NP-MRD: Showing NP-Card for 5,16-diene-pregn-3β-ol-20-one-3-O-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-galactopyranoside (NP0332126)

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Record Information

Version

2.0

Created at

2023-11-21 12:01:32 UTC

Updated at

2024-09-03 04:18:06 UTC

NP-MRD ID

NP0332126

Natural Product DOI

https://doi.org/10.57994/1283

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,16-diene-pregn-3β-ol-20-one-3-O-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-galactopyranoside

Description

Based on a literature review very few articles have been published on 5,16-diene-pregn-3β-ol-20-one-3-O-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-galactopyranoside.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 11212312012D          

 59 65  0  0  1  0            999 V2000
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7050   -2.3711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4534   -0.9645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2974   -2.2757    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.1095   -2.1305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6413   -2.7612    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4534   -2.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9852   -3.2467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3610   -3.5371    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.8928   -4.1678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6125   -4.9438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1443   -5.5745    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.8640   -6.3504    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0519   -6.4956    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7716   -7.2715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5201   -5.8649    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7080   -6.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1762   -5.3794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8004   -5.0890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3959   -6.9811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1156   -7.7570    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6474   -8.3877    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3671   -9.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5550   -9.3089    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2747  -10.0848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0231   -8.6782    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2110   -8.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6792   -8.1927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3034   -7.9022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8989   -9.7944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4595   -8.2425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9565   -5.4293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5489   -3.6824    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2686   -4.4583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0171   -3.0516    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2049   -3.1969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7974   -1.4499    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  0  0  0  0
 14 15  1  1  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 21 18  1  0  0  0  0
 21 22  1  6  0  0  0
 23 22  1  1  0  0  0
 24 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 28 31  1  0  0  0  0
 23 31  1  0  0  0  0
 25 32  1  1  0  0  0
 33 32  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 38 41  1  0  0  0  0
 33 41  1  0  0  0  0
 35 42  1  0  0  0  0
 34 43  1  6  0  0  0
 24 44  1  6  0  0  0
 21 45  1  0  0  0  0
 45 46  1  6  0  0  0
 45 47  1  0  0  0  0
 47 16  1  0  0  0  0
 47 48  1  1  0  0  0
 14 49  1  0  0  0  0
 49 50  1  0  0  0  0
 51 50  1  0  0  0  0
 51 12  1  0  0  0  0
 51 52  1  1  0  0  0
 53 51  1  0  0  0  0
  8 53  1  0  0  0  0
 53 54  1  6  0  0  0
 53 55  1  0  0  0  0
 55 56  1  0  0  0  0
 57 56  1  0  0  0  0
  6 57  1  0  0  0  0
 57  3  1  0  0  0  0
 57 58  1  1  0  0  0
  2 59  2  0  0  0  0
M  END


  Mrv2104 11212312012D          

 59 65  0  0  1  0            999 V2000
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7050   -2.3711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4534   -0.9645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2974   -2.2757    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.1095   -2.1305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6413   -2.7612    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4534   -2.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9852   -3.2467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3610   -3.5371    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.8928   -4.1678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6125   -4.9438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1443   -5.5745    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.8640   -6.3504    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0519   -6.4956    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7716   -7.2715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5201   -5.8649    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7080   -6.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1762   -5.3794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8004   -5.0890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3959   -6.9811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1156   -7.7570    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6474   -8.3877    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3671   -9.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5550   -9.3089    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2747  -10.0848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0231   -8.6782    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2110   -8.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6792   -8.1927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3034   -7.9022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8989   -9.7944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4595   -8.2425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9565   -5.4293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5489   -3.6824    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2686   -4.4583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0171   -3.0516    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2049   -3.1969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7974   -1.4499    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  0  0  0  0
 14 15  1  1  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 21 18  1  0  0  0  0
 21 22  1  6  0  0  0
 23 22  1  1  0  0  0
 24 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
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 29 30  1  0  0  0  0
 28 31  1  0  0  0  0
 23 31  1  0  0  0  0
 25 32  1  1  0  0  0
 33 32  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 38 41  1  0  0  0  0
 33 41  1  0  0  0  0
 35 42  1  0  0  0  0
 34 43  1  6  0  0  0
 24 44  1  6  0  0  0
 21 45  1  0  0  0  0
 45 46  1  6  0  0  0
 45 47  1  0  0  0  0
 47 16  1  0  0  0  0
 47 48  1  1  0  0  0
 14 49  1  0  0  0  0
 49 50  1  0  0  0  0
 51 50  1  0  0  0  0
 51 12  1  0  0  0  0
 51 52  1  1  0  0  0
 53 51  1  0  0  0  0
  8 53  1  0  0  0  0
 53 54  1  6  0  0  0
 53 55  1  0  0  0  0
 55 56  1  0  0  0  0
 57 56  1  0  0  0  0
  6 57  1  0  0  0  0
 57  3  1  0  0  0  0
 57 58  1  1  0  0  0
  2 59  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332126

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC=C(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@H](CC[C@]12C)O[C@@H]1O[C@H](CO)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)C(O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C39H60O17/c1-16(43)20-6-7-21-19-5-4-17-12-18(8-10-38(17,2)22(19)9-11-39(20,21)3)51-35-31(49)29(47)33(25(15-42)54-35)55-37-32(50)34(27(45)24(14-41)53-37)56-36-30(48)28(46)26(44)23(13-40)52-36/h4,6,18-19,21-37,40-42,44-50H,5,7-15H2,1-3H3/t18-,19-,21-,22-,23+,24+,25+,26+,27+,28?,29+,30+,31+,32+,33-,34-,35+,36-,37-,38-,39+/m0/s1

> <INCHI_KEY>
UQFKQCGAHJYNMG-FCGRWOMDSA-N

> <FORMULA>
C39H60O17

> <MOLECULAR_WEIGHT>
800.892

> <EXACT_MASS>
800.383050472

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
116

> <JCHEM_AVERAGE_POLARIZABILITY>
85.2377348320153

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(3aS,3bR,7S,9aR,9bS,11aS)-7-{[(2R,3R,4R,5R,6R)-5-{[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-{[(2S,3R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9a,11a-dimethyl-3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]ethan-1-one

> <JCHEM_LOGP>
-1.8807607836666664

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.219538847634594

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.775758009784173

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9813780589368957

> <JCHEM_POLAR_SURFACE_AREA>
274.74999999999994

> <JCHEM_REFRACTIVITY>
191.87250000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
1-[(3aS,3bR,7S,9aR,9bS,11aS)-7-{[(2R,3R,4R,5R,6R)-5-{[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-{[(2S,3R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9a,11a-dimethyl-3H,3aH,3bH,4H,6H,7H,8H,9H,9bH,10H,11H-cyclopenta[a]phenanthren-1-yl]ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-NOV-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-NOV-23         0                                  
HETATM    1  C   UNK     0       3.257  -5.652   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.574  -2.304   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM    7  H   UNK     0       8.783  -4.426   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       8.313  -1.800   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      16.362  -3.071   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      17.355  -4.248   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      18.871  -3.977   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      19.864  -5.154   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.380  -4.883   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      22.372  -6.061   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      19.341  -6.603   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      20.333  -7.780   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      19.810  -9.228   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      20.803 -10.406   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      20.280 -11.854   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.764 -12.125   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      18.240 -13.574   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      17.771 -10.948   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.255 -11.219   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      15.262 -10.042   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      18.294  -9.499   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      21.272 -13.031   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      20.749 -14.480   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      21.742 -15.657   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      21.219 -17.106   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      19.703 -17.377   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      19.179 -18.825   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      18.710 -16.199   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      17.194 -16.470   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      16.201 -15.293   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      19.233 -14.751   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      22.211 -18.283   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      23.258 -15.386   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      22.319 -10.135   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      17.825  -6.874   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      17.301  -8.322   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      16.832  -5.696   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      15.316  -5.967   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   54  H   UNK     0      10.822  -2.707   0.000  0.00  0.00           H+0
HETATM   55  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       5.363  -7.289   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   59                                                  
CONECT    3    2    4   57                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8   57                                             
CONECT    7    6                                                            
CONECT    8    6    9   10   53                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   51                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   49                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   47                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22   45                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   31                                                  
CONECT   24   23   25   44                                                  
CONECT   25   24   26   32                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28   23                                                       
CONECT   32   25   33                                                       
CONECT   33   32   34   41                                                  
CONECT   34   33   35   43                                                  
CONECT   35   34   36   42                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   41                                                  
CONECT   39   38   40                                                       
CONECT   40   39                                                            
CONECT   41   38   33                                                       
CONECT   42   35                                                            
CONECT   43   34                                                            
CONECT   44   24                                                            
CONECT   45   21   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   16   48                                                  
CONECT   48   47                                                            
CONECT   49   14   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   12   52   53                                             
CONECT   52   51                                                            
CONECT   53   51    8   54   55                                             
CONECT   54   53                                                            
CONECT   55   53   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56    6    3   58                                             
CONECT   58   57                                                            
CONECT   59    2                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  130    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₉H₆₀O₁₇

Average Mass

800.8920 Da

Monoisotopic Mass

800.38305 Da

IUPAC Name

1-[(3aS,3bR,7S,9aR,9bS,11aS)-7-{[(2R,3R,4R,5R,6R)-5-{[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-{[(2S,3R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9a,11a-dimethyl-3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]ethan-1-one

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC=C(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@H](CC[C@]12C)O[C@@H]1O[C@H](CO)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)C(O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C39H60O17/c1-16(43)20-6-7-21-19-5-4-17-12-18(8-10-38(17,2)22(19)9-11-39(20,21)3)51-35-31(49)29(47)33(25(15-42)54-35)55-37-32(50)34(27(45)24(14-41)53-37)56-36-30(48)28(46)26(44)23(13-40)52-36/h4,6,18-19,21-37,40-42,44-50H,5,7-15H2,1-3H3/t18-,19-,21-,22-,23+,24+,25+,26+,27+,28?,29+,30+,31+,32+,33-,34-,35+,36-,37-,38-,39+/m0/s1

InChI Key

UQFKQCGAHJYNMG-FCGRWOMDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C5D5N, experimental)	wuhonghua2011@tjutcm.edu.cn	Tianjin University of Traditional Chinese Medicine	Hong-Hua Wu	2024-05-03	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C5D5N, experimental)	wuhonghua2011@tjutcm.edu.cn	Tianjin University of Traditional Chinese Medicine	Hong-Hua Wu	2024-05-03	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C5D5N, experimental)	wuhonghua2011@tjutcm.edu.cn	Tianjin University of Traditional Chinese Medicine	Hong-Hua Wu	2024-05-03	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C5D5N, experimental)	wuhonghua2011@tjutcm.edu.cn	Tianjin University of Traditional Chinese Medicine	Hong-Hua Wu	2024-05-03	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	wuhonghua2011@tjutcm.edu.cn	Tianjin University of Traditional Chinese Medicine	Hong-Hua Wu	2024-05-03	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C5D5N, experimental)	wuhonghua2011@tjutcm.edu.cn	Tianjin University of Traditional Chinese Medicine	Hong-Hua Wu	2024-05-03	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	wuhonghua2011@tjutcm.edu.cn	Tianjin University of Traditional Chinese Medicine	Hong-Hua Wu	2024-05-03	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C5D5N, experimental)	wuhonghua2011@tjutcm.edu.cn	Tianjin University of Traditional Chinese Medicine	Hong-Hua Wu	2024-05-03	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.203706235, C5D5deposition_typeN, simulated)	wuhonghua2011@tjutcm.edu.cn	Tianjin University of Traditional Chinese Medicine	Hong-Hua Wu	2024-05-03	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
lyratum		Not Available

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	-1.9	ChemAxon
pKa (Strongest Acidic)	11.78	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	274.75 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	191.87 m³·mol⁻¹	ChemAxon
Polarizability	85.24 Å³	ChemAxon
Number of Rings	7	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

Lai JX, Zhao Y, Gao WK, Zhang LH, Yu HY, Yang WZ, Wu HH: Steroidal Saponins from Solanum lyratum Thunb. Chem Biodivers. 2023 Dec;20(12):e202301381. doi: 10.1002/cbdv.202301381. Epub 2023 Nov 23. [PubMed:37968243 ]

Showing NP-Card for 5,16-diene-pregn-3β-ol-20-one-3-O-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-galactopyranoside (NP0332126)

MOL for NP0332126 (5,16-diene-pregn-3β-ol-20-one-3-O-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-galactopyranoside)

3D MOL for NP0332126 (5,16-diene-pregn-3β-ol-20-one-3-O-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-galactopyranoside)

3D SDF for NP0332126 (5,16-diene-pregn-3β-ol-20-one-3-O-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-galactopyranoside)

3D-SDF for NP0332126 (5,16-diene-pregn-3β-ol-20-one-3-O-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-galactopyranoside)

PDB for NP0332126 (5,16-diene-pregn-3β-ol-20-one-3-O-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-galactopyranoside)

3D PDB for NP0332126 (5,16-diene-pregn-3β-ol-20-one-3-O-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-galactopyranoside)

SMILES for NP0332126 (5,16-diene-pregn-3β-ol-20-one-3-O-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-galactopyranoside)

INCHI for NP0332126 (5,16-diene-pregn-3β-ol-20-one-3-O-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-galactopyranoside)

Structure for NP0332126 (5,16-diene-pregn-3β-ol-20-one-3-O-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-galactopyranoside)

3D Structure for NP0332126 (5,16-diene-pregn-3β-ol-20-one-3-O-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-galactopyranoside)