NP-MRD: Showing NP-Card for Mabiogenin 3-[rhamnosyl-(1->6)-[glucosyl-(1->2)]-glucoside] (NP0336199)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 05:10:48 UTC

Updated at

2024-09-11 05:10:48 UTC

NP-MRD ID

NP0336199

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Mabiogenin 3-[rhamnosyl-(1->6)-[glucosyl-(1->2)]-glucoside]

Description

Mabiogenin 3-[rhamnosyl-(1->6)-[glucosyl-(1->2)]-glucoside] belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. Based on a literature review very few articles have been published on Mabiogenin 3-[rhamnosyl-(1->6)-[glucosyl-(1->2)]-glucoside].

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262307432D          

 69 76  0  0  0  0            999 V2000
    0.8986    6.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    5.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    4.9984    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8986    4.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    4.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    5.8234    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3276    6.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276    4.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0420    4.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0420    5.8234    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0420    7.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276    7.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7565    6.2359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7565    7.0609    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4710    5.8234    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1854    6.2359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4630    8.3666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6425    8.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4710    7.4734    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1854    7.0609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7985    7.6129    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3153    4.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4820    4.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    6.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0420    6.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7565    5.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9391    6.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6055    7.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1575    8.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9645    7.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5165    8.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2194    7.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0905    8.8934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4710    4.9984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9593    4.5859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6737    4.1734    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6737    3.3484    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9592    2.9358    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2448    3.3483    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2448    4.1734    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5303    4.5859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9593    2.1109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    2.9359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    4.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8171    5.4109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5316    5.8234    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2461    5.4109    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2461    4.5859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5316    4.1734    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8171    4.5859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1027    4.1734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5316    3.3484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9606    4.1734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9606    5.8234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5316    6.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448    1.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2447    0.8734    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5302    0.4609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1843    0.8734    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1843    1.6983    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5303    2.1109    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5303    2.9359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8987    2.1109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8987    0.4609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5302   -0.3641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9592    0.4609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9592   -0.3642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7565    7.8859    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4710    6.6484    0.0000 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  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
  7 10  1  0  0  0  0
 12  7  1  0  0  0  0
 11 12  1  0  0  0  0
 14 11  1  0  0  0  0
 19 14  1  0  0  0  0
 14 13  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 20  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
 19 20  1  0  0  0  0
  3 41  1  1  0  0  0
  4 22  1  0  0  0  0
  4 23  1  0  0  0  0
  6 24  1  1  0  0  0
 10 25  1  1  0  0  0
 13 26  1  6  0  0  0
 15 34  1  6  0  0  0
 20 27  1  1  0  0  0
 21 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 18 33  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 35 40  1  0  0  0  0
 40 41  1  1  0  0  0
 39 62  1  6  0  0  0
 38 42  1  1  0  0  0
 37 43  1  6  0  0  0
 36 44  1  1  0  0  0
 44 51  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 45 50  1  0  0  0  0
 50 51  1  1  0  0  0
 49 52  1  6  0  0  0
 48 53  1  6  0  0  0
 47 54  1  1  0  0  0
 46 55  1  6  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 56 61  1  0  0  0  0
 61 62  1  1  0  0  0
 60 63  1  6  0  0  0
 59 64  1  1  0  0  0
 58 65  1  6  0  0  0
 57 66  1  1  0  0  0
 66 67  1  0  0  0  0
 14 68  1  1  0  0  0
 19 69  1  1  0  0  0
M  END


  Mrv2104 05262307432D          

 69 76  0  0  0  0            999 V2000
    0.8986    6.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    5.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    4.9984    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8986    4.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    4.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    5.8234    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3276    6.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276    4.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0420    4.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0420    5.8234    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0420    7.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276    7.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7565    6.2359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7565    7.0609    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4710    5.8234    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1854    6.2359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4630    8.3666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6425    8.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4710    7.4734    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1854    7.0609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7985    7.6129    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3153    4.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4820    4.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    6.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0420    6.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7565    5.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9391    6.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6055    7.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1575    8.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9645    7.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5165    8.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2194    7.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0905    8.8934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4710    4.9984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9593    4.5859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6737    4.1734    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6737    3.3484    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9592    2.9358    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2448    3.3483    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2448    4.1734    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5303    4.5859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9593    2.1109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    2.9359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    4.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8171    5.4109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5316    5.8234    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2461    5.4109    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2461    4.5859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5316    4.1734    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8171    4.5859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1027    4.1734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5316    3.3484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9606    4.1734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9606    5.8234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5316    6.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448    1.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2447    0.8734    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5302    0.4609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1843    0.8734    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1843    1.6983    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5303    2.1109    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5303    2.9359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8987    2.1109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8987    0.4609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5302   -0.3641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9592    0.4609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9592   -0.3642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7565    7.8859    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4710    6.6484    0.0000 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  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
  7 10  1  0  0  0  0
 12  7  1  0  0  0  0
 11 12  1  0  0  0  0
 14 11  1  0  0  0  0
 19 14  1  0  0  0  0
 14 13  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 20  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
 19 20  1  0  0  0  0
  3 41  1  1  0  0  0
  4 22  1  0  0  0  0
  4 23  1  0  0  0  0
  6 24  1  1  0  0  0
 10 25  1  1  0  0  0
 13 26  1  6  0  0  0
 15 34  1  6  0  0  0
 20 27  1  1  0  0  0
 21 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 18 33  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 35 40  1  0  0  0  0
 40 41  1  1  0  0  0
 39 62  1  6  0  0  0
 38 42  1  1  0  0  0
 37 43  1  6  0  0  0
 36 44  1  1  0  0  0
 44 51  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 45 50  1  0  0  0  0
 50 51  1  1  0  0  0
 49 52  1  6  0  0  0
 48 53  1  6  0  0  0
 47 54  1  1  0  0  0
 46 55  1  6  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 56 61  1  0  0  0  0
 61 62  1  1  0  0  0
 60 63  1  6  0  0  0
 59 64  1  1  0  0  0
 58 65  1  6  0  0  0
 57 66  1  1  0  0  0
 66 67  1  0  0  0  0
 14 68  1  1  0  0  0
 19 69  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0336199

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C(=O)O[C@H](CC=C(C)C)[C@]1(C)O[C@H](O)[C@]1(C)[C@]2([H])CCC2[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)C3CC[C@@]12C

> <INCHI_IDENTIFIER>
InChI=1/C48H78O19/c1-20(2)10-13-28-48(9)29(39(58)64-28)22-11-12-26-45(6)16-15-27(44(4,5)25(45)14-17-46(26,7)47(22,8)43(59)67-48)65-42-38(66-41-37(57)34(54)31(51)23(18-49)62-41)35(55)32(52)24(63-42)19-60-40-36(56)33(53)30(50)21(3)61-40/h10,21-38,40-43,49-57,59H,11-19H2,1-9H3/t21-,22+,23+,24+,25?,26?,27-,28+,29+,30-,31+,32+,33+,34-,35-,36+,37+,38+,40+,41-,42-,43-,45-,46+,47-,48-/s2

> <INCHI_KEY>
NJXHMMCRCDCKNH-CYRGFPTPNA-N

> <FORMULA>
C48H78O19

> <MOLECULAR_WEIGHT>
959.133

> <EXACT_MASS>
958.513730292

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
145

> <JCHEM_AVERAGE_POLARIZABILITY>
102.67283090700514

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,3S,5R,6R,9S,10R,14R,17S)-17-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-3-hydroxy-1,2,5,14,18,18-hexamethyl-6-(3-methylbut-2-en-1-yl)-4,7-dioxapentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-8-one

> <JCHEM_LOGP>
1.1587866729999998

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.065274570550818

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.599228670609675

> <JCHEM_PKA_STRONGEST_BASIC>
-3.648377595753652

> <JCHEM_POLAR_SURFACE_AREA>
293.21

> <JCHEM_REFRACTIVITY>
231.91990000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3S,5R,6R,9S,10R,14R,17S)-17-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-3-hydroxy-1,2,5,14,18,18-hexamethyl-6-(3-methylbut-2-en-1-yl)-4,7-dioxapentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       1.677  11.640   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.344  10.870   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.344   9.330   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.677   8.560   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.011   9.330   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.011  10.870   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.345  11.640   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.345   8.560   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.678   9.330   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.678  10.870   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.678  13.950   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.345  13.180   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.012  11.640   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.012  13.180   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.346  10.870   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.679  11.640   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      10.198  15.618   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.666  15.457   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.346  13.950   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.679  13.180   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.824  14.211   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.589   7.471   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.766   7.471   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.011  12.410   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.678  12.410   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.012  10.100   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.086  12.554   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.330  13.891   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.361  15.035   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.867  14.715   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      15.897  15.859   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      15.343  13.250   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       7.636  16.601   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       8.346   9.330   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -3.657   8.560   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -4.991   7.790   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -4.991   6.250   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -3.657   5.480   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.324   6.250   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -2.324   7.790   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -0.990   8.560   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -3.657   3.940   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -6.325   5.480   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -6.325   8.560   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -8.992  10.100   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0     -10.326  10.870   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -11.659  10.100   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -11.659   8.560   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -10.326   7.790   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -8.992   8.560   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      -7.658   7.790   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0     -10.326   6.250   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0     -12.993   7.790   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0     -12.993  10.870   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0     -10.326  12.410   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      -2.324   3.170   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      -2.323   1.630   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -0.990   0.860   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       0.344   1.630   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       0.344   3.170   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      -0.990   3.940   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0      -0.990   5.480   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0       1.678   3.940   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0       1.678   0.860   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0      -0.990  -0.680   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0      -3.657   0.860   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0      -3.657  -0.680   0.000  0.00  0.00           O+0
HETATM   68  H   UNK     0       7.012  14.720   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0       8.346  12.410   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   41                                                  
CONECT    4    3    5   22   23                                             
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5   24                                             
CONECT    7    6   10   12                                                  
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   13    7   25                                             
CONECT   11   12   14                                                       
CONECT   12    7   11                                                       
CONECT   13   10   14   15   26                                             
CONECT   14   11   19   13   68                                             
CONECT   15   13   16   34                                                  
CONECT   16   15   20                                                       
CONECT   17   18   21                                                       
CONECT   18   17   19   33                                                  
CONECT   19   14   18   20   69                                             
CONECT   20   16   21   19   27                                             
CONECT   21   20   17   28                                                  
CONECT   22    4                                                            
CONECT   23    4                                                            
CONECT   24    6                                                            
CONECT   25   10                                                            
CONECT   26   13                                                            
CONECT   27   20                                                            
CONECT   28   21   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   18                                                            
CONECT   34   15                                                            
CONECT   35   36   40                                                       
CONECT   36   35   37   44                                                  
CONECT   37   36   38   43                                                  
CONECT   38   37   39   42                                                  
CONECT   39   38   40   62                                                  
CONECT   40   39   35   41                                                  
CONECT   41    3   40                                                       
CONECT   42   38                                                            
CONECT   43   37                                                            
CONECT   44   36   51                                                       
CONECT   45   46   50                                                       
CONECT   46   45   47   55                                                  
CONECT   47   46   48   54                                                  
CONECT   48   47   49   53                                                  
CONECT   49   48   50   52                                                  
CONECT   50   49   45   51                                                  
CONECT   51   44   50                                                       
CONECT   52   49                                                            
CONECT   53   48                                                            
CONECT   54   47                                                            
CONECT   55   46                                                            
CONECT   56   57   61                                                       
CONECT   57   56   58   66                                                  
CONECT   58   57   59   65                                                  
CONECT   59   58   60   64                                                  
CONECT   60   59   61   63                                                  
CONECT   61   60   56   62                                                  
CONECT   62   39   61                                                       
CONECT   63   60                                                            
CONECT   64   59                                                            
CONECT   65   58                                                            
CONECT   66   57   67                                                       
CONECT   67   66                                                            
CONECT   68   14                                                            
CONECT   69   19                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  152    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₈H₇₈O₁₉

Average Mass

959.1330 Da

Monoisotopic Mass

958.51373 Da

IUPAC Name

(1R,2R,3S,5R,6R,9S,10R,14R,17S)-17-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-3-hydroxy-1,2,5,14,18,18-hexamethyl-6-(3-methylbut-2-en-1-yl)-4,7-dioxapentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-8-one

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@]12C(=O)O[C@H](CC=C(C)C)[C@]1(C)O[C@H](O)[C@]1(C)[C@]2([H])CCC2[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)C3CC[C@@]12C

InChI Identifier

InChI=1/C48H78O19/c1-20(2)10-13-28-48(9)29(39(58)64-28)22-11-12-26-45(6)16-15-27(44(4,5)25(45)14-17-46(26,7)47(22,8)43(59)67-48)65-42-38(66-41-37(57)34(54)31(51)23(18-49)62-41)35(55)32(52)24(63-42)19-60-40-36(56)33(53)30(50)21(3)61-40/h10,21-38,40-43,49-57,59H,11-19H2,1-9H3/t21-,22+,23+,24+,25?,26?,27-,28+,29+,30-,31+,32+,33+,34-,35-,36+,37+,38+,40+,41-,42-,43-,45-,46+,47-,48-/s2

InChI Key

NJXHMMCRCDCKNH-CYRGFPTPNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal glycosides

Alternative Parents

Substituents

Diterpene glycoside
Steroidal glycoside
Oligosaccharide
Steroid lactone
Diterpene lactone
Diterpenoid
Hydroxysteroid
11-hydroxysteroid
11-beta-hydroxysteroid
Terpene glycoside
16-oxasteroid
Naphthopyran
Glycosyl compound
O-glycosyl compound
Naphthalene
Furopyran
Pyran
Oxane
Gamma butyrolactone
Tetrahydrofuran
Furan
Secondary alcohol
Carboxylic acid ester
Lactone
Hemiacetal
Polyol
Carboxylic acid derivative
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Acetal
Oxacycle
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Carbonyl group
Primary alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.16	ChemAxon
pKa (Strongest Acidic)	11.6	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	293.21 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	231.92 m³·mol⁻¹	ChemAxon
Polarizability	102.67 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Mabiogenin 3-[rhamnosyl-(1->6)-[glucosyl-(1->2)]-glucoside] (NP0336199)

MOL for NP0336199 (Mabiogenin 3-[rhamnosyl-(1->6)-[glucosyl-(1->2)]-glucoside])

3D MOL for NP0336199 (Mabiogenin 3-[rhamnosyl-(1->6)-[glucosyl-(1->2)]-glucoside])

3D SDF for NP0336199 (Mabiogenin 3-[rhamnosyl-(1->6)-[glucosyl-(1->2)]-glucoside])

3D-SDF for NP0336199 (Mabiogenin 3-[rhamnosyl-(1->6)-[glucosyl-(1->2)]-glucoside])

PDB for NP0336199 (Mabiogenin 3-[rhamnosyl-(1->6)-[glucosyl-(1->2)]-glucoside])

3D PDB for NP0336199 (Mabiogenin 3-[rhamnosyl-(1->6)-[glucosyl-(1->2)]-glucoside])

SMILES for NP0336199 (Mabiogenin 3-[rhamnosyl-(1->6)-[glucosyl-(1->2)]-glucoside])

INCHI for NP0336199 (Mabiogenin 3-[rhamnosyl-(1->6)-[glucosyl-(1->2)]-glucoside])

Structure for NP0336199 (Mabiogenin 3-[rhamnosyl-(1->6)-[glucosyl-(1->2)]-glucoside])

3D Structure for NP0336199 (Mabiogenin 3-[rhamnosyl-(1->6)-[glucosyl-(1->2)]-glucoside])