                                                            
CONECT   46   17                                                            
CONECT   47   24                                                            
CONECT   48   25                                                            
CONECT   49   26                                                            
CONECT   50   27                                                            
CONECT   51   31                                                            
CONECT   52   32                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  112    0
END

RDKit          3D

52 56  0  0  0  0  0  0  0  0999 V2000
   -4.9793   -2.5456   -1.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0913   -2.0384    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1586   -2.5962    1.1668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2064   -0.9916   -0.1642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4026   -0.5701    0.9129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7245    0.8473    1.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1443    1.7582    0.2325 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4510    3.1818    0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7787    1.5959    0.2720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3517    0.3617   -0.2277 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7489    0.1261   -1.5039 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125    0.2835   -2.5264 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3289   -0.6532   -3.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5518   -1.8508   -3.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4651   -2.8978   -4.1546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4556   -1.6233   -2.4692 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5066   -0.2219   -2.2795 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9752    0.0427   -0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1068    0.3136    0.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5791    0.5800    1.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7620    0.8450    2.3023 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9968    0.5485    1.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4780    0.7995    2.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6586    1.0883    4.0207 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8637    0.7602    3.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6992    0.4697    2.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2604    0.2196    0.9615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9260    0.2572    0.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4042   -0.0034   -0.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588   -0.2648   -1.5492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9522   -0.7855    0.6004 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8917   -1.9450   -0.2085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4606   -3.2992   -1.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2975   -1.6977   -1.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8612   -3.0090   -0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6422   -1.2031    1.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3884    1.1101    2.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8346    0.9530    1.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6009    1.4766   -0.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163    3.8941   -0.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4886    3.2189    1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7753    3.4305    1.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0813    1.3003   -2.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1133   -0.2280   -4.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -0.9877   -3.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583    0.1868   -3.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7141    1.1724    4.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2121    0.9556    4.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7624    0.4362    2.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9312   -0.0109    0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3827   -1.0173    1.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1877   -1.7728   -1.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
 10  9  1  1
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 10 31  1  0
 31 32  1  0
 31  5  1  0
 19 10  1  0
 28 22  1  0
 17 12  1  0
 29 18  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  5 36  1  1
  6 37  1  0
  6 38  1  0
  7 39  1  6
  8 40  1  0
  8 41  1  0
  8 42  1  0
 12 43  1  6
 13 44  1  0
 13 45  1  0
 17 46  1  6
 24 47  1  0
 25 48  1  0
 26 49  1  0
 27 50  1  0
 31 51  1  1
 32 52  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Griseusin C	MeSH
Griseusin F	MeSH
Griseusin g	MeSH
Griseusin	MeSH
Griseusin b	MeSH
Griseusins	MeSH
(2R,3R,4R,6R,11'r,15'r)-3,4'-Dihydroxy-6-methyl-2',9',13'-trioxo-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0,.0,]heptadecane]-1'(10'),3'(8'),4',6'-tetraen-4-yl acetic acid	Generator

Chemical Formula

C₂₂H₂₀O₁₀

Average Mass

444.3920 Da

Monoisotopic Mass

444.10565 Da

IUPAC Name

(2R,3R,4R,6R,11'R,15'R)-3,4'-dihydroxy-6-methyl-2',9',13'-trioxo-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadecane]-1'(10'),3'(8'),4',6'-tetraen-4-yl acetate

Traditional Name

(2R,3R,4R,6R,11'R,15'R)-3,4'-dihydroxy-6-methyl-2',9',13'-trioxo-12',16'-dioxaspiro[oxane-2,17'-tetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadecane]-1'(10'),3'(8'),4',6'-tetraen-4-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@@H]1C[C@@H](OC(C)=O)[C@@H](O)[C@@]2(O[C@@H]3CC(=O)O[C@@H]3C3=C2C(=O)C2=C(C=CC=C2O)C3=O)O1

InChI Identifier

InChI=1S/C22H20O10/c1-8-6-13(29-9(2)23)21(28)22(31-8)17-16(20-12(32-22)7-14(25)30-20)18(26)10-4-3-5-11(24)15(10)19(17)27/h3-5,8,12-13,20-21,24,28H,6-7H2,1-2H3/t8-,12-,13-,20+,21-,22-/m1/s1

InChI Key

DKQCCDMPFPKSEP-KSOWGMSTSA-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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces	NPAtlas	819406
Streptomyces griseus	LOTUS Database	35616633
Streptomyces griseus K-63	Bacteria	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoisochromanequinones. These are benzo derivatives of isochromanequinones. Isochromanequinones are structurally characterized by a quinone fused to an isochromane, and forming a naphtho[2,3-c]pyran-6,9-dione skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isochromanequinones

Sub Class

Benzoisochromanequinones

Direct Parent

Benzoisochromanequinones

Alternative Parents

Substituents

Benzoisochromanequinone
Naphthopyranone
Naphthopyran
Naphthoquinone
Naphthalene
Furopyran
Aryl ketone
Quinone
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Ketal
Dicarboxylic acid or derivatives
Gamma butyrolactone
Benzenoid
Oxane
Pyran
Furan
Vinylogous acid
Tetrahydrofuran
Lactone
Ketone
Carboxylic acid ester
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.52	ALOGPS
logP	1.04	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	8.18	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	145.66 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	104.12 m³·mol⁻¹	ChemAxon
Polarizability	42.24 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA020096

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00016662

Chemspider ID

17260009

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16102131

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tsuji N, Kobayashi M, Wakisaka Y, Kawamura Y, Mayama M: New antibiotics, griseusins A and B. Isolation and characterization. J Antibiot (Tokyo). 1976 Jan;29(1):7-9. doi: 10.7164/antibiotics.29.7. [PubMed:819406 ]

Showing NP-Card for Griseusin A (NP0022781)

MOL for NP0022781 (Griseusin A)

3D MOL for NP0022781 (Griseusin A)

3D SDF for NP0022781 (Griseusin A)

3D-SDF for NP0022781 (Griseusin A)

PDB for NP0022781 (Griseusin A)

3D PDB for NP0022781 (Griseusin A)

SMILES for NP0022781 (Griseusin A)

INCHI for NP0022781 (Griseusin A)

Structure for NP0022781 (Griseusin A)

3D Structure for NP0022781 (Griseusin A)