NP-MRD: Showing NP-Card for 6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid (NP0214158)

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Record Information

Version

2.0

Created at

2022-09-05 13:22:52 UTC

Updated at

2022-09-05 13:22:52 UTC

NP-MRD ID

NP0214158

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid

Description

Momordin Ie belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. Momordin Ie is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Momordin Ie has been detected, but not quantified in, green vegetables. 6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid is found in Momordica cochinchinensis. This could make momordin ie a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061312202D          

 63 70  0  0  0  0            999 V2000
    1.3728   -0.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872   -0.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8017   -0.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8017    0.3301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8090    1.1529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3728    1.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3728    0.3301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872    0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872    1.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8017    1.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5162    1.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2306    1.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2306    2.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6583    0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0562    0.3301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0562   -0.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7707   -0.9074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -0.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996   -0.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996   -1.7324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9141   -2.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9141   -2.9699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996   -3.3824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851    0.3301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996    0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996    1.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6285    0.7426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6285   -0.9074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6285   -4.2074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3430   -2.9699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6285   -1.7324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5162   -0.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2306    0.3301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9451    0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9451    1.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6596    1.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6596    2.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5578    3.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9451    3.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3324    3.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6596    0.3301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6596    1.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3741    1.5676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2710   -1.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851    1.9801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.4864    0.7426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0575   -1.7324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3430   -0.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0575    0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0575   -3.3824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 51  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
  4  8  1  0  0  0  0
  4 38  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 14  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 38  1  0  0  0  0
 12 13  1  0  0  0  0
 12 41  1  0  0  0  0
 13 45  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 51  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 24  1  0  0  0  0
 19 20  1  0  0  0  0
 19 30  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 36  1  0  0  0  0
 22 23  1  0  0  0  0
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 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 29  1  0  0  0  0
 26 27  2  0  0  0  0
 26 53  1  0  0  0  0
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 31 60  1  0  0  0  0
 32 33  1  0  0  0  0
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 34 63  1  0  0  0  0
 35 36  1  0  0  0  0
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 39 40  1  0  0  0  0
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 41 42  1  0  0  0  0
 41 48  1  0  0  0  0
 42 43  1  0  0  0  0
 43 45  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 59  1  0  0  0  0
 56 57  1  0  0  0  0
 56 62  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
M  END

     RDKit          3D

135142  0  0  0  0  0  0  0  0999 V2000
    9.6445    3.1475    0.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0585    1.8098    1.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0688    1.8330    2.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9517    0.7339    0.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3026   -0.6249    0.5080 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9484   -0.5578   -0.1706 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0699   -0.1109   -1.5616 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 05061312202D          

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M  END
> <DATABASE_ID>
NP0214158

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)CCC2(CCC3(C)C(=CCC4C5(C)CCC(OC6OC(C(O)C(OC7OCC(O)C(O)C7O)C6OC6OCC(O)C(O)C6O)C(O)=O)C(C)(C)C5CCC34C)C2C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C46H72O17/c1-41(2)14-16-46(40(56)57)17-15-44(6)21(22(46)18-41)8-9-26-43(5)12-11-27(42(3,4)25(43)10-13-45(26,44)7)60-39-35(63-38-31(52)29(50)24(48)20-59-38)33(32(53)34(62-39)36(54)55)61-37-30(51)28(49)23(47)19-58-37/h8,22-35,37-39,47-53H,9-20H2,1-7H3,(H,54,55)(H,56,57)

> <INCHI_KEY>
XQGKHFSVPNPHAB-UHFFFAOYSA-N

> <FORMULA>
C46H72O17

> <MOLECULAR_WEIGHT>
897.0537

> <EXACT_MASS>
896.476950878

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
96.62185144691398

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
2.8632709183333347

> <ALOGPS_LOGS>
-4.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.763537138894421

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3819329225362056

> <JCHEM_PKA_STRONGEST_BASIC>
-3.672686773180174

> <JCHEM_POLAR_SURFACE_AREA>
271.59

> <JCHEM_REFRACTIVITY>
218.8068000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.75e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid

> <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       2.563  -0.924   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.896  -1.694   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.230  -0.924   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.230   0.616   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.243   2.152   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.563   2.156   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.563   0.616   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.896   1.386   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.896   2.926   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.230   3.696   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.564   2.926   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.897   3.696   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.897   5.236   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.229   1.386   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.105   0.616   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.105  -0.924   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.439  -1.694   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.772  -0.924   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.106  -1.694   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.106  -3.234   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -5.440  -4.004   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.440  -5.544   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.106  -6.314   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.772   0.616   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -4.106   1.386   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.106   2.926   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -5.440   3.696   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -6.773   1.386   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -5.440   0.616   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -5.440  -0.924   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -6.773  -1.694   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -6.773  -7.854   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -6.773  -6.314   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -8.107  -5.544   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -8.107  -4.004   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -6.773  -3.234   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       6.564  -0.154   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.564   1.386   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.897   0.616   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.231   1.386   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       9.231   2.926   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      10.565   3.696   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      10.565   5.236   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       8.508   7.366   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.231   6.006   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       9.954   7.366   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      10.565   0.616   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      10.565   2.156   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      11.898   2.926   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       1.952  -3.053   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       1.229  -1.694   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       0.506  -3.053   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      -2.772   3.696   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0     -12.108  -1.694   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0     -10.774  -0.924   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0     -10.774   0.616   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0     -12.108   1.386   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      -9.441  -3.234   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      -9.441  -1.694   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      -8.107  -0.924   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      -8.107   0.616   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      -9.441   1.386   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      -9.441  -6.314   0.000  0.00  0.00           O+0
CONECT    1    2    7   51                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8   38                                             
CONECT    5    4                                                            
CONECT    6    7                                                            
CONECT    7    1    6    8   14                                             
CONECT    8    4    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   38                                                  
CONECT   12   11   13   41                                                  
CONECT   13   12   45                                                       
CONECT   14    7   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   51                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20   30                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   36                                                  
CONECT   22   21   23   33                                                  
CONECT   23   22                                                            
CONECT   24   18   25                                                       
CONECT   25   24   26   29                                                  
CONECT   26   25   27   53                                                  
CONECT   27   26                                                            
CONECT   28   29                                                            
CONECT   29   25   28   30                                                  
CONECT   30   19   29   31                                                  
CONECT   31   30   60                                                       
CONECT   32   33                                                            
CONECT   33   22   32   34                                                  
CONECT   34   33   35   63                                                  
CONECT   35   34   36                                                       
CONECT   36   21   35                                                       
CONECT   37   38                                                            
CONECT   38    4   11   37   39                                             
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   12   40   42   48                                             
CONECT   42   41   43                                                       
CONECT   43   42   45                                                       
CONECT   44   45                                                            
CONECT   45   13   43   44   46                                             
CONECT   46   45                                                            
CONECT   47   48                                                            
CONECT   48   41   47   49                                                  
CONECT   49   48                                                            
CONECT   50   51                                                            
CONECT   51    1   16   50   52                                             
CONECT   52   51                                                            
CONECT   53   26                                                            
CONECT   54   55                                                            
CONECT   55   54   56   59                                                  
CONECT   56   55   57   62                                                  
CONECT   57   56                                                            
CONECT   58   59                                                            
CONECT   59   55   58   60                                                  
CONECT   60   31   59   61                                                  
CONECT   61   60   62                                                       
CONECT   62   56   61                                                       
CONECT   63   34                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  140    0
END

View in JSmol

Synonyms

Value	Source
6-[(8a-Carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylate	Generator

Chemical Formula

C₄₆H₇₂O₁₇

Average Mass

897.0537 Da

Monoisotopic Mass

896.47695 Da

IUPAC Name

6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid

Traditional Name

6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1(C)CCC2(CCC3(C)C(=CCC4C5(C)CCC(OC6OC(C(O)C(OC7OCC(O)C(O)C7O)C6OC6OCC(O)C(O)C6O)C(O)=O)C(C)(C)C5CCC34C)C2C1)C(O)=O

InChI Identifier

InChI=1S/C46H72O17/c1-41(2)14-16-46(40(56)57)17-15-44(6)21(22(46)18-41)8-9-26-43(5)12-11-27(42(3,4)25(43)10-13-45(26,44)7)60-39-35(63-38-31(52)29(50)24(48)20-59-38)33(32(53)34(62-39)36(54)55)61-37-30(51)28(49)23(47)19-58-37/h8,22-35,37-39,47-53H,9-20H2,1-7H3,(H,54,55)(H,56,57)

InChI Key

XQGKHFSVPNPHAB-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
Momordica cochinchinensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Triterpene saponins

Alternative Parents

Substituents

Triterpene saponin
Triterpenoid
Oligosaccharide
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Hydroxy acid
Pyran
Oxane
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Alcohol
Organooxygen compound
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	2.66	ALOGPS
logP	2.86	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3.38	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	271.59 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	218.81 m³·mol⁻¹	ChemAxon
Polarizability	96.62 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

HMDB0041020

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020887

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

14162563

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid (NP0214158)

MOL for NP0214158 (6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)

3D MOL for NP0214158 (6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)

3D SDF for NP0214158 (6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)

3D-SDF for NP0214158 (6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)

PDB for NP0214158 (6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)

3D PDB for NP0214158 (6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)

SMILES for NP0214158 (6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)

INCHI for NP0214158 (6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)

Structure for NP0214158 (6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)

3D Structure for NP0214158 (6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxane-2-carboxylic acid)