NP-MRD: Showing NP-Card for (-)-Jasurolignoside (NP0079524)

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Record Information

Version

2.0

Created at

2022-04-29 00:32:26 UTC

Updated at

2022-04-29 00:32:26 UTC

NP-MRD ID

NP0079524

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Jasurolignoside

Description

Methyl (2S,3E,4S)-3-ethylidene-4-(2-{3-[(2S,3S)-3-(hydroxymethyl)-7-methoxy-2-(3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-5-yl]propoxy}-2-oxoethyl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. (-)-Jasurolignoside is found in Jasminum urophyllum. Based on a literature review very few articles have been published on methyl (2S,3E,4S)-3-ethylidene-4-(2-{3-[(2S,3S)-3-(hydroxymethyl)-7-methoxy-2-(3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-5-yl]propoxy}-2-oxoethyl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292202322D          

 64 69  0  0  1  0            999 V2000
   11.2115    2.3479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2115    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9259    3.5854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.6404    3.1729    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.6404    2.3479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.9259    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.9259    1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3549    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3549    3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9259    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6404    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4970    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7825    2.3479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0681    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0681    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536    2.3479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3536    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0681    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7825    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    4.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4397    3.0154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1387    2.1904    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -0.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    2.2374    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6462    2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    3.6664    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8837    3.6664    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2962    2.9519    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8837    2.2374    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2962    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1212    2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962    4.3808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    5.0953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358    3.5881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  5  8  1  6  0  0  0
  4  9  1  1  0  0  0
  3 10  1  6  0  0  0
 10 11  1  0  0  0  0
  1 12  1  6  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 13 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 17 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 32 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
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 47 48  1  0  0  0  0
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 50 51  1  0  0  0  0
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 53 54  1  0  0  0  0
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 55 56  1  6  0  0  0
 54 57  1  1  0  0  0
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 59 60  1  0  0  0  0
 38 61  1  6  0  0  0
 61 62  1  0  0  0  0
 34 63  1  0  0  0  0
 63 64  1  0  0  0  0
M  END

     RDKit          3D

120125  0  0  0  0  0  0  0  0999 V2000
    6.9958    2.2685   -1.6378 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6767    1.7531   -0.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5421    0.5210   -0.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3675    0.2308    1.2030 C   0  0  2  0  0  0  0  0  0  0  0  0
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   12.1893    1.2908   -0.2294 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0417    1.7264   -1.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.2966   -0.2161   -0.1884 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652304292202322D          

 64 69  0  0  1  0            999 V2000
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 17 18  1  0  0  0  0
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 31 32  1  0  0  0  0
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 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
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 32 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
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 51 52  1  0  0  0  0
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 53 54  1  0  0  0  0
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 50 55  1  0  0  0  0
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 38 61  1  6  0  0  0
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 34 63  1  0  0  0  0
 63 64  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0079524

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)\C(=C\C)[C@@H]1CC(=O)OCCCC1=CC(OC)=C2O[C@@H]([C@H](CO)C2=C1)C1=CC=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C43H56O21/c1-5-21-22(25(40(54)57-4)18-59-41(21)64-43-37(53)35(51)33(49)30(17-46)62-43)14-31(47)58-10-6-7-19-11-23-24(15-44)38(63-39(23)28(12-19)56-3)20-8-9-26(27(13-20)55-2)60-42-36(52)34(50)32(48)29(16-45)61-42/h5,8-9,11-13,18,22,24,29-30,32-38,41-46,48-53H,6-7,10,14-17H2,1-4H3/b21-5+/t22-,24+,29+,30+,32+,33+,34-,35-,36+,37+,38+,41-,42+,43-/m0/s1

> <INCHI_KEY>
GZSUNDIGWVWSKD-FNUPBLOHSA-N

> <FORMULA>
C43H56O21

> <MOLECULAR_WEIGHT>
908.9

> <EXACT_MASS>
908.331408823

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
120

> <JCHEM_AVERAGE_POLARIZABILITY>
92.1143474034941

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (2S,3E,4S)-3-ethylidene-4-(2-{3-[(2S,3S)-3-(hydroxymethyl)-7-methoxy-2-(3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-5-yl]propoxy}-2-oxoethyl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate

> <ALOGPS_LOGP>
0.63

> <JCHEM_LOGP>
-1.0876925176666679

> <ALOGPS_LOGS>
-3.62

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.42415158748878

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.902258044340142

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810849052288235

> <JCHEM_POLAR_SURFACE_AREA>
308.51

> <JCHEM_REFRACTIVITY>
216.26619999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (4S,5E,6S)-5-ethylidene-4-(2-{3-[(2S,3S)-3-(hydroxymethyl)-7-methoxy-2-(3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-5-yl]propoxy}-2-oxoethyl)-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      20.928   4.383   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      20.928   5.923   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      22.262   6.693   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      23.595   5.923   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.595   4.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.262   3.613   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      22.262   2.073   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      24.929   3.613   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      24.929   6.693   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      22.262   8.233   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      23.595   9.003   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      19.594   3.613   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      18.261   4.383   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.927   3.613   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.927   2.073   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.593   1.303   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.593   4.383   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.593   5.923   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.927   6.693   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      18.261   5.923   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      14.260   6.693   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      12.926   5.923   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      14.260   8.233   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      15.593   9.003   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.260   3.613   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.926   4.383   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      12.021   5.629   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      11.592   3.613   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      10.259   4.383   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.925   3.613   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -1.090   4.177   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -2.630   4.177   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -3.400   2.843   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -2.630   1.509   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -1.090   1.509   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      -3.400   0.175   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      -2.630  -1.158   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      -4.940   2.843   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      -5.710   4.177   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      -4.940   5.510   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      -5.710   6.844   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -7.250   6.844   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -8.020   5.510   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -7.250   4.177   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      -8.020   2.843   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      -9.560   5.510   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      -8.020   8.178   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      -4.940   8.178   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      -5.710   9.511   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0       1.650   5.553   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0       2.680   6.698   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0       4.924  -0.237   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0       6.258  -1.007   0.000  0.00  0.00           C+0
CONECT    1    2    6   12                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5                                                            
CONECT    9    4                                                            
CONECT   10    3   11                                                       
CONECT   11   10                                                            
CONECT   12    1   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18   25                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   13                                                       
CONECT   21   18   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23                                                            
CONECT   25   17   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   63                                                  
CONECT   35   34   36   40                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36   32                                                       
CONECT   38   36   39   61                                                  
CONECT   39   38   40   41                                                  
CONECT   40   39   35                                                       
CONECT   41   39   42   46                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45   49                                                  
CONECT   45   44   46   47                                                  
CONECT   46   45   41                                                       
CONECT   47   45   48                                                       
CONECT   48   47                                                            
CONECT   49   44   50                                                       
CONECT   50   49   51   55                                                  
CONECT   51   50   52                                                       
CONECT   52   51   53   59                                                  
CONECT   53   52   54   58                                                  
CONECT   54   53   55   57                                                  
CONECT   55   54   50   56                                                  
CONECT   56   55                                                            
CONECT   57   54                                                            
CONECT   58   53                                                            
CONECT   59   52   60                                                       
CONECT   60   59                                                            
CONECT   61   38   62                                                       
CONECT   62   61                                                            
CONECT   63   34   64                                                       
CONECT   64   63                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  138    0
END

View in JSmol

Synonyms

Value	Source
Methyl (2S,3E,4S)-3-ethylidene-4-(2-{3-[(2S,3S)-3-(hydroxymethyl)-7-methoxy-2-(3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-5-yl]propoxy}-2-oxoethyl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid	Generator

Chemical Formula

C₄₃H₅₆O₂₁

Average Mass

908.9000 Da

Monoisotopic Mass

908.33141 Da

IUPAC Name

methyl (2S,3E,4S)-3-ethylidene-4-(2-{3-[(2S,3S)-3-(hydroxymethyl)-7-methoxy-2-(3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-5-yl]propoxy}-2-oxoethyl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate

Traditional Name

methyl (4S,5E,6S)-5-ethylidene-4-(2-{3-[(2S,3S)-3-(hydroxymethyl)-7-methoxy-2-(3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-5-yl]propoxy}-2-oxoethyl)-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)\C(=C\C)[C@@H]1CC(=O)OCCCC1=CC(OC)=C2O[C@@H]([C@H](CO)C2=C1)C1=CC=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(OC)=C1

InChI Identifier

InChI=1S/C43H56O21/c1-5-21-22(25(40(54)57-4)18-59-41(21)64-43-37(53)35(51)33(49)30(17-46)62-43)14-31(47)58-10-6-7-19-11-23-24(15-44)38(63-39(23)28(12-19)56-3)20-8-9-26(27(13-20)55-2)60-42-36(52)34(50)32(48)29(16-45)61-42/h5,8-9,11-13,18,22,24,29-30,32-38,41-46,48-53H,6-7,10,14-17H2,1-4H3/b21-5+/t22-,24+,29+,30+,32+,33+,34-,35-,36+,37+,38+,41-,42+,43-/m0/s1

InChI Key

GZSUNDIGWVWSKD-FNUPBLOHSA-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
Jasminum urophyllum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Lignan glycoside
Terpene glycoside
Neolignan skeleton
Norlignan skeleton
Phenolic glycoside
O-glycosyl compound
Secoiridoid-skeleton
Glycosyl compound
Monoterpenoid
Bicyclic monoterpenoid
Aromatic monoterpenoid
Coumaran
Benzofuran
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
Sugar acid
Alkyl aryl ether
Benzenoid
Oxane
Monosaccharide
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.63	ALOGPS
logP	-1.1	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	11.9	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	308.51 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	216.27 m³·mol⁻¹	ChemAxon
Polarizability	92.11 Å³	ChemAxon
Number of Rings	6	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

163099505

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Jasurolignoside (NP0079524)

MOL for NP0079524 ((-)-Jasurolignoside)

3D MOL for NP0079524 ((-)-Jasurolignoside)

3D SDF for NP0079524 ((-)-Jasurolignoside)

3D-SDF for NP0079524 ((-)-Jasurolignoside)

PDB for NP0079524 ((-)-Jasurolignoside)

3D PDB for NP0079524 ((-)-Jasurolignoside)

SMILES for NP0079524 ((-)-Jasurolignoside)

INCHI for NP0079524 ((-)-Jasurolignoside)

Structure for NP0079524 ((-)-Jasurolignoside)

3D Structure for NP0079524 ((-)-Jasurolignoside)