MiMeDB: Showing metabocard for dihydrodigitoxin (MMDBc0055923)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:10:50 UTC

Update Date

2022-08-12 20:09:29 UTC

Metabolite ID

MMDBc0055923

Metabolite Identification

Common Name

dihydrodigitoxin

Description

Dihydrodigitoxin belongs to the class of organic compounds known as cardenolide glycosides and derivatives. Cardenolide glycosides and derivatives are compounds containing a carbohydrate glycosidically bound to the cardenolide moiety. Based on a literature review a significant number of articles have been published on Dihydrodigitoxin.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222102D          

 72 79  0  0  1  0            999 V2000
    5.5815    4.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7663    2.9353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2057    4.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2351    1.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1769    6.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6072    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6420    4.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2889    2.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1133    5.4083    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0466    2.1594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0178    4.3420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0596    1.6179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3648    6.8149    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1390    1.2383    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3617    4.8275    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0452    2.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7951    0.7528    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4572    5.8938    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1102    3.4208    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8330    6.1842    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8587    2.0142    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5496    4.9727    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0845    7.5909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9511    1.0931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8936    5.4582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8377    2.5963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0209    6.3295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8685   -0.5835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061    2.8734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9254    5.2631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5148    1.5287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2981    3.5660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2693    5.7486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3905    2.6449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3012    5.5535    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5784    2.7901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7375    5.1179    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8698    1.7734    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6390    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7314   -0.5086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7557    0.8111    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027    0.8481    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2951   -0.0730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5527    6.9602    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6708    1.8690    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0814    5.6034    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829    0.8980    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6451    6.0390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8299    4.1967    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2023    6.7161    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3269    1.3835    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6948    5.7848    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 20  1  1  6  0  0  0
 21  2  1  6  0  0  0
 22  3  1  6  0  0  0
 23 14  1  0  0  0  0
 23 19  1  0  0  0  0
 24  6  1  0  0  0  0
 24 15  1  0  0  0  0
 25  8  1  0  0  0  0
 25 15  1  0  0  0  0
 26 10  1  6  0  0  0
 23 26  1  1  0  0  0
 27  9  1  0  0  0  0
 28  7  1  0  0  0  0
 28 27  1  0  0  0  0
 29 16  1  0  0  0  0
 30 17  1  0  0  0  0
 31 18  1  0  0  0  0
 32 14  1  0  0  0  0
 33 17  1  0  0  0  0
 34 16  1  0  0  0  0
 35 18  1  0  0  0  0
 36 20  1  0  0  0  0
 36 29  1  0  0  0  0
 37 21  1  0  0  0  0
 37 30  1  0  0  0  0
 38 22  1  0  0  0  0
 38 31  1  0  0  0  0
 39  4  1  6  0  0  0
 39 11  1  0  0  0  0
 39 24  1  0  0  0  0
 39 27  1  0  0  0  0
 40  5  1  6  0  0  0
 40 12  1  0  0  0  0
 40 26  1  0  0  0  0
 41 13  1  0  0  0  0
 41 28  1  0  0  0  0
 41 40  1  0  0  0  0
 29 42  1  1  0  0  0
 30 43  1  1  0  0  0
 31 44  1  1  0  0  0
 45 32  2  0  0  0  0
 36 46  1  1  0  0  0
 41 47  1  6  0  0  0
 48 19  1  0  0  0  0
 48 32  1  0  0  0  0
 49 20  1  0  0  0  0
 49 34  1  0  0  0  0
 50 21  1  0  0  0  0
 50 33  1  0  0  0  0
 51 22  1  0  0  0  0
 51 35  1  0  0  0  0
 25 52  1  6  0  0  0
 33 52  1  6  0  0  0
 34 53  1  1  0  0  0
 38 53  1  1  0  0  0
 35 54  1  1  0  0  0
 37 54  1  6  0  0  0
 20 55  1  1  0  0  0
 21 56  1  1  0  0  0
 22 57  1  1  0  0  0
 23 58  1  6  0  0  0
 24 59  1  6  0  0  0
 25 60  1  1  0  0  0
 26 61  1  1  0  0  0
 27 62  1  1  0  0  0
 28 63  1  6  0  0  0
 29 64  1  6  0  0  0
 30 65  1  6  0  0  0
 31 66  1  6  0  0  0
 33 67  1  1  0  0  0
 34 68  1  1  0  0  0
 35 69  1  1  0  0  0
 36 70  1  6  0  0  0
 37 71  1  6  0  0  0
 38 72  1  6  0  0  0
M  END


  Mrv1652306172222102D          

 72 79  0  0  1  0            999 V2000
    5.5815    4.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7663    2.9353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2057    4.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2351    1.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1769    6.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6072    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6420    4.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2889    2.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1133    5.4083    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0466    2.1594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0178    4.3420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0596    1.6179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3648    6.8149    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1390    1.2383    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3617    4.8275    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0452    2.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7951    0.7528    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4572    5.8938    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1102    3.4208    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8330    6.1842    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8587    2.0142    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5496    4.9727    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0845    7.5909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9511    1.0931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8936    5.4582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8377    2.5963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0209    6.3295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8685   -0.5835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061    2.8734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9254    5.2631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5148    1.5287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2981    3.5660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2693    5.7486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3905    2.6449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3012    5.5535    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5784    2.7901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7375    5.1179    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8698    1.7734    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6390    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7314   -0.5086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7557    0.8111    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027    0.8481    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2951   -0.0730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5527    6.9602    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6708    1.8690    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0814    5.6034    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829    0.8980    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6451    6.0390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8299    4.1967    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2023    6.7161    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3269    1.3835    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6948    5.7848    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 20  1  1  6  0  0  0
 21  2  1  6  0  0  0
 22  3  1  6  0  0  0
 23 14  1  0  0  0  0
 23 19  1  0  0  0  0
 24  6  1  0  0  0  0
 24 15  1  0  0  0  0
 25  8  1  0  0  0  0
 25 15  1  0  0  0  0
 26 10  1  6  0  0  0
 23 26  1  1  0  0  0
 27  9  1  0  0  0  0
 28  7  1  0  0  0  0
 28 27  1  0  0  0  0
 29 16  1  0  0  0  0
 30 17  1  0  0  0  0
 31 18  1  0  0  0  0
 32 14  1  0  0  0  0
 33 17  1  0  0  0  0
 34 16  1  0  0  0  0
 35 18  1  0  0  0  0
 36 20  1  0  0  0  0
 36 29  1  0  0  0  0
 37 21  1  0  0  0  0
 37 30  1  0  0  0  0
 38 22  1  0  0  0  0
 38 31  1  0  0  0  0
 39  4  1  6  0  0  0
 39 11  1  0  0  0  0
 39 24  1  0  0  0  0
 39 27  1  0  0  0  0
 40  5  1  6  0  0  0
 40 12  1  0  0  0  0
 40 26  1  0  0  0  0
 41 13  1  0  0  0  0
 41 28  1  0  0  0  0
 41 40  1  0  0  0  0
 29 42  1  1  0  0  0
 30 43  1  1  0  0  0
 31 44  1  1  0  0  0
 45 32  2  0  0  0  0
 36 46  1  1  0  0  0
 41 47  1  6  0  0  0
 48 19  1  0  0  0  0
 48 32  1  0  0  0  0
 49 20  1  0  0  0  0
 49 34  1  0  0  0  0
 50 21  1  0  0  0  0
 50 33  1  0  0  0  0
 51 22  1  0  0  0  0
 51 35  1  0  0  0  0
 25 52  1  6  0  0  0
 33 52  1  6  0  0  0
 34 53  1  1  0  0  0
 38 53  1  1  0  0  0
 35 54  1  1  0  0  0
 37 54  1  6  0  0  0
 20 55  1  1  0  0  0
 21 56  1  1  0  0  0
 22 57  1  1  0  0  0
 23 58  1  6  0  0  0
 24 59  1  6  0  0  0
 25 60  1  1  0  0  0
 26 61  1  1  0  0  0
 27 62  1  1  0  0  0
 28 63  1  6  0  0  0
 29 64  1  6  0  0  0
 30 65  1  6  0  0  0
 31 66  1  6  0  0  0
 33 67  1  1  0  0  0
 34 68  1  1  0  0  0
 35 69  1  1  0  0  0
 36 70  1  6  0  0  0
 37 71  1  6  0  0  0
 38 72  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0055923

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(COC(=O)C1)[C@@]1([H])CC[C@]2(O)[C@]3([H])CC[C@]4([H])C[C@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)O[C@@]1([H])C[C@]([H])(O)[C@]([H])(O[C@@]2([H])C[C@]([H])(O)[C@]([H])(O[C@@]3([H])C[C@]([H])(O)[C@]([H])(O)[C@@]([H])(C)O3)[C@@]([H])(C)O2)[C@@]([H])(C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C41H66O13/c1-20-36(46)29(42)16-34(49-20)53-38-22(3)51-35(18-31(38)44)54-37-21(2)50-33(17-30(37)43)52-25-8-11-39(4)24(15-25)6-7-28-27(39)9-12-40(5)26(10-13-41(28,40)47)23-14-32(45)48-19-23/h20-31,33-38,42-44,46-47H,6-19H2,1-5H3/t20-,21-,22-,23+,24-,25+,26-,27+,28-,29+,30+,31+,33+,34+,35+,36-,37-,38-,39+,40-,41+/m1/s1

> <INCHI_KEY>
WWCGMGNIMDOEGK-XWQQVMAMSA-N

> <FORMULA>
C41H66O13

> <MOLECULAR_WEIGHT>
766.966

> <EXACT_MASS>
766.450342185

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
120

> <JCHEM_AVERAGE_POLARIZABILITY>
84.37172769958495

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R)-4-[(1S,2S,5S,7R,10R,11S,14R,15R)-5-{[(2R,4S,5S,6R)-5-{[(2S,4S,5S,6R)-5-{[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-4-hydroxy-6-methyloxan-2-yl]oxy}-4-hydroxy-6-methyloxan-2-yl]oxy}-11-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]oxolan-2-one

> <JCHEM_LOGP>
3.33203901066667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.709970948110403

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.030634032364489

> <JCHEM_PKA_STRONGEST_BASIC>
0.21038787091185263

> <JCHEM_POLAR_SURFACE_AREA>
182.82999999999996

> <JCHEM_REFRACTIVITY>
190.96760000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-4-[(1S,2S,5S,7R,10R,11S,14R,15R)-5-{[(2R,4S,5S,6R)-5-{[(2S,4S,5S,6R)-5-{[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-4-hydroxy-6-methyloxan-2-yl]oxy}-4-hydroxy-6-methyloxan-2-yl]oxy}-11-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      10.419   8.918   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.497   5.479   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.451   8.376   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.487   2.489   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.791   3.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.541  -1.585   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.025  -1.314   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.519   1.947   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.971   2.761   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.495   0.325   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.003   2.218   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.455   3.032   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.770  -0.539   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.439   2.970   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.049  -0.678   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.397  12.450   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.067   1.134   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.998   7.563   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.406   4.499   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.411  10.096   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.020   4.031   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.967   8.105   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.978   3.020   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.533  -0.407   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.042   0.499   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.923   1.804   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.494   1.312   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.502   0.135   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.881  12.721   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.059   2.311   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      17.475   9.011   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.084   4.418   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      14.551   1.405   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.920  11.002   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      17.006   6.386   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.888  11.544   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      16.536   3.760   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      15.959   9.282   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.010   1.041   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.462   1.854   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.986   0.406   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      11.358  14.170   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      18.575   2.040   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      18.468  10.189   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -1.564   4.846   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       9.372  11.815   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       5.355  -1.089   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       1.131   5.364   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      12.927   9.824   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      14.028   2.854   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      15.490   6.657   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      13.558   0.228   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      15.436  10.731   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      17.529   4.937   0.000  0.00  0.00           O+0
HETATM   55  H   UNK     0       9.895  10.367   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      16.013   5.208   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      14.443   9.553   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.490   3.310   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      10.526   0.770   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0      12.565  -0.949   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.411   1.514   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0       5.978   1.583   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0       8.017  -0.136   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0      10.365  12.992   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0      18.052   3.489   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0      16.952  10.460   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0      13.035   1.676   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0      12.404  11.273   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0      16.483   7.834   0.000  0.00  0.00           H+0
HETATM   70  H   UNK     0       9.711  12.537   0.000  0.00  0.00           H+0
HETATM   71  H   UNK     0      15.544   2.583   0.000  0.00  0.00           H+0
HETATM   72  H   UNK     0      16.230  10.798   0.000  0.00  0.00           H+0
CONECT    1   20                                                            
CONECT    2   21                                                            
CONECT    3   22                                                            
CONECT    4   39                                                            
CONECT    5   40                                                            
CONECT    6    7   24                                                       
CONECT    7    6   28                                                       
CONECT    8   11   25                                                       
CONECT    9   12   27                                                       
CONECT   10   13   26                                                       
CONECT   11    8   39                                                       
CONECT   12    9   40                                                       
CONECT   13   10   41                                                       
CONECT   14   23   32                                                       
CONECT   15   24   25                                                       
CONECT   16   29   34                                                       
CONECT   17   30   33                                                       
CONECT   18   31   35                                                       
CONECT   19   23   48                                                       
CONECT   20    1   36   49   55                                             
CONECT   21    2   37   50   56                                             
CONECT   22    3   38   51   57                                             
CONECT   23   14   19   26   58                                             
CONECT   24    6   15   39   59                                             
CONECT   25    8   15   52   60                                             
CONECT   26   10   23   40   61                                             
CONECT   27    9   28   39   62                                             
CONECT   28    7   27   41   63                                             
CONECT   29   16   36   42   64                                             
CONECT   30   17   37   43   65                                             
CONECT   31   18   38   44   66                                             
CONECT   32   14   45   48                                                  
CONECT   33   17   50   52   67                                             
CONECT   34   16   49   53   68                                             
CONECT   35   18   51   54   69                                             
CONECT   36   20   29   46   70                                             
CONECT   37   21   30   54   71                                             
CONECT   38   22   31   53   72                                             
CONECT   39    4   11   24   27                                             
CONECT   40    5   12   26   41                                             
CONECT   41   13   28   40   47                                             
CONECT   42   29                                                            
CONECT   43   30                                                            
CONECT   44   31                                                            
CONECT   45   32                                                            
CONECT   46   36                                                            
CONECT   47   41                                                            
CONECT   48   19   32                                                       
CONECT   49   20   34                                                       
CONECT   50   21   33                                                       
CONECT   51   22   35                                                       
CONECT   52   25   33                                                       
CONECT   53   34   38                                                       
CONECT   54   35   37                                                       
CONECT   55   20                                                            
CONECT   56   21                                                            
CONECT   57   22                                                            
CONECT   58   23                                                            
CONECT   59   24                                                            
CONECT   60   25                                                            
CONECT   61   26                                                            
CONECT   62   27                                                            
CONECT   63   28                                                            
CONECT   64   29                                                            
CONECT   65   30                                                            
CONECT   66   31                                                            
CONECT   67   33                                                            
CONECT   68   34                                                            
CONECT   69   35                                                            
CONECT   70   36                                                            
CONECT   71   37                                                            
CONECT   72   38                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  158    0
END

Synonyms

Value	Source
20,22-Dihydrodigitoxin	ChEBI

Molecular Formula

C₄₁H₆₆O₁₃

Average Mass

766.966

Monoisotopic Mass

766.450342185

IUPAC Name

(4R)-4-[(1S,2S,5S,7R,10R,11S,14R,15R)-5-{[(2R,4S,5S,6R)-5-{[(2S,4S,5S,6R)-5-{[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-4-hydroxy-6-methyloxan-2-yl]oxy}-4-hydroxy-6-methyloxan-2-yl]oxy}-11-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]oxolan-2-one

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@]1(COC(=O)C1)[C@@]1([H])CC[C@]2(O)[C@]3([H])CC[C@]4([H])C[C@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)O[C@@]1([H])C[C@]([H])(O)[C@]([H])(O[C@@]2([H])C[C@]([H])(O)[C@]([H])(O[C@@]3([H])C[C@]([H])(O)[C@]([H])(O)[C@@]([H])(C)O3)[C@@]([H])(C)O2)[C@@]([H])(C)O1

InChI Identifier

InChI=1S/C41H66O13/c1-20-36(46)29(42)16-34(49-20)53-38-22(3)51-35(18-31(38)44)54-37-21(2)50-33(17-30(37)43)52-25-8-11-39(4)24(15-25)6-7-28-27(39)9-12-40(5)26(10-13-41(28,40)47)23-14-32(45)48-19-23/h20-31,33-38,42-44,46-47H,6-19H2,1-5H3/t20-,21-,22-,23+,24-,25+,26-,27+,28-,29+,30+,31+,33+,34+,35+,36-,37-,38-,39+,40-,41+/m1/s1

InChI Key

WWCGMGNIMDOEGK-XWQQVMAMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cardenolide glycosides and derivatives. Cardenolide glycosides and derivatives are compounds containing a carbohydrate glycosidically bound to the cardenolide moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Cardenolide glycosides and derivatives

Alternative Parents

Substituents

Cardanolide-glycoside
Steroidal glycoside
Oligosaccharide
14-hydroxysteroid
Hydroxysteroid
Glycosyl compound
O-glycosyl compound
Gamma butyrolactone
Oxane
Cyclic alcohol
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Lactone
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Carbonyl group
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

3beta-hydroxy steroid (CHEBI:282234 )
14beta-hydroxy steroid (CHEBI:282234 )
cardanolide glycoside (CHEBI:282234 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	3.33	ChemAxon
pKa (Strongest Acidic)	13.03	ChemAxon
pKa (Strongest Basic)	0.21	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	182.83 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	190.97 m³·mol⁻¹	ChemAxon
Polarizability	84.37 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Actinobacteria	1	Human ; Human feces

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26333117

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45266921

PDB ID

Not Available

ChEBI ID

282234

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for dihydrodigitoxin (MMDBc0055923)

MOL for #<Metabolite:0x00007fecfcd7aed8>

3D MOL for #<Metabolite:0x00007fecfcd7aed8>

3D SDF for #<Metabolite:0x00007fecfcd7aed8>

3D-SDF for #<Metabolite:0x00007fecfcd7aed8>

PDB for #<Metabolite:0x00007fecfcd7aed8>

3D PDB for #<Metabolite:0x00007fecfcd7aed8>

SMILES for #<Metabolite:0x00007fecfcd7aed8>

INCHI for #<Metabolite:0x00007fecfcd7aed8>

Structure for #<Metabolite:0x00007fecfcd7aed8>

3D Structure for #<Metabolite:0x00007fecfcd7aed8>