NP-MRD: Showing NP-Card for (6S,9S)-roseoside (NP0042791)

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Record Information

Version

1.0

Created at

2021-06-21 00:22:11 UTC

Updated at

2021-06-30 00:18:05 UTC

NP-MRD ID

NP0042791

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(6S,9S)-roseoside

Provided By

JEOL Database JEOL Logo

Description

(6S,9S)-roseoside is found in Tithonia tagetiflora Desv. (Asteraceae). It was first documented in 2013 (Huynh, N. V., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102223D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306212102223D          

 57 58  0  0  0  0            999 V2000
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   -0.7494   -2.4778   -1.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4180   -3.2585    0.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4180   -0.7003   -2.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0092   -0.0368   -1.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0960   -0.9487   -2.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3179   -4.1607   -0.4077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2698   -0.1076   -0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304   -1.8927    1.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8343   -0.0077    2.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0383    1.0017    2.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4789   -0.0748    3.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1249    1.5919    3.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331    0.3216    0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2086    0.5866    1.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5809    1.0825    3.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8087    1.9724    2.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3073    3.0010    3.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1358    3.6454    0.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6772    3.0980   -0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5641    1.4926   -1.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7706    3.3976   -2.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5608    3.3724    0.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1084    2.0770   -0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 24  1  0  0  0  0
 24 22  1  0  0  0  0
 22 19  1  0  0  0  0
 19 18  1  0  0  0  0
 18 17  1  0  0  0  0
  6  7  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  2  0  0  0  0
  2 10  1  0  0  0  0
 10  7  1  0  0  0  0
  4  5  2  0  0  0  0
 22 23  1  0  0  0  0
  2  1  1  0  0  0  0
 24 25  1  0  0  0  0
 10 12  1  0  0  0  0
 26 27  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 16  1  0  0  0  0
 14 15  1  0  0  0  0
 20 21  1  0  0  0  0
  7  8  1  1  0  0  0
  6  4  1  0  0  0  0
  7  9  1  0  0  0  0
 17 26  1  0  0  0  0
 10 11  1  1  0  0  0
 19 20  1  0  0  0  0
 17 16  1  0  0  0  0
 17 47  1  6  0  0  0
 22 52  1  1  0  0  0
 23 53  1  0  0  0  0
 24 54  1  6  0  0  0
 25 55  1  0  0  0  0
 26 56  1  1  0  0  0
 27 57  1  0  0  0  0
 20 49  1  0  0  0  0
 20 50  1  0  0  0  0
 19 48  1  6  0  0  0
 21 51  1  0  0  0  0
  6 32  1  0  0  0  0
  6 33  1  0  0  0  0
  3 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
 12 41  1  0  0  0  0
 13 42  1  0  0  0  0
 14 43  1  1  0  0  0
 15 44  1  0  0  0  0
 15 45  1  0  0  0  0
 15 46  1  0  0  0  0
  8 34  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
  9 37  1  0  0  0  0
  9 38  1  0  0  0  0
  9 39  1  0  0  0  0
 11 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0042791

> <DATABASE_NAME>
NP-MRD

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

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

> <INCHI_KEY>
SWYRVCGNMNAFEK-QHRMVJDQSA-N

> <FORMULA>
C19H30O8

> <MOLECULAR_WEIGHT>
386.441

> <EXACT_MASS>
386.194067926

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.00069693492786

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
-0.30

> <JCHEM_LOGP>
-0.3518366106666663

> <ALOGPS_LOGS>
-2.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.017420338021633

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.183449896937358

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083681947405

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
97.3405

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.97e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 57 58  0  0  0  0  0  0  0  0999 V2000
   -2.2125   -2.1363   -1.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7494   -2.4778   -1.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2991   -3.0046   -3.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0999   -3.4693   -3.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4596   -3.9493   -4.2881 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0116   -3.4103   -2.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6822   -2.2155   -1.0917 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5933   -2.3274    0.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0650   -0.9029   -1.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -2.2682   -0.6982 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0568   -3.4073    0.1461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2512   -1.0312    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5721   -0.9754    1.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9839    0.2472    2.1766 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1697    0.7078    3.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3197    1.3361    1.3124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6940    1.3138    0.9099 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5442    1.6156    2.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9399    1.5951    1.6546 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7359    1.8847    2.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2774    3.0928    3.5432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2482    2.6217    0.5522 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5967    2.4781    0.0949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3087    2.4172   -0.6389 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5116    3.4760   -1.5881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8551    2.3855   -0.1814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0141    2.1162   -1.3146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3557   -1.0538   -1.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6381   -2.6131   -0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946   -2.4821   -2.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9343   -3.1609   -3.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0450   -3.3372   -2.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9159   -4.3640   -1.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6514   -2.3158   -0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4364   -1.4936    0.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4180   -3.2585    0.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4180   -0.7003   -2.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0092   -0.0368   -1.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0960   -0.9487   -2.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3179   -4.1607   -0.4077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2698   -0.1076   -0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304   -1.8927    1.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8343   -0.0077    2.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0383    1.0017    2.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4789   -0.0748    3.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1249    1.5919    3.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331    0.3216    0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2086    0.5866    1.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5809    1.0825    3.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8087    1.9724    2.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3073    3.0010    3.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1358    3.6454    0.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6772    3.0980   -0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5641    1.4926   -1.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7706    3.3976   -2.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5608    3.3724    0.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1084    2.0770   -0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 24  1  0
 24 22  1  0
 22 19  1  0
 19 18  1  0
 18 17  1  0
  6  7  1  0
  4  3  1  0
  3  2  2  0
  2 10  1  0
 10  7  1  0
  4  5  2  0
 22 23  1  0
  2  1  1  0
 24 25  1  0
 10 12  1  0
 26 27  1  0
 12 13  2  0
 13 14  1  0
 14 16  1  0
 14 15  1  0
 20 21  1  0
  7  8  1  1
  6  4  1  0
  7  9  1  0
 17 26  1  0
 10 11  1  1
 19 20  1  0
 17 16  1  0
 17 47  1  6
 22 52  1  1
 23 53  1  0
 24 54  1  6
 25 55  1  0
 26 56  1  1
 27 57  1  0
 20 49  1  0
 20 50  1  0
 19 48  1  6
 21 51  1  0
  6 32  1  0
  6 33  1  0
  3 31  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  1
 15 44  1  0
 15 45  1  0
 15 46  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.212  -2.136  -1.779  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.749  -2.478  -1.914  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.299  -3.005  -3.067  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.100  -3.469  -3.217  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.460  -3.949  -4.288  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.012  -3.410  -2.014  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.682  -2.216  -1.092  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.593  -2.327   0.155  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.065  -0.903  -1.825  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.155  -2.268  -0.698  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.057  -3.407   0.146  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.251  -1.031   0.088  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.572  -0.975   1.395  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.984   0.247   2.177  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.170   0.708   3.061  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.320   1.336   1.312  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.694   1.314   0.910  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.544   1.616   2.015  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.940   1.595   1.655  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.736   1.885   2.934  0.00  0.00           C+0
HETATM   21  O   UNK     0      -5.277   3.093   3.543  0.00  0.00           O+0
HETATM   22  C   UNK     0      -5.248   2.622   0.552  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.597   2.478   0.095  0.00  0.00           O+0
HETATM   24  C   UNK     0      -4.309   2.417  -0.639  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.512   3.476  -1.588  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.855   2.385  -0.181  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.014   2.116  -1.315  0.00  0.00           O+0
HETATM   28  H   UNK     0      -2.356  -1.054  -1.704  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.638  -2.613  -0.890  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.795  -2.482  -2.640  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.934  -3.161  -3.933  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.045  -3.337  -2.375  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.916  -4.364  -1.481  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.651  -2.316  -0.133  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.436  -1.494   0.847  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.418  -3.259   0.704  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.418  -0.700  -2.684  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.009  -0.037  -1.156  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.096  -0.949  -2.195  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.318  -4.161  -0.408  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.270  -0.108  -0.485  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.530  -1.893   1.982  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.834  -0.008   2.821  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.038   1.002   2.460  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.479  -0.075   3.762  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.125   1.592   3.637  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.933   0.322   0.506  0.00  0.00           H+0
HETATM   48  H   UNK     0      -5.209   0.587   1.314  0.00  0.00           H+0
HETATM   49  H   UNK     0      -5.581   1.083   3.663  0.00  0.00           H+0
HETATM   50  H   UNK     0      -6.809   1.972   2.739  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.307   3.001   3.608  0.00  0.00           H+0
HETATM   52  H   UNK     0      -5.136   3.645   0.930  0.00  0.00           H+0
HETATM   53  H   UNK     0      -6.677   3.098  -0.659  0.00  0.00           H+0
HETATM   54  H   UNK     0      -4.564   1.493  -1.172  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.771   3.398  -2.223  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.561   3.372   0.198  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.108   2.077  -0.947  0.00  0.00           H+0
CONECT    1    2   28   29   30                                             
CONECT    2    3   10    1                                                  
CONECT    3    4    2   31                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    7    4   32   33                                             
CONECT    7    6   10    8    9                                             
CONECT    8    7   34   35   36                                             
CONECT    9    7   37   38   39                                             
CONECT   10    2    7   12   11                                             
CONECT   11   10   40                                                       
CONECT   12   10   13   41                                                  
CONECT   13   12   14   42                                                  
CONECT   14   13   16   15   43                                             
CONECT   15   14   44   45   46                                             
CONECT   16   14   17                                                       
CONECT   17   18   26   16   47                                             
CONECT   18   19   17                                                       
CONECT   19   22   18   20   48                                             
CONECT   20   21   19   49   50                                             
CONECT   21   20   51                                                       
CONECT   22   24   19   23   52                                             
CONECT   23   22   53                                                       
CONECT   24   26   22   25   54                                             
CONECT   25   24   55                                                       
CONECT   26   24   27   17   56                                             
CONECT   27   26   57                                                       
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    3                                                            
CONECT   32    6                                                            
CONECT   33    6                                                            
CONECT   34    8                                                            
CONECT   35    8                                                            
CONECT   36    8                                                            
CONECT   37    9                                                            
CONECT   38    9                                                            
CONECT   39    9                                                            
CONECT   40   11                                                            
CONECT   41   12                                                            
CONECT   42   13                                                            
CONECT   43   14                                                            
CONECT   44   15                                                            
CONECT   45   15                                                            
CONECT   46   15                                                            
CONECT   47   17                                                            
CONECT   48   19                                                            
CONECT   49   20                                                            
CONECT   50   20                                                            
CONECT   51   21                                                            
CONECT   52   22                                                            
CONECT   53   23                                                            
CONECT   54   24                                                            
CONECT   55   25                                                            
CONECT   56   26                                                            
CONECT   57   27                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  116    0
END

RDKit          3D

57 58  0  0  0  0  0  0  0  0999 V2000
   -2.2125   -2.1363   -1.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7494   -2.4778   -1.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2991   -3.0046   -3.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0999   -3.4693   -3.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4596   -3.9493   -4.2881 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0116   -3.4103   -2.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6822   -2.2155   -1.0917 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5933   -2.3274    0.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0650   -0.9029   -1.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -2.2682   -0.6982 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0568   -3.4073    0.1461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2512   -1.0312    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5721   -0.9754    1.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9839    0.2472    2.1766 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1697    0.7078    3.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3197    1.3361    1.3124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6940    1.3138    0.9099 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5442    1.6156    2.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9399    1.5951    1.6546 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7359    1.8847    2.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2774    3.0928    3.5432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2482    2.6217    0.5522 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5967    2.4781    0.0949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3087    2.4172   -0.6389 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5116    3.4760   -1.5881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8551    2.3855   -0.1814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0141    2.1162   -1.3146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3557   -1.0538   -1.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6381   -2.6131   -0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946   -2.4821   -2.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9343   -3.1609   -3.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0450   -3.3372   -2.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9159   -4.3640   -1.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6514   -2.3158   -0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4364   -1.4936    0.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4180   -3.2585    0.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4180   -0.7003   -2.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0092   -0.0368   -1.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0960   -0.9487   -2.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3179   -4.1607   -0.4077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2698   -0.1076   -0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304   -1.8927    1.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8343   -0.0077    2.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0383    1.0017    2.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4789   -0.0748    3.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1249    1.5919    3.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331    0.3216    0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2086    0.5866    1.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5809    1.0825    3.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8087    1.9724    2.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3073    3.0010    3.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1358    3.6454    0.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6772    3.0980   -0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5641    1.4926   -1.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7706    3.3976   -2.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5608    3.3724    0.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1084    2.0770   -0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 24  1  0
 24 22  1  0
 22 19  1  0
 19 18  1  0
 18 17  1  0
  6  7  1  0
  4  3  1  0
  3  2  2  0
  2 10  1  0
 10  7  1  0
  4  5  2  0
 22 23  1  0
  2  1  1  0
 24 25  1  0
 10 12  1  0
 26 27  1  0
 12 13  2  0
 13 14  1  0
 14 16  1  0
 14 15  1  0
 20 21  1  0
  7  8  1  1
  6  4  1  0
  7  9  1  0
 17 26  1  0
 10 11  1  1
 19 20  1  0
 17 16  1  0
 17 47  1  6
 22 52  1  1
 23 53  1  0
 24 54  1  6
 25 55  1  0
 26 56  1  1
 27 57  1  0
 20 49  1  0
 20 50  1  0
 19 48  1  6
 21 51  1  0
  6 32  1  0
  6 33  1  0
  3 31  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  1
 15 44  1  0
 15 45  1  0
 15 46  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  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

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

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

InChI Key

SWYRVCGNMNAFEK-QHRMVJDQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Tithonia tagetiflora Desv. (Asteraceae)	JEOL database	Huynh, N. V., et al., Magn. Reson. Chem. 51, 439 (2013)

Chemical Taxonomy

Classification

Not classified

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	-0.3	ALOGPS
logP	-0.35	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	12.18	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	97.34 m³·mol⁻¹	ChemAxon
Polarizability	40 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Huynh, N. V., et al. (2013). Huynh, N. V., et al., Magn. Reson. Chem. 51, 439 (2013). Mag. Reson. Chem..

Showing NP-Card for (6S,9S)-roseoside (NP0042791)

MOL for NP0042791 ((6S,9S)-roseoside)

3D MOL for NP0042791 ((6S,9S)-roseoside)

3D SDF for NP0042791 ((6S,9S)-roseoside)

3D-SDF for NP0042791 ((6S,9S)-roseoside)

PDB for NP0042791 ((6S,9S)-roseoside)

3D PDB for NP0042791 ((6S,9S)-roseoside)

SMILES for NP0042791 ((6S,9S)-roseoside)

INCHI for NP0042791 ((6S,9S)-roseoside)

Structure for NP0042791 ((6S,9S)-roseoside)

3D Structure for NP0042791 ((6S,9S)-roseoside)