NP-MRD: Showing NP-Card for euodionoside A (NP0037191)

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Record Information

Version

2.0

Created at

2021-06-20 20:10:18 UTC

Updated at

2021-06-30 00:09:15 UTC

NP-MRD ID

NP0037191

Secondary Accession Numbers

None

Natural Product Identification

Common Name

euodionoside A

Provided By

JEOL Database JEOL Logo

Description

Euodionoside A belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. euodionoside A is found in Coriandrum sativum , Epimedium grandiflorum var. grandiflorum , Epimedium sagittatum , Euodia meliaefolia, Euphorbia helioscopia L. , Nepeta cadmea, Pimpinella anisum L. , Scurrula atropurpurea, Scurrura atropurpurea, Staphylea bumalda DC. and Vitis vinifera . euodionoside A was first documented in 2008 (Yamamoto, M., et al.). Based on a literature review very few articles have been published on Euodionoside A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122103D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306202122103D          

 57 59  0  0  0  0            999 V2000
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    0.6233   -4.5063   -1.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6303   -3.6211   -0.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658   -4.4962   -1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3709   -4.4735   -0.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7712   -1.9966    0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9368   -0.9111   -0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5608   -1.2875    1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0905    1.1843    1.9535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8670    0.7877    4.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4596   -0.1296    6.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1706   -0.6458    5.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1366   -1.8219    4.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7813    1.7731    5.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3518    3.4203    6.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1205    3.2920    3.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7538    4.6422    3.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6640    2.1666    2.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9817    2.7757    0.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5764    0.4994   -0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7070    0.2871   -1.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0346   -0.0617   -2.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0024   -1.6789   -2.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6696   -0.5622   -3.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4032   -2.6380   -0.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2528   -2.4356    0.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3117   -1.0945    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 20  1  0  0  0  0
 20 18  1  0  0  0  0
 18 15  1  0  0  0  0
 24 25  1  0  0  0  0
 11 10  1  0  0  0  0
 10  8  1  0  0  0  0
  6 25  1  0  0  0  0
  8  6  1  0  0  0  0
  8  7  1  0  0  0  0
  6  7  1  0  0  0  0
 15 14  1  0  0  0  0
 14 13  1  0  0  0  0
 18 19  1  0  0  0  0
  6  5  1  6  0  0  0
 20 21  1  0  0  0  0
  8  9  1  6  0  0  0
 22 23  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 11 12  1  0  0  0  0
  5  4  2  0  0  0  0
 16 17  1  0  0  0  0
  4  2  1  0  0  0  0
 24 11  1  0  0  0  0
  2  1  1  0  0  0  0
 13 22  1  0  0  0  0
  2  3  2  0  0  0  0
 15 16  1  0  0  0  0
 13 12  1  0  0  0  0
 13 39  1  6  0  0  0
 18 44  1  1  0  0  0
 19 45  1  0  0  0  0
 20 46  1  6  0  0  0
 21 47  1  0  0  0  0
 22 48  1  1  0  0  0
 23 49  1  0  0  0  0
 16 41  1  0  0  0  0
 16 42  1  0  0  0  0
 15 40  1  6  0  0  0
 17 43  1  0  0  0  0
 24 50  1  0  0  0  0
 24 51  1  0  0  0  0
 11 38  1  1  0  0  0
 10 36  1  0  0  0  0
 10 37  1  0  0  0  0
  5 32  1  0  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
  9 35  1  0  0  0  0
 26 52  1  0  0  0  0
 26 53  1  0  0  0  0
 26 54  1  0  0  0  0
 27 55  1  0  0  0  0
 27 56  1  0  0  0  0
 27 57  1  0  0  0  0
  4 31  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037191

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(O[C@@]2([H])C([H])([H])[C@]3(O[C@@]3(\C([H])=C(/[H])C(=O)C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C2([H])[H])C([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H30O8/c1-10(21)5-6-19-17(2,3)7-11(8-18(19,4)27-19)25-16-15(24)14(23)13(22)12(9-20)26-16/h5-6,11-16,20,22-24H,7-9H2,1-4H3/b6-5+/t11-,12-,13-,14+,15-,16-,18-,19+/m1/s1

> <INCHI_KEY>
RZPOXAOUEYNXNO-MTXOBMSDSA-N

> <FORMULA>
C19H30O8

> <MOLECULAR_WEIGHT>
386.441

> <EXACT_MASS>
386.194067926

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.6869804482436

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3E)-4-[(1S,4R,6R)-2,2,6-trimethyl-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-oxabicyclo[4.1.0]heptan-1-yl]but-3-en-2-one

> <ALOGPS_LOGP>
-0.19

> <JCHEM_LOGP>
-0.428521970000001

> <ALOGPS_LOGS>
-2.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.20009480436594

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.21057381318361

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835415728603

> <JCHEM_POLAR_SURFACE_AREA>
128.98000000000002

> <JCHEM_REFRACTIVITY>
94.59300000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.45e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-4-[(1S,4R,6R)-2,2,6-trimethyl-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-oxabicyclo[4.1.0]heptan-1-yl]but-3-en-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
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   -1.4668   -2.1132   -2.2274 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2108   -1.5499    0.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0875   -0.6977    0.6175 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7016    0.4460    1.2269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9337    1.0011    2.3007 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9262    0.1101    3.4153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1682    0.6372    4.5238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1568   -0.4307    5.6220 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3742   -1.6490    5.0935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7792    1.9511    5.0268 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0108    2.5208    6.0708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8790    2.9499    3.8716 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5698    4.1242    4.3263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6093    2.3298    2.6842 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5943    3.2617    1.5914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1292   -0.2472   -0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6471   -1.4319   -1.1202 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3802   -0.9041   -2.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7096   -1.9265   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2866   -5.9637   -5.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9561   -7.1378   -4.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5965   -5.5039   -5.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1887   -3.7353   -3.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6233   -4.5063   -1.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6303   -3.6211   -0.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658   -4.4962   -1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3709   -4.4735   -0.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7712   -1.9966    0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9368   -0.9111   -0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5608   -1.2875    1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0905    1.1843    1.9535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8670    0.7877    4.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4596   -0.1296    6.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1706   -0.6458    5.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1366   -1.8219    4.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7813    1.7731    5.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3518    3.4203    6.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1205    3.2920    3.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7538    4.6422    3.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6640    2.1666    2.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9817    2.7757    0.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5764    0.4994   -0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7070    0.2871   -1.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0346   -0.0617   -2.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0024   -1.6789   -2.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6696   -0.5622   -3.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4032   -2.6380   -0.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2528   -2.4356    0.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3117   -1.0945    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 20  1  0
 20 18  1  0
 18 15  1  0
 24 25  1  0
 11 10  1  0
 10  8  1  0
  6 25  1  0
  8  6  1  0
  8  7  1  0
  6  7  1  0
 15 14  1  0
 14 13  1  0
 18 19  1  0
  6  5  1  6
 20 21  1  0
  8  9  1  6
 22 23  1  0
 25 26  1  6
 25 27  1  0
 11 12  1  0
  5  4  2  0
 16 17  1  0
  4  2  1  0
 24 11  1  0
  2  1  1  0
 13 22  1  0
  2  3  2  0
 15 16  1  0
 13 12  1  0
 13 39  1  6
 18 44  1  1
 19 45  1  0
 20 46  1  6
 21 47  1  0
 22 48  1  1
 23 49  1  0
 16 41  1  0
 16 42  1  0
 15 40  1  6
 17 43  1  0
 24 50  1  0
 24 51  1  0
 11 38  1  1
 10 36  1  0
 10 37  1  0
  5 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
  4 31  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       1.250  -6.088  -4.820  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.122  -5.649  -3.386  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.537  -6.346  -2.462  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.496  -4.323  -3.136  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.311  -3.878  -1.884  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.308  -2.581  -1.514  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.467  -2.113  -2.227  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.729  -2.625  -0.911  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.565  -3.874  -0.939  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.211  -1.550   0.028  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.087  -0.698   0.618  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.702   0.446   1.227  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.934   1.001   2.301  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.926   0.110   3.415  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.168   0.637   4.524  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.157  -0.431   5.622  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.374  -1.649   5.093  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.779   1.951   5.027  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.011   2.521   6.071  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.879   2.950   3.872  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.570   4.124   4.326  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.609   2.330   2.684  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.594   3.262   1.591  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.129  -0.247  -0.489  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.647  -1.432  -1.120  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.380  -0.904  -2.371  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.710  -1.927  -0.112  0.00  0.00           C+0
HETATM   28  H   UNK     0       2.287  -5.964  -5.144  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.956  -7.138  -4.901  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.597  -5.504  -5.473  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.189  -3.735  -3.992  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.623  -4.506  -1.050  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.630  -3.621  -0.957  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.366  -4.496  -1.817  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.371  -4.473  -0.043  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.771  -1.997   0.860  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.937  -0.911  -0.494  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.561  -1.288   1.376  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.091   1.184   1.954  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.867   0.788   4.189  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.460  -0.130   6.474  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.171  -0.646   5.976  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.137  -1.822   4.280  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.781   1.773   5.437  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.352   3.420   6.208  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.121   3.292   3.575  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.754   4.642   3.516  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.664   2.167   2.939  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.982   2.776   0.835  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.576   0.499  -0.104  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.707   0.287  -1.257  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.035  -0.062  -2.120  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.002  -1.679  -2.832  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.670  -0.562  -3.132  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.403  -2.638  -0.574  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.253  -2.436   0.743  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.312  -1.095   0.271  0.00  0.00           H+0
CONECT    1    2   28   29   30                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2   31                                                  
CONECT    5    6    4   32                                                  
CONECT    6   25    8    7    5                                             
CONECT    7    8    6                                                       
CONECT    8   10    6    7    9                                             
CONECT    9    8   33   34   35                                             
CONECT   10   11    8   36   37                                             
CONECT   11   10   12   24   38                                             
CONECT   12   11   13                                                       
CONECT   13   14   22   12   39                                             
CONECT   14   15   13                                                       
CONECT   15   18   14   16   40                                             
CONECT   16   17   15   41   42                                             
CONECT   17   16   43                                                       
CONECT   18   20   15   19   44                                             
CONECT   19   18   45                                                       
CONECT   20   22   18   21   46                                             
CONECT   21   20   47                                                       
CONECT   22   20   23   13   48                                             
CONECT   23   22   49                                                       
CONECT   24   25   11   50   51                                             
CONECT   25   24    6   26   27                                             
CONECT   26   25   52   53   54                                             
CONECT   27   25   55   56   57                                             
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    4                                                            
CONECT   32    5                                                            
CONECT   33    9                                                            
CONECT   34    9                                                            
CONECT   35    9                                                            
CONECT   36   10                                                            
CONECT   37   10                                                            
CONECT   38   11                                                            
CONECT   39   13                                                            
CONECT   40   15                                                            
CONECT   41   16                                                            
CONECT   42   16                                                            
CONECT   43   17                                                            
CONECT   44   18                                                            
CONECT   45   19                                                            
CONECT   46   20                                                            
CONECT   47   21                                                            
CONECT   48   22                                                            
CONECT   49   23                                                            
CONECT   50   24                                                            
CONECT   51   24                                                            
CONECT   52   26                                                            
CONECT   53   26                                                            
CONECT   54   26                                                            
CONECT   55   27                                                            
CONECT   56   27                                                            
CONECT   57   27                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  118    0
END

RDKit          3D

57 59  0  0  0  0  0  0  0  0999 V2000
    1.2503   -6.0877   -4.8200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1223   -5.6492   -3.3857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5372   -6.3462   -2.4623 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4960   -4.3234   -3.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3108   -3.8779   -1.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3075   -2.5810   -1.5141 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4668   -2.1132   -2.2274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7289   -2.6251   -0.9106 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5648   -3.8740   -0.9385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2108   -1.5499    0.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0875   -0.6977    0.6175 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7016    0.4460    1.2269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9337    1.0011    2.3007 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9262    0.1101    3.4153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1682    0.6372    4.5238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1568   -0.4307    5.6220 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3742   -1.6490    5.0935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7792    1.9511    5.0268 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0108    2.5208    6.0708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8790    2.9499    3.8716 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5698    4.1242    4.3263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6093    2.3298    2.6842 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5943    3.2617    1.5914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1292   -0.2472   -0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6471   -1.4319   -1.1202 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3802   -0.9041   -2.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7096   -1.9265   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2866   -5.9637   -5.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9561   -7.1378   -4.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5965   -5.5039   -5.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1887   -3.7353   -3.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6233   -4.5063   -1.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6303   -3.6211   -0.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658   -4.4962   -1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3709   -4.4735   -0.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7712   -1.9966    0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9368   -0.9111   -0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5608   -1.2875    1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0905    1.1843    1.9535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8670    0.7877    4.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4596   -0.1296    6.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1706   -0.6458    5.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1366   -1.8219    4.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7813    1.7731    5.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3518    3.4203    6.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1205    3.2920    3.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7538    4.6422    3.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6640    2.1666    2.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9817    2.7757    0.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5764    0.4994   -0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7070    0.2871   -1.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0346   -0.0617   -2.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0024   -1.6789   -2.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6696   -0.5622   -3.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4032   -2.6380   -0.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2528   -2.4356    0.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3117   -1.0945    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 20  1  0
 20 18  1  0
 18 15  1  0
 24 25  1  0
 11 10  1  0
 10  8  1  0
  6 25  1  0
  8  6  1  0
  8  7  1  0
  6  7  1  0
 15 14  1  0
 14 13  1  0
 18 19  1  0
  6  5  1  6
 20 21  1  0
  8  9  1  6
 22 23  1  0
 25 26  1  6
 25 27  1  0
 11 12  1  0
  5  4  2  0
 16 17  1  0
  4  2  1  0
 24 11  1  0
  2  1  1  0
 13 22  1  0
  2  3  2  0
 15 16  1  0
 13 12  1  0
 13 39  1  6
 18 44  1  1
 19 45  1  0
 20 46  1  6
 21 47  1  0
 22 48  1  1
 23 49  1  0
 16 41  1  0
 16 42  1  0
 15 40  1  6
 17 43  1  0
 24 50  1  0
 24 51  1  0
 11 38  1  1
 10 36  1  0
 10 37  1  0
  5 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
  4 31  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₃₀O₈

Average Mass

386.4410 Da

Monoisotopic Mass

386.19407 Da

IUPAC Name

(3E)-4-[(1S,4R,6R)-2,2,6-trimethyl-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-oxabicyclo[4.1.0]heptan-1-yl]but-3-en-2-one

Traditional Name

(3E)-4-[(1S,4R,6R)-2,2,6-trimethyl-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-oxabicyclo[4.1.0]heptan-1-yl]but-3-en-2-one

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(O[C@@]2([H])C([H])([H])[C@]3(O[C@@]3(\C([H])=C(/[H])C(=O)C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C2([H])[H])C([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

InChI Identifier

InChI=1S/C19H30O8/c1-10(21)5-6-19-17(2,3)7-11(8-18(19,4)27-19)25-16-15(24)14(23)13(22)12(9-20)26-16/h5-6,11-16,20,22-24H,7-9H2,1-4H3/b6-5+/t11-,12-,13-,14+,15-,16-,18-,19+/m1/s1

InChI Key

RZPOXAOUEYNXNO-MTXOBMSDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Coriandrum sativum L.	Plant	KNApSAcK
Epimedium grandiflorum var. grandiflorum	Plant	KNApSAcK
Epimedium sagittatum	Plant	KNApSAcK
Euodia meliaefolia	JEOL database	Yamamoto, M., et al, Phytochem. 69, 1586 (2008)
Euphorbia helioscopia	Plant	KNApSAcK
Nepeta cadmea	Plant	KNApSAcK
Pimpinella anisum	Plant	KNApSAcK
Scurrula atropurpurea	Plant	KNApSAcK
Scurrura atropurpurea	-	KNApSAcK
Staphylea bumalda	Plant	KNApSAcK
Vitis vinifera L.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

Hexose monosaccharide
O-glycosyl compound
Oxepane
Monosaccharide
Oxane
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Ketone
Secondary alcohol
Organoheterocyclic compound
Acetal
Oxacycle
Ether
Oxirane
Dialkyl ether
Polyol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aldehyde
Alcohol
Primary alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	-0.19	ALOGPS
logP	-0.43	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	128.98 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	94.59 m³·mol⁻¹	ChemAxon
Polarizability	40.69 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

101868574

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yamamoto, M., et al. (2008). Yamamoto, M., et al, Phytochem. 69, 1586 (2008). Phytochem..

Showing NP-Card for euodionoside A (NP0037191)

MOL for NP0037191 (euodionoside A)

3D MOL for NP0037191 (euodionoside A)

3D SDF for NP0037191 (euodionoside A)

3D-SDF for NP0037191 (euodionoside A)

PDB for NP0037191 (euodionoside A)

3D PDB for NP0037191 (euodionoside A)

SMILES for NP0037191 (euodionoside A)

INCHI for NP0037191 (euodionoside A)

Structure for NP0037191 (euodionoside A)

3D Structure for NP0037191 (euodionoside A)