NP-MRD: Showing NP-Card for 1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-1-(1-hydroxyethyl)-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl benzoate (NP0260190)

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Record Information

Version

2.0

Created at

2022-09-08 02:16:32 UTC

Updated at

2022-09-08 02:16:32 UTC

NP-MRD ID

NP0260190

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-1-(1-hydroxyethyl)-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl benzoate

Description

10,11,14-Trihydroxy-5-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-16-yl benzoate 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. 1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-1-(1-hydroxyethyl)-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl benzoate is found in Asclepias curassavica. 10,11,14-Trihydroxy-5-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-16-yl benzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191514462D          

 64 71  0  0  0  0            999 V2000
   -9.5052    1.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9734    0.5600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1613    0.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6295    0.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8173    0.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2855   -0.4110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4734   -0.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1931    0.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7249    1.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3810    0.6554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8492    0.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1295   -0.7512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9416   -0.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2219   -1.6724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0340   -1.8176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0370    0.1699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5052   -0.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6931   -0.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4128    0.4603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9098   -2.3529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9629   -1.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3228   -0.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7280   -0.6856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3340   -2.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826   -2.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4850   -3.0585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705   -2.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1814   -3.1670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7781   -3.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1315   -1.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2537   -1.8674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7855   -1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5976   -1.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.0689    1.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7886    2.4023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8810    1.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4128    2.1119    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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 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
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
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 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
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 42 54  1  0  0  0  0
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 21 57  1  0  0  0  0
 57 58  1  0  0  0  0
 17 58  1  0  0  0  0
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  5 60  1  0  0  0  0
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 61 62  1  0  0  0  0
 61 63  1  0  0  0  0
  3 63  1  0  0  0  0
 63 64  1  0  0  0  0
M  END

     RDKit          3D

136143  0  0  0  0  0  0  0  0999 V2000
   14.4019    2.1608    2.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9370    2.1619    1.2023 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2313    1.0023    0.9981 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7713    1.2698    0.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0411   -0.0469    0.7281 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0733   -0.0822   -0.2704 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.9577    0.9956   -0.2337 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6172    2.2498    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6286    0.9701   -0.0529 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004191514462D          

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M  END
> <DATABASE_ID>
NP0260190

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1CC(OC2C(C)OC(CC2OC)OC2C(C)OC(CC2O)OC2CCC3(C)C4CC(OC(=O)C5=CC=CC=C5)C5(C)C(O)(CCC5(O)C4(O)CC=C3C2)C(C)O)OC(C)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C48H72O16/c1-25-40(51)33(56-7)22-38(58-25)64-42-27(3)60-39(23-34(42)57-8)63-41-26(2)59-37(21-32(41)50)61-31-15-16-44(5)30(20-31)14-17-47(54)35(44)24-36(62-43(52)29-12-10-9-11-13-29)45(6)46(53,28(4)49)18-19-48(45,47)55/h9-14,25-28,31-42,49-51,53-55H,15-24H2,1-8H3

> <INCHI_KEY>
IGPQJJFEKKAFBQ-UHFFFAOYSA-N

> <FORMULA>
C48H72O16

> <MOLECULAR_WEIGHT>
905.088

> <EXACT_MASS>
904.482036238

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
136

> <JCHEM_AVERAGE_POLARIZABILITY>
98.9794171165305

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10,11,14-trihydroxy-5-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-16-yl benzoate

> <ALOGPS_LOGP>
1.97

> <JCHEM_LOGP>
3.4445596769999995

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.112536809625436

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.62984435415969

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1355439995176893

> <JCHEM_POLAR_SURFACE_AREA>
221.51999999999998

> <JCHEM_REFRACTIVITY>
227.8237

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.62e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10,11,14-trihydroxy-5-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-16-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0     -17.743   2.223   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0     -16.750   1.045   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0     -15.234   1.316   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -14.242   0.139   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -12.726   0.410   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0     -11.733  -0.767   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0     -10.217  -0.496   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.694   0.952   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -10.687   2.130   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -8.178   1.223   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -7.185   0.046   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.708  -1.402   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -9.224  -1.673   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -9.748  -3.122   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0     -11.263  -3.393   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.669   0.317   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -4.676  -0.860   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.160  -0.589   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.637   0.859   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.168  -1.766   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.691  -3.215   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.698  -4.392   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.182  -4.121   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.341  -2.673   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.857  -2.402   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.850  -3.579   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.373  -2.131   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.366  -3.308   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.889  -1.859   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.405  -1.588   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.928  -0.140   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.935   1.037   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       4.419   0.766   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       6.458   2.486   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.466   3.663   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.989   5.111   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.505   5.382   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.498   4.205   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.974   2.757   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       7.398  -2.766   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.069  -1.380   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.937  -2.816   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       8.826  -1.280   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       9.365  -4.295   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       8.090  -5.159   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       6.874  -4.214   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       6.505  -5.709   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       5.358  -4.485   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       5.939  -5.912   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       4.835  -5.934   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       3.319  -6.205   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       2.326  -5.027   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       0.810  -5.298   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      10.453  -2.545   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      11.445  -3.722   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      10.976  -1.096   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      -4.207  -3.486   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      -5.200  -2.309   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      -6.716  -2.580   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0     -12.202   1.859   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0     -13.195   3.036   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0     -12.672   4.484   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0     -14.711   2.765   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0     -15.704   3.942   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   63                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   60                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12    7   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   11   17                                                       
CONECT   17   16   18   58                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   57                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   53                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28   52                                             
CONECT   27   26                                                            
CONECT   28   26   29   48                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   40                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   34                                                       
CONECT   40   30   41   42   46                                             
CONECT   41   40                                                            
CONECT   42   40   43   44   54                                             
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   40   47   48                                             
CONECT   47   46                                                            
CONECT   48   46   28   49   50                                             
CONECT   49   48                                                            
CONECT   50   48   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   26   53                                                  
CONECT   53   52   23                                                       
CONECT   54   42   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54                                                            
CONECT   57   21   58                                                       
CONECT   58   57   17   59                                                  
CONECT   59   58                                                            
CONECT   60    5   61                                                       
CONECT   61   60   62   63                                                  
CONECT   62   61                                                            
CONECT   63   61    3   64                                                  
CONECT   64   63                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  142    0
END

View in JSmol

Synonyms

Value	Source
10,11,14-Trihydroxy-5-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadec-7-en-16-yl benzoic acid	Generator
10,11,14-Trihydroxy-5-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-16-yl benzoic acid	Generator

Chemical Formula

C₄₈H₇₂O₁₆

Average Mass

905.0880 Da

Monoisotopic Mass

904.48204 Da

IUPAC Name

10,11,14-trihydroxy-5-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-16-yl benzoate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1CC(OC2C(C)OC(CC2OC)OC2C(C)OC(CC2O)OC2CCC3(C)C4CC(OC(=O)C5=CC=CC=C5)C5(C)C(O)(CCC5(O)C4(O)CC=C3C2)C(C)O)OC(C)C1O

InChI Identifier

InChI=1S/C48H72O16/c1-25-40(51)33(56-7)22-38(58-25)64-42-27(3)60-39(23-34(42)57-8)63-41-26(2)59-37(21-32(41)50)61-31-15-16-44(5)30(20-31)14-17-47(54)35(44)24-36(62-43(52)29-12-10-9-11-13-29)45(6)46(53,28(4)49)18-19-48(45,47)55/h9-14,25-28,31-42,49-51,53-55H,15-24H2,1-8H3

InChI Key

IGPQJJFEKKAFBQ-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
Asclepias curassavica	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Steroidal glycoside
Oligosaccharide
Pregnane-skeleton
20-hydroxysteroid
Hydroxysteroid
17-hydroxysteroid
14-hydroxysteroid
Delta-5-steroid
Glycosyl compound
O-glycosyl compound
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Monocyclic benzene moiety
Benzenoid
Oxane
Tertiary alcohol
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Polyol
Ether
Dialkyl ether
Organoheterocyclic compound
Acetal
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.97	ALOGPS
logP	3.44	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	12.63	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	221.52 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	227.82 m³·mol⁻¹	ChemAxon
Polarizability	98.98 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 1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-1-(1-hydroxyethyl)-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl benzoate (NP0260190)

MOL for NP0260190 (1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-1-(1-hydroxyethyl)-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl benzoate)

3D MOL for NP0260190 (1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-1-(1-hydroxyethyl)-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl benzoate)

3D SDF for NP0260190 (1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-1-(1-hydroxyethyl)-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl benzoate)

3D-SDF for NP0260190 (1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-1-(1-hydroxyethyl)-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl benzoate)

PDB for NP0260190 (1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-1-(1-hydroxyethyl)-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl benzoate)

3D PDB for NP0260190 (1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-1-(1-hydroxyethyl)-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl benzoate)

SMILES for NP0260190 (1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-1-(1-hydroxyethyl)-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl benzoate)

INCHI for NP0260190 (1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-1-(1-hydroxyethyl)-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl benzoate)

Structure for NP0260190 (1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-1-(1-hydroxyethyl)-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl benzoate)

3D Structure for NP0260190 (1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-1-(1-hydroxyethyl)-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl benzoate)