NP-MRD: Showing NP-Card for 1-[(4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-3b,6,6,9a-tetramethyl-3a-{[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]methyl}-7-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-2-one (NP0312196)

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Record Information

Version

2.0

Created at

2022-09-11 08:46:23 UTC

Updated at

2022-09-11 08:46:23 UTC

NP-MRD ID

NP0312196

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-[(4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-3b,6,6,9a-tetramethyl-3a-{[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]methyl}-7-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-2-one

Description

Hoduloside VIII belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Hoduloside VIII is a constituent of Hovenia dulcis (raisin tree). 1-[(4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-3b,6,6,9a-tetramethyl-3a-{[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]methyl}-7-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-2-one is found in Hovenia dulcis. Hoduloside VIII is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061312012D          

 64 70  0  0  0  0            999 V2000
   11.4194    1.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7813    0.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7505   -2.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8111   -2.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0027   -0.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4199   -0.1967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4057    1.5035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2541    2.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4338    0.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7182    0.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7115   -2.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5715   -1.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8045    1.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4467    2.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2871   -0.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4270   -1.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6425   -6.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1472    0.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4156   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8898   -6.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7136   -1.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4809   -3.8982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9981   -1.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7160   -0.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5692   -1.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9325    0.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8059   -5.8305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -0.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2337   -4.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9024   -3.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1425   -1.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8184   -2.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2273   -5.6850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1402   -1.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0657   -2.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6119    1.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2826   -2.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0004   -1.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4293   -1.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1896    1.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1450   -0.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2406   -0.2085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.6552   -4.0903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3113   -6.5057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4247   -2.2496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8961   -5.2019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3969   -3.0774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8536   -2.2535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 13  8  2  0  0  0  0
 14  8  1  0  0  0  0
 15 12  1  0  0  0  0
 16 11  1  0  0  0  0
 22  9  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27 11  1  0  0  0  0
 28 10  1  0  0  0  0
 29 12  1  0  0  0  0
 30 22  1  0  0  0  0
 30 23  1  0  0  0  0
 31 24  1  0  0  0  0
 32 25  1  0  0  0  0
 33 26  1  0  0  0  0
 34 33  1  0  0  0  0
 35 31  1  0  0  0  0
 36 32  1  0  0  0  0
 37 34  1  0  0  0  0
 38 35  1  0  0  0  0
 39 36  1  0  0  0  0
 40 37  1  0  0  0  0
 41  1  1  0  0  0  0
 41  2  1  0  0  0  0
 41 13  1  0  0  0  0
 42  3  1  0  0  0  0
 42  4  1  0  0  0  0
 42 27  1  0  0  0  0
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 43  5  1  0  0  0  0
 43 15  1  0  0  0  0
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 43 28  1  0  0  0  0
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 51 32  1  0  0  0  0
 52 33  1  0  0  0  0
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 56 37  1  0  0  0  0
 57 41  1  0  0  0  0
 58 45  1  0  0  0  0
 59 18  1  0  0  0  0
 59 38  1  0  0  0  0
 60 19  1  0  0  0  0
 60 39  1  0  0  0  0
 61 20  1  0  0  0  0
 61 38  1  0  0  0  0
 62 21  1  0  0  0  0
 62 40  1  0  0  0  0
 63 26  1  0  0  0  0
 63 40  1  0  0  0  0
 64 29  1  0  0  0  0
 64 39  1  0  0  0  0
M  END

     RDKit          3D

140146  0  0  0  0  0  0  0  0999 V2000
    3.4523   -8.5042    2.9014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7601   -8.1382    1.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1814   -3.5365    0.3896 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.4198   -4.3130   -0.5002 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 05061312012D          

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M  END
> <DATABASE_ID>
NP0312196

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(O)\C=C\CC(C)(O)C1C2CCC3C4(C)CCC(OC5OCC(O)C(O)C5O)C(C)(C)C4CCC3(C)C2(COC2OC(COC3OCC(O)C(O)C3O)C(O)C(O)C2O)CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C46H76O18/c1-41(2,57)13-8-14-45(7,58)30-22-9-10-28-43(5)15-12-29(64-39-36(55)32(51)25(49)19-60-39)42(3,4)27(43)11-16-44(28,6)46(22,17-23(30)47)21-62-40-37(56)34(53)33(52)26(63-40)20-61-38-35(54)31(50)24(48)18-59-38/h8,13,22,24-40,48-58H,9-12,14-21H2,1-7H3/b13-8+

> <INCHI_KEY>
RDSYZBZVCGNHLV-MDWZMJQESA-N

> <FORMULA>
C46H76O18

> <MOLECULAR_WEIGHT>
917.0848

> <EXACT_MASS>
916.503165628

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
99.62869305009008

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-[(4E)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-2,6,6,10-tetramethyl-11-{[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]methyl}-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-13-one

> <ALOGPS_LOGP>
0.67

> <JCHEM_LOGP>
-0.6087518213333339

> <ALOGPS_LOGS>
-3.31

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.218653654974736

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.769396529940307

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5265806236668267

> <JCHEM_POLAR_SURFACE_AREA>
294.98

> <JCHEM_REFRACTIVITY>
225.27200000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-[(4E)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-2,6,6,10-tetramethyl-11-{[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]methyl}-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-13-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      21.316   3.591   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.125   1.768   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.001  -5.391   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.981  -5.396   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.338  -0.368   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.984  -0.367   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.824   2.807   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.274   4.106   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.010   1.165   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.674   0.399   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.661  -4.221   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.667  -1.900   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.302   2.959   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.767   3.790   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.003  -1.134   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.997  -3.455   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.801  -1.628   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.533 -13.046   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.328  -3.426   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.716  -8.178   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.494  -2.681   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.341   0.392   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.709  -0.385   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.128 -12.416   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.332  -1.886   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.964  -7.277   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.330  -3.448   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.670  -1.141   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.663  -3.440   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.807   0.863   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.971 -10.884   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.668  -1.119   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.370  -7.907   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      16.618  -7.005   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.219  -9.982   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.999  -1.893   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      16.461  -5.473   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.624 -10.612   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.995  -3.433   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      15.056  -4.843   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      19.809   3.275   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       7.994  -4.214   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       9.334  -1.908   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      12.001  -1.915   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      15.287   2.327   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      13.337  -1.149   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      17.249  -0.389   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       7.879 -13.317   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       0.001  -1.112   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       7.566 -10.253   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       2.672   0.421   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      15.526  -9.439   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      18.023  -7.635   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      10.062  -8.450   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       5.335  -1.127   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      17.709  -4.571   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      19.493   4.782   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      16.751   1.847   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      11.781 -12.144   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0       2.659  -4.199   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      12.873  -9.710   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      14.899  -3.311   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      13.808  -5.744   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0       5.327  -4.207   0.000  0.00  0.00           O+0
CONECT    1   41                                                            
CONECT    2   41                                                            
CONECT    3   42                                                            
CONECT    4   42                                                            
CONECT    5   43                                                            
CONECT    6   44                                                            
CONECT    7   45                                                            
CONECT    8   13   14                                                       
CONECT    9   10   22                                                       
CONECT   10    9   28                                                       
CONECT   11   16   27                                                       
CONECT   12   15   29                                                       
CONECT   13    8   41                                                       
CONECT   14    8   45                                                       
CONECT   15   12   43                                                       
CONECT   16   11   44                                                       
CONECT   17   23   46                                                       
CONECT   18   24   59                                                       
CONECT   19   25   60                                                       
CONECT   20   26   61                                                       
CONECT   21   46   62                                                       
CONECT   22    9   30   46                                                  
CONECT   23   17   30   47                                                  
CONECT   24   18   31   48                                                  
CONECT   25   19   32   49                                                  
CONECT   26   20   33   63                                                  
CONECT   27   11   42   43                                                  
CONECT   28   10   43   44                                                  
CONECT   29   12   42   64                                                  
CONECT   30   22   23   45                                                  
CONECT   31   24   35   50                                                  
CONECT   32   25   36   51                                                  
CONECT   33   26   34   52                                                  
CONECT   34   33   37   53                                                  
CONECT   35   31   38   54                                                  
CONECT   36   32   39   55                                                  
CONECT   37   34   40   56                                                  
CONECT   38   35   59   61                                                  
CONECT   39   36   60   64                                                  
CONECT   40   37   62   63                                                  
CONECT   41    1    2   13   57                                             
CONECT   42    3    4   27   29                                             
CONECT   43    5   15   27   28                                             
CONECT   44    6   16   28   46                                             
CONECT   45    7   14   30   58                                             
CONECT   46   17   21   22   44                                             
CONECT   47   23                                                            
CONECT   48   24                                                            
CONECT   49   25                                                            
CONECT   50   31                                                            
CONECT   51   32                                                            
CONECT   52   33                                                            
CONECT   53   34                                                            
CONECT   54   35                                                            
CONECT   55   36                                                            
CONECT   56   37                                                            
CONECT   57   41                                                            
CONECT   58   45                                                            
CONECT   59   18   38                                                       
CONECT   60   19   39                                                       
CONECT   61   20   38                                                       
CONECT   62   21   40                                                       
CONECT   63   26   40                                                       
CONECT   64   29   39                                                       
MASTER        0    0    0    0    0    0    0    0   64    0  140    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₆H₇₆O₁₈

Average Mass

917.0848 Da

Monoisotopic Mass

916.50317 Da

IUPAC Name

14-[(4E)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-2,6,6,10-tetramethyl-11-{[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]methyl}-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-13-one

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(C)(O)\C=C\CC(C)(O)C1C2CCC3C4(C)CCC(OC5OCC(O)C(O)C5O)C(C)(C)C4CCC3(C)C2(COC2OC(COC3OCC(O)C(O)C3O)C(O)C(O)C2O)CC1=O

InChI Identifier

InChI=1S/C46H76O18/c1-41(2,57)13-8-14-45(7,58)30-22-9-10-28-43(5)15-12-29(64-39-36(55)32(51)25(49)19-60-39)42(3,4)27(43)11-16-44(28,6)46(22,17-23(30)47)21-62-40-37(56)34(53)33(52)26(63-40)20-61-38-35(54)31(50)24(48)18-59-38/h8,13,22,24-40,48-58H,9-12,14-21H2,1-7H3/b13-8+

InChI Key

RDSYZBZVCGNHLV-MDWZMJQESA-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
Hovenia dulcis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Not Available

Substituents

Not Available

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	0.67	ALOGPS
logP	-0.61	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	11.77	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	294.98 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	225.27 m³·mol⁻¹	ChemAxon
Polarizability	99.63 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

HMDB0040660

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020455

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

131752894

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-[(4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-3b,6,6,9a-tetramethyl-3a-{[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]methyl}-7-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-2-one (NP0312196)

MOL for NP0312196 (1-[(4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-3b,6,6,9a-tetramethyl-3a-{[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]methyl}-7-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-2-one)

3D MOL for NP0312196 (1-[(4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-3b,6,6,9a-tetramethyl-3a-{[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]methyl}-7-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-2-one)

3D SDF for NP0312196 (1-[(4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-3b,6,6,9a-tetramethyl-3a-{[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]methyl}-7-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-2-one)

3D-SDF for NP0312196 (1-[(4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-3b,6,6,9a-tetramethyl-3a-{[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]methyl}-7-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-2-one)

PDB for NP0312196 (1-[(4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-3b,6,6,9a-tetramethyl-3a-{[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]methyl}-7-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-2-one)

3D PDB for NP0312196 (1-[(4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-3b,6,6,9a-tetramethyl-3a-{[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]methyl}-7-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-2-one)

SMILES for NP0312196 (1-[(4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-3b,6,6,9a-tetramethyl-3a-{[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]methyl}-7-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-2-one)

INCHI for NP0312196 (1-[(4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-3b,6,6,9a-tetramethyl-3a-{[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]methyl}-7-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-2-one)

Structure for NP0312196 (1-[(4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-3b,6,6,9a-tetramethyl-3a-{[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]methyl}-7-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-2-one)

3D Structure for NP0312196 (1-[(4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-3b,6,6,9a-tetramethyl-3a-{[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]methyl}-7-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-2-one)