NP-MRD: Showing NP-Card for 3,5-dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid (NP0195066)

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Record Information

Version

2.0

Created at

2022-09-04 12:51:16 UTC

Updated at

2022-09-04 12:51:16 UTC

NP-MRD ID

NP0195066

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,5-dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid

Description

3,5-Dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid 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. 3,5-dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid is found in Polyspora chrysandra. 3,5-Dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251504422D          

 71 77  0  0  0  0            999 V2000
    1.1940    3.9967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4580    2.9361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7642    2.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9355   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  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
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 23 26  1  0  0  0  0
 19 27  1  0  0  0  0
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 14 35  1  0  0  0  0
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 36 37  1  0  0  0  0
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 40 41  1  0  0  0  0
  8 41  1  0  0  0  0
 13 41  1  0  0  0  0
 41 42  1  0  0  0  0
 10 43  1  0  0  0  0
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 46 47  1  0  0  0  0
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  5 49  1  0  0  0  0
 43 49  1  0  0  0  0
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 50 51  1  0  0  0  0
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 67 68  1  0  0  0  0
 53 69  1  0  0  0  0
 69 70  2  0  0  0  0
 69 71  1  0  0  0  0
M  END

     RDKit          3D

149155  0  0  0  0  0  0  0  0999 V2000
  -11.0253   -0.7380   -3.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3035   -1.2335   -1.7213 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3806   -1.3495   -0.7896 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004251504422D          

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 27 35  1  0  0  0  0
 14 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 35 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
  8 41  1  0  0  0  0
 13 41  1  0  0  0  0
 41 42  1  0  0  0  0
 10 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  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
  5 49  1  0  0  0  0
 43 49  1  0  0  0  0
 47 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  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
 61 62  1  0  0  0  0
 61 63  1  0  0  0  0
 63 64  1  0  0  0  0
 63 65  1  0  0  0  0
 58 65  1  0  0  0  0
 65 66  1  0  0  0  0
 56 67  1  0  0  0  0
 51 67  1  0  0  0  0
 67 68  1  0  0  0  0
 53 69  1  0  0  0  0
 69 70  2  0  0  0  0
 69 71  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0195066

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1(C)CC2(C)C(CC=C3C4CC(C)(C)C(OC(=O)C(C)=CC)C(OC(=O)C(C)=CC)C4(CO)C(O)CC23C)C2(C)CCC(CC12)OC1OC(C(O)C(OC2OCC(O)C(O)C2O)C1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C52H78O19/c1-12-24(3)42(62)70-39-40(71-43(63)25(4)13-2)52(23-53)28(19-47(39,5)6)27-14-15-30-48(7)17-16-26(18-31(48)49(8,46(64)65-11)22-51(30,10)50(27,9)20-32(52)55)67-45-36(59)37(35(58)38(69-45)41(60)61)68-44-34(57)33(56)29(54)21-66-44/h12-14,26,28-40,44-45,53-59H,15-23H2,1-11H3,(H,60,61)

> <INCHI_KEY>
IGAUHUYJNASTOE-UHFFFAOYSA-N

> <FORMULA>
C52H78O19

> <MOLECULAR_WEIGHT>
1007.177

> <EXACT_MASS>
1006.513730292

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
149

> <JCHEM_AVERAGE_POLARIZABILITY>
109.21126761348309

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,5-dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid

> <ALOGPS_LOGP>
3.19

> <JCHEM_LOGP>
3.7582432496666636

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.966140851501597

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3036769916044

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0174694674419653

> <JCHEM_POLAR_SURFACE_AREA>
294.72999999999996

> <JCHEM_REFRACTIVITY>
250.95190000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       2.229   7.460   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.961   5.944   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.141   4.954   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.588   5.481   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.427   3.964   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.344  -0.564   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.076  -2.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.791  -1.090   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.114   0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      13.654   0.770   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      14.424  -0.564   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      15.964  -0.564   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      13.654  -1.897   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.114  -1.897   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.344  -3.231   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.424  -3.231   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.344   2.104   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      12.114   3.437   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      13.654   3.437   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      14.424   2.104   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      14.424   4.771   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      15.964   4.771   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      16.734   6.105   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.654   6.105   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.804   2.104   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.574   3.437   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       9.804   4.771   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       9.034   3.437   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       8.873   4.969   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       7.494   3.437   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       6.885   3.635   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       3.644  -0.564   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -1.746   0.770   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      -2.516  -0.564   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      -1.746  -1.897   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      -2.516  -3.231   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -4.056  -3.231   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      -4.826  -4.565   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      -4.826  -1.897   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      -6.366  -1.897   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      -7.136  -0.564   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      -6.366   0.770   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      -7.136   2.104   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      -8.676   2.104   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0      -9.446   3.437   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0      -9.446   0.770   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0     -10.986   0.770   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0      -8.676  -0.564   0.000  0.00  0.00           C+0
HETATM   66  O   UNK     0      -9.446  -1.897   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0      -4.056  -0.564   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0      -4.826   0.770   0.000  0.00  0.00           O+0
HETATM   69  C   UNK     0      -1.746  -4.565   0.000  0.00  0.00           C+0
HETATM   70  O   UNK     0      -2.516  -5.898   0.000  0.00  0.00           O+0
HETATM   71  O   UNK     0      -0.206  -4.565   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   49                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10   41                                             
CONECT    9    8                                                            
CONECT   10    8   11   43                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   41                                                  
CONECT   14   13   15   35                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23                                                            
CONECT   27   19   28   35                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   34                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34   31                                                            
CONECT   35   27   14   36   38                                             
CONECT   36   35   37                                                       
CONECT   37   36                                                            
CONECT   38   35   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40    8   13   42                                             
CONECT   42   41                                                            
CONECT   43   10   44   45   49                                             
CONECT   44   43                                                            
CONECT   45   43   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48   50                                                  
CONECT   48   47   49                                                       
CONECT   49   48    5   43                                                  
CONECT   50   47   51                                                       
CONECT   51   50   52   67                                                  
CONECT   52   51   53                                                       
CONECT   53   52   54   69                                                  
CONECT   54   53   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54   57   67                                                  
CONECT   57   56   58                                                       
CONECT   58   57   59   65                                                  
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62   63                                                  
CONECT   62   61                                                            
CONECT   63   61   64   65                                                  
CONECT   64   63                                                            
CONECT   65   63   58   66                                                  
CONECT   66   65                                                            
CONECT   67   56   51   68                                                  
CONECT   68   67                                                            
CONECT   69   53   70   71                                                  
CONECT   70   69                                                            
CONECT   71   69                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  154    0
END

View in JSmol

Synonyms

Value	Source
3,5-Dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylate	Generator

Chemical Formula

C₅₂H₇₈O₁₉

Average Mass

1007.1770 Da

Monoisotopic Mass

1006.51373 Da

IUPAC Name

3,5-dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

COC(=O)C1(C)CC2(C)C(CC=C3C4CC(C)(C)C(OC(=O)C(C)=CC)C(OC(=O)C(C)=CC)C4(CO)C(O)CC23C)C2(C)CCC(CC12)OC1OC(C(O)C(OC2OCC(O)C(O)C2O)C1O)C(O)=O

InChI Identifier

InChI=1S/C52H78O19/c1-12-24(3)42(62)70-39-40(71-43(63)25(4)13-2)52(23-53)28(19-47(39,5)6)27-14-15-30-48(7)17-16-26(18-31(48)49(8,46(64)65-11)22-51(30,10)50(27,9)20-32(52)55)67-45-36(59)37(35(58)38(69-45)41(60)61)68-44-34(57)33(56)29(54)21-66-44/h12-14,26,28-40,44-45,53-59H,15-23H2,1-11H3,(H,60,61)

InChI Key

IGAUHUYJNASTOE-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
Polyspora chrysandra	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

Diterpene glycoside
Steroidal glycoside
Diterpenoid
Hydroxysteroid
16-oxosteroid
Oxosteroid
7-hydroxysteroid
Terpene glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Tetracarboxylic acid or derivatives
Disaccharide
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Fatty acid ester
Pyran
Hydroxy acid
Fatty acyl
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Cyclic alcohol
Methyl ester
Carboxylic acid ester
Secondary alcohol
Polyol
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Carboxylic acid
Acetal
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Primary alcohol
Organic oxygen compound
Organic oxide
Alcohol
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	3.19	ALOGPS
logP	3.76	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	3.3	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	294.73 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	250.95 m³·mol⁻¹	ChemAxon
Polarizability	109.21 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

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DrugBank ID

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Phenol Explorer Compound ID

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FoodDB ID

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KNApSAcK ID

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Chemspider ID

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KEGG Compound ID

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BioCyc ID

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BiGG ID

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Wikipedia Link

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METLIN ID

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PubChem Compound

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PDB ID

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ChEBI ID

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Good Scents ID

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References

General References

LOTUS database [Link]

Showing NP-Card for 3,5-dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid (NP0195066)

MOL for NP0195066 (3,5-dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)

3D MOL for NP0195066 (3,5-dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)

3D SDF for NP0195066 (3,5-dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)

3D-SDF for NP0195066 (3,5-dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)

PDB for NP0195066 (3,5-dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)

3D PDB for NP0195066 (3,5-dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)

SMILES for NP0195066 (3,5-dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)

INCHI for NP0195066 (3,5-dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)

Structure for NP0195066 (3,5-dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)

3D Structure for NP0195066 (3,5-dihydroxy-6-{[8-hydroxy-8a-(hydroxymethyl)-5-(methoxycarbonyl)-5,6a,6b,11,11,14b-hexamethyl-9,10-bis[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)