NP-MRD: Showing NP-Card for 18,19-dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl benzoate (NP0298696)

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Record Information

Version

2.0

Created at

2022-09-10 10:06:57 UTC

Updated at

2022-09-10 10:06:57 UTC

NP-MRD ID

NP0298696

Secondary Accession Numbers

None

Natural Product Identification

Common Name

18,19-dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl benzoate

Description

18,19-Dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]Icosan-16-yl benzoate belongs to the class of organic compounds known as steroidal saponins. These are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative. 18,19-dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl benzoate is found in Allium giganteum. 18,19-Dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]Icosan-16-yl benzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004181503052D          

 65 72  0  0  0  0            999 V2000
    3.1293   -1.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1339   -2.1386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8507   -2.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3696   -3.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5486   -3.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0675   -3.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4073   -4.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2465   -3.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7654   -4.3943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0556   -4.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5367   -4.9829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3577   -4.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389   -5.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6598   -5.4898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6975   -4.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5185   -4.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2163   -3.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5562   -2.7276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3954   -3.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0858   -2.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1820   -1.7915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0030   -1.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3313   -2.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1513   -1.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.6112   -1.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0999   -2.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9199   -2.2156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2512   -1.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.4600   -2.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.6400   -2.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3087   -3.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4887   -3.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0000   -2.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5915   -3.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1791   -2.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4669   -3.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3853   -3.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9260   -4.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4147   -5.1469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0834   -5.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5720   -6.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2407   -7.3227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2634   -5.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9321   -6.7489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7747   -5.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9547   -5.4195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1060   -4.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6173   -3.9084    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
  3 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
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 29 30  1  0  0  0  0
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 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
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 49 50  1  0  0  0  0
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 22 51  1  0  0  0  0
 51 52  1  0  0  0  0
  3 52  1  0  0  0  0
 52 53  1  0  0  0  0
 42 54  1  0  0  0  0
 54 55  1  0  0  0  0
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 62 63  1  0  0  0  0
 62 64  1  0  0  0  0
 55 64  1  0  0  0  0
 64 65  1  0  0  0  0
M  END

     RDKit          3D

137144  0  0  0  0  0  0  0  0999 V2000
    2.8458   -3.2579    0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8331   -2.4369   -0.0858 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5341   -1.0816   -0.1247 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6511   -0.4221   -0.8640 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0208   -0.5940   -0.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0650    0.1156   -1.1988 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0506   -0.4412   -2.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4091   -0.1638   -0.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4496    0.4201   -1.2955 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6380    0.1086   -0.6420 C   0  0  1  0  0  0  0  0  0  0  0  0
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   12.7243   -0.8362   -0.8790 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004181503052D          

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M  END
> <DATABASE_ID>
NP0298696

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1(CCC(C)COC2OC(CO)C(O)C(O)C2O)OC2CC3C4CC(O)C5(O)CC(OC(=O)C6=CC=CC=C6)C(CC5(C)C4CCC3(C)C2C1C)OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C47H72O18/c1-22(21-60-42-39(55)37(53)35(51)31(19-48)63-42)11-14-47(59-5)23(2)34-28(65-47)16-27-25-15-33(50)46(58)18-30(61-41(57)24-9-7-6-8-10-24)29(17-45(46,4)26(25)12-13-44(27,34)3)62-43-40(56)38(54)36(52)32(20-49)64-43/h6-10,22-23,25-40,42-43,48-56,58H,11-21H2,1-5H3

> <INCHI_KEY>
MPIOEXVUTWALPU-UHFFFAOYSA-N

> <FORMULA>
C47H72O18

> <MOLECULAR_WEIGHT>
925.075

> <EXACT_MASS>
924.471865478

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
137

> <JCHEM_AVERAGE_POLARIZABILITY>
98.78040410789556

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
18,19-dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl benzoate

> <ALOGPS_LOGP>
-0.06

> <JCHEM_LOGP>
0.3860354389999997

> <ALOGPS_LOGS>
-3.45

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.395495638310607

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.893507273070698

> <JCHEM_PKA_STRONGEST_BASIC>
-3.248471695922106

> <JCHEM_POLAR_SURFACE_AREA>
283.97999999999996

> <JCHEM_REFRACTIVITY>
226.53329999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
18,19-dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  C   UNK     0       5.841  -2.452   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.850  -3.992   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.188  -4.755   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.290  -6.006   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.757  -5.853   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.859  -7.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.494  -8.507   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.327  -6.952   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.429  -8.203   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.104  -8.050   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.002  -9.301   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.534  -9.149   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.433 -10.400   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.965 -10.248   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.169  -7.746   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.701  -7.593   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.271  -6.495   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.905  -5.091   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.738  -6.647   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.160  -5.396   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       7.806  -3.344   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.339  -3.497   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.668  -2.719   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.818  -3.743   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.349  -3.573   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.968  -2.163   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.498  -1.993   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      16.117  -0.583   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      16.410  -3.234   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      17.029  -1.824   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      17.941  -3.065   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      18.853  -4.305   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      20.384  -4.136   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      21.002  -2.725   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      20.090  -1.485   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      22.533  -2.556   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      23.151  -1.145   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      24.682  -0.976   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      25.594  -2.217   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      24.976  -3.627   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      23.445  -3.797   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      18.235  -5.716   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      16.704  -5.885   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      15.792  -4.645   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      15.173  -6.055   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      14.261  -4.814   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      13.643  -6.225   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      12.112  -6.394   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      11.200  -5.153   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      10.438  -6.491   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       9.668  -5.001   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       8.338  -5.779   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       8.186  -7.311   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      19.147  -6.956   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      18.529  -8.367   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      19.441  -9.608   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      18.822 -11.018   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      19.734 -12.259   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      19.116 -13.669   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      17.292 -11.188   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      16.673 -12.598   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      16.379  -9.947   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      14.849 -10.116   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      16.998  -8.536   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      16.086  -7.296   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   21   52                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   10   20                                                  
CONECT   20   19                                                            
CONECT   21    3   22                                                       
CONECT   22   21   23   51                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   49                                                  
CONECT   25   24   26   46                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31   44                                             
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   42                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   36                                                       
CONECT   42   32   43   54                                                  
CONECT   43   42   44                                                       
CONECT   44   43   29   45   46                                             
CONECT   45   44                                                            
CONECT   46   44   25   47                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   24   50   51                                             
CONECT   50   49                                                            
CONECT   51   49   22   52                                                  
CONECT   52   51    3   53                                                  
CONECT   53   52                                                            
CONECT   54   42   55                                                       
CONECT   55   54   56   64                                                  
CONECT   56   55   57                                                       
CONECT   57   56   58   60                                                  
CONECT   58   57   59                                                       
CONECT   59   58                                                            
CONECT   60   57   61   62                                                  
CONECT   61   60                                                            
CONECT   62   60   63   64                                                  
CONECT   63   62                                                            
CONECT   64   62   55   65                                                  
CONECT   65   64                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  144    0
END

View in JSmol

Synonyms

Value	Source
18,19-Dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0,.0,.0,]icosan-16-yl benzoic acid	Generator
18,19-Dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl benzoic acid	Generator

Chemical Formula

C₄₇H₇₂O₁₈

Average Mass

925.0750 Da

Monoisotopic Mass

924.47187 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1(CCC(C)COC2OC(CO)C(O)C(O)C2O)OC2CC3C4CC(O)C5(O)CC(OC(=O)C6=CC=CC=C6)C(CC5(C)C4CCC3(C)C2C1C)OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C47H72O18/c1-22(21-60-42-39(55)37(53)35(51)31(19-48)63-42)11-14-47(59-5)23(2)34-28(65-47)16-27-25-15-33(50)46(58)18-30(61-41(57)24-9-7-6-8-10-24)29(17-45(46,4)26(25)12-13-44(27,34)3)62-43-40(56)38(54)36(52)32(20-49)64-43/h6-10,22-23,25-40,42-43,48-56,58H,11-21H2,1-5H3

InChI Key

MPIOEXVUTWALPU-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Allium giganteum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal saponins. These are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal saponins

Alternative Parents

Substituents

Steroidal saponin
Furostane-skeleton
Diterpene glycoside
Diterpenoid
5-hydroxysteroid
Hydroxysteroid
6-hydroxysteroid
Terpene glycoside
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Ketal
Fatty acyl
Oxane
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Cyclic alcohol
Tetrahydrofuran
Tertiary alcohol
Secondary alcohol
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Polyol
Monocarboxylic acid or derivatives
Primary alcohol
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	-0.06	ALOGPS
logP	0.39	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	11.89	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	283.98 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	226.53 m³·mol⁻¹	ChemAxon
Polarizability	98.78 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

LOTUS database [Link]

Showing NP-Card for 18,19-dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl benzoate (NP0298696)

MOL for NP0298696 (18,19-dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl benzoate)

3D MOL for NP0298696 (18,19-dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl benzoate)

3D SDF for NP0298696 (18,19-dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl benzoate)

3D-SDF for NP0298696 (18,19-dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl benzoate)

PDB for NP0298696 (18,19-dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl benzoate)

3D PDB for NP0298696 (18,19-dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl benzoate)

SMILES for NP0298696 (18,19-dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl benzoate)

INCHI for NP0298696 (18,19-dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl benzoate)

Structure for NP0298696 (18,19-dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl benzoate)

3D Structure for NP0298696 (18,19-dihydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl benzoate)