NP-MRD: Showing NP-Card for (-)-Khekadaengoside J (NP0075488)

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Record Information

Version

2.0

Created at

2022-04-28 20:46:05 UTC

Updated at

2022-04-28 20:46:05 UTC

NP-MRD ID

NP0075488

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Khekadaengoside J

Description

(1S,2S,4R,6R,8S,9R,10R,13R,14R)-6-[(1S)-1,2-dihydroxy-2-methylpropyl]-16-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-8-hydroxy-2,8,10,13,18,18-hexamethyl-5-oxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]Henicosa-15,19-diene-12,17-dione belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus. (-)-Khekadaengoside J is found in Trichosanthes tricuspidata. Based on a literature review very few articles have been published on (1S,2S,4R,6R,8S,9R,10R,13R,14R)-6-[(1S)-1,2-dihydroxy-2-methylpropyl]-16-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-8-hydroxy-2,8,10,13,18,18-hexamethyl-5-oxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]Henicosa-15,19-diene-12,17-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282222462D          

 58 64  0  0  1  0            999 V2000
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    3.4760    0.9091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9604    0.2413    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6243   -0.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1087   -1.1799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7186   -2.3444    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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  1  2  2  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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
 15 14  1  6  0  0  0
 16 15  1  1  0  0  0
 12 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
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 20 25  1  1  0  0  0
 19 26  1  0  0  0  0
 15 26  1  0  0  0  0
 17 27  1  6  0  0  0
 17 28  1  1  0  0  0
 13 29  1  6  0  0  0
 12 30  1  1  0  0  0
  8 31  1  1  0  0  0
  4 32  1  0  0  0  0
 32 33  1  0  0  0  0
  1 33  1  0  0  0  0
 33 34  2  0  0  0  0
 32 35  1  0  0  0  0
 32 36  1  0  0  0  0
  1 37  1  0  0  0  0
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 53 56  1  6  0  0  0
 52 57  1  1  0  0  0
 51 58  1  6  0  0  0
M  END

     RDKit          3D

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    3.9413    1.4787    2.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9763    2.2021   -1.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8071    2.9656    0.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8113    1.4122    1.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0521   -0.4246    1.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2286    0.2958    2.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2273   -2.8404   -4.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2755   -3.1753   -3.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4001   -0.4943   -5.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2591    0.8363   -4.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0798   -0.3663   -4.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4566   -2.6241    0.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.8573   -3.4488   -2.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.9021   -0.3030    2.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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 53117  1  1
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 55119  1  1
 56120  1  0
 57121  1  6
 58122  1  0
M  END


  Mrv1652304282222462D          

 58 64  0  0  1  0            999 V2000
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    5.5619   -3.1834    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    5.4136   -1.7621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2569   -2.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9208   -3.3546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8669   -3.7656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5391   -2.2588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0235   -2.9266    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6874   -3.6800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1718   -4.3478    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9924   -4.2622    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3285   -3.5088    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8441   -2.8410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1802   -2.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4768   -4.9300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8357   -5.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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
 15 14  1  6  0  0  0
 16 15  1  1  0  0  0
 12 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
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 20 25  1  1  0  0  0
 19 26  1  0  0  0  0
 15 26  1  0  0  0  0
 17 27  1  6  0  0  0
 17 28  1  1  0  0  0
 13 29  1  6  0  0  0
 12 30  1  1  0  0  0
  8 31  1  1  0  0  0
  4 32  1  0  0  0  0
 32 33  1  0  0  0  0
  1 33  1  0  0  0  0
 33 34  2  0  0  0  0
 32 35  1  0  0  0  0
 32 36  1  0  0  0  0
  1 37  1  0  0  0  0
 38 37  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 38 43  1  0  0  0  0
 42 44  1  1  0  0  0
 44 45  1  0  0  0  0
 41 46  1  6  0  0  0
 40 47  1  1  0  0  0
 39 48  1  6  0  0  0
 49 48  1  1  0  0  0
 49 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
 49 54  1  0  0  0  0
 54 55  1  6  0  0  0
 53 56  1  6  0  0  0
 52 57  1  1  0  0  0
 51 58  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0075488

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC2=C[C@@H]3C(=CC[C@H]4[C@]5(C)C[C@H]6O[C@H](C[C@](C)(O)[C@@H]6[C@@]5(C)CC(=O)[C@@]34C)[C@H](O)C(C)(C)O)C(C)(C)C2=O)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C42H64O16/c1-17-26(45)28(47)30(49)35(54-17)58-31-29(48)27(46)23(16-43)57-36(31)56-20-12-19-18(37(2,3)33(20)50)10-11-24-39(6)13-21-32(40(39,7)15-25(44)42(19,24)9)41(8,53)14-22(55-21)34(51)38(4,5)52/h10,12,17,19,21-24,26-32,34-36,43,45-49,51-53H,11,13-16H2,1-9H3/t17-,19+,21+,22+,23+,24-,26-,27+,28+,29-,30+,31+,32-,34-,35-,36+,39-,40+,41-,42-/m0/s1

> <INCHI_KEY>
LJIPHELFYSCLEX-DCSXQFGTSA-N

> <FORMULA>
C42H64O16

> <MOLECULAR_WEIGHT>
824.958

> <EXACT_MASS>
824.419435981

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
122

> <JCHEM_AVERAGE_POLARIZABILITY>
87.49529103307282

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,4R,6R,8S,9R,10R,13R,14R)-6-[(1S)-1,2-dihydroxy-2-methylpropyl]-16-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-8-hydroxy-2,8,10,13,18,18-hexamethyl-5-oxapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{14,19}]henicosa-15,19-diene-12,17-dione

> <ALOGPS_LOGP>
1.53

> <JCHEM_LOGP>
-0.6861218169999993

> <ALOGPS_LOGS>
-3.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.599723336895863

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.054129198298542

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810925826895565

> <JCHEM_POLAR_SURFACE_AREA>
262.35999999999996

> <JCHEM_REFRACTIVITY>
204.43400000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.94e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4R,6R,8S,9R,10R,13R,14R)-6-[(1S)-1,2-dihydroxy-2-methylpropyl]-16-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-8-hydroxy-2,8,10,13,18,18-hexamethyl-5-oxapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{14,19}]henicosa-15,19-diene-12,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      11.360  -0.477   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.829  -0.636   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.924   0.610   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.552   2.017   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.648   3.263   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.116   3.103   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.489   1.697   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.393   0.450   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.765  -0.956   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.670  -2.203   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.234  -1.116   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.329   0.131   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.957   1.537   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.813   2.569   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.479   1.800   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.798   0.293   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.653  -0.737   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.188  -0.260   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.131   1.247   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.595   1.724   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.740   0.694   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.885  -0.335   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.710  -0.451   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -3.770   1.840   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -1.914   3.231   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.015   2.277   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.642  -1.917   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.227  -2.217   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.434   3.001   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.558  -1.202   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.297  -0.796   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.084   2.176   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.988   0.930   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      13.520   1.090   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      10.977   3.713   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      12.298   3.124   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      12.265  -1.723   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      11.637  -3.130   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      12.541  -4.376   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      11.914  -5.783   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      10.382  -5.942   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.478  -4.696   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      10.105  -3.289   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       7.946  -4.856   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       7.319  -6.262   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       9.755  -7.349   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      12.818  -7.029   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      14.073  -4.216   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      14.977  -5.463   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      14.350  -6.869   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      15.254  -8.116   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      16.786  -7.956   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      17.413  -6.550   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      16.509  -5.303   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      17.136  -3.897   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      18.945  -6.390   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      17.690  -9.203   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      14.627  -9.522   0.000  0.00  0.00           C+0
CONECT    1    2   33   37                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   32                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    3    9   31                                             
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   16   30                                             
CONECT   13   12    7   14   29                                             
CONECT   14   13   15                                                       
CONECT   15   14   16   26                                                  
CONECT   16   15   12   17                                                  
CONECT   17   16   18   27   28                                             
CONECT   18   17   19                                                       
CONECT   19   18   20   26                                                  
CONECT   20   19   21   25                                                  
CONECT   21   20   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21                                                            
CONECT   25   20                                                            
CONECT   26   19   15                                                       
CONECT   27   17                                                            
CONECT   28   17                                                            
CONECT   29   13                                                            
CONECT   30   12                                                            
CONECT   31    8                                                            
CONECT   32    4   33   35   36                                             
CONECT   33   32    1   34                                                  
CONECT   34   33                                                            
CONECT   35   32                                                            
CONECT   36   32                                                            
CONECT   37    1   38                                                       
CONECT   38   37   39   43                                                  
CONECT   39   38   40   48                                                  
CONECT   40   39   41   47                                                  
CONECT   41   40   42   46                                                  
CONECT   42   41   43   44                                                  
CONECT   43   42   38                                                       
CONECT   44   42   45                                                       
CONECT   45   44                                                            
CONECT   46   41                                                            
CONECT   47   40                                                            
CONECT   48   39   49                                                       
CONECT   49   48   50   54                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52   58                                                  
CONECT   52   51   53   57                                                  
CONECT   53   52   54   56                                                  
CONECT   54   53   49   55                                                  
CONECT   55   54                                                            
CONECT   56   53                                                            
CONECT   57   52                                                            
CONECT   58   51                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  128    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₂H₆₄O₁₆

Average Mass

824.9580 Da

Monoisotopic Mass

824.41944 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC2=C[C@@H]3C(=CC[C@H]4[C@]5(C)C[C@H]6O[C@H](C[C@](C)(O)[C@@H]6[C@@]5(C)CC(=O)[C@@]34C)[C@H](O)C(C)(C)O)C(C)(C)C2=O)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C42H64O16/c1-17-26(45)28(47)30(49)35(54-17)58-31-29(48)27(46)23(16-43)57-36(31)56-20-12-19-18(37(2,3)33(20)50)10-11-24-39(6)13-21-32(40(39,7)15-25(44)42(19,24)9)41(8,53)14-22(55-21)34(51)38(4,5)52/h10,12,17,19,21-24,26-32,34-36,43,45-49,51-53H,11,13-16H2,1-9H3/t17-,19+,21+,22+,23+,24-,26-,27+,28+,29-,30+,31+,32-,34-,35-,36+,39-,40+,41-,42-/m0/s1

InChI Key

LJIPHELFYSCLEX-DCSXQFGTSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Trichosanthes tricuspidata	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Cucurbitacin glycosides

Alternative Parents

Substituents

Cucurbitacin glycoside skeleton
Diterpene glycoside
24-hydroxysteroid
20-hydroxysteroid
Diterpenoid
3-oxo-delta-1-steroid
3-oxosteroid
14-alpha-methylsteroid
Hydroxysteroid
11-oxosteroid
Oxosteroid
Delta-1-steroid
Terpene glycoside
Disaccharide
Glycosyl compound
O-glycosyl compound
Cyclohexenone
Oxane
Tertiary alcohol
Ketone
Secondary alcohol
Cyclic ketone
Polyol
Acetal
Dialkyl ether
Oxacycle
Organoheterocyclic compound
Ether
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organic oxygen compound
Alcohol
Carbonyl group
Organic oxide
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	1.53	ALOGPS
logP	-0.69	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	12.05	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	262.36 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	204.43 m³·mol⁻¹	ChemAxon
Polarizability	87.5 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

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

163039152

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (-)-Khekadaengoside J (NP0075488)

MOL for NP0075488 ((-)-Khekadaengoside J)

3D MOL for NP0075488 ((-)-Khekadaengoside J)

3D SDF for NP0075488 ((-)-Khekadaengoside J)

3D-SDF for NP0075488 ((-)-Khekadaengoside J)

PDB for NP0075488 ((-)-Khekadaengoside J)

3D PDB for NP0075488 ((-)-Khekadaengoside J)

SMILES for NP0075488 ((-)-Khekadaengoside J)

INCHI for NP0075488 ((-)-Khekadaengoside J)

Structure for NP0075488 ((-)-Khekadaengoside J)

3D Structure for NP0075488 ((-)-Khekadaengoside J)