NP-MRD: Showing NP-Card for kankanoside M (NP0040007)

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Record Information

Version

2.0

Created at

2021-06-20 22:16:46 UTC

Updated at

2021-06-30 00:13:39 UTC

NP-MRD ID

NP0040007

Secondary Accession Numbers

None

Natural Product Identification

Common Name

kankanoside M

Provided By

JEOL Database JEOL Logo

Description

kankanoside M is found in Cistanche tubulosa (Orobanchaceae). kankanoside M was first documented in 2010 (Morikawa, T., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100163D          

 45 47  0  0  0  0            999 V2000
    1.1819   -1.2750    0.4027 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1329   -0.8648   -0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3704   -1.3688   -0.0399 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3630   -1.3557   -1.0713 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4894    0.0036   -1.7188 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1491    0.4602   -2.2582 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6824   -0.2701   -3.5273 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1982   -0.1831   -3.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8224    0.1423   -2.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5710    0.3432   -1.6665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6722    1.6782   -1.1737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2879    1.7273    0.1164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4446    1.1163    1.0863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0381    1.1097    2.3970 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1188    0.3080    3.3232 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0627   -1.0548    2.8974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2273    2.5518    2.8866 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8757    2.5926    4.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712    3.3311    1.8717 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1318    4.7100    2.2715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4850    3.2120    0.4665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3637    3.8638   -0.4639 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0118    0.3024   -1.2421 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1229   -2.1431   -1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3157   -1.6293   -0.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2925    0.2405   -2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4850    0.3159    4.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9033    0.7009    3.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3040   -1.0558    1.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2540    3.0454    3.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1058    3.5334    4.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1089    2.9746    1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9972    3.6584   -1.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9440    1.2193   -0.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 45  1  1  0  0  0
  6  5  1  0  0  0  0
 10 11  1  0  0  0  0
 23  2  1  0  0  0  0
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  7  8  1  0  0  0  0
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  8  9  2  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
  9 10  1  0  0  0  0
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 19 21  1  0  0  0  0
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  2  1  2  0  0  0  0
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  7 29  1  0  0  0  0
  7 30  1  0  0  0  0
  8 31  1  0  0  0  0
 10 32  1  0  0  0  0
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 20 42  1  0  0  0  0
 19 41  1  6  0  0  0
 18 40  1  0  0  0  0
 17 39  1  1  0  0  0
 12 34  1  6  0  0  0
 21 43  1  1  0  0  0
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 15 36  1  0  0  0  0
 15 37  1  0  0  0  0
 14 35  1  6  0  0  0
 16 38  1  0  0  0  0
M  END

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
    1.1819   -1.2750    0.4027 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1329   -0.8648   -0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3704   -1.3688   -0.0399 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3630   -1.3557   -1.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4894    0.0036   -1.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1491    0.4602   -2.2582 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6824   -0.2701   -3.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1982   -0.1831   -3.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8224    0.1423   -2.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5710    0.3432   -1.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4850    3.2120    0.4665 C   0  0  2  0  0  0  0  0  0  0  0  0
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    5.3157   -1.6293   -0.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2452   -0.0158   -2.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8226    0.7254   -0.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2396    1.5275   -2.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9966   -1.3164   -3.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0407    0.2456   -4.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5223   -0.3640   -4.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2925    0.2405   -2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2574    1.2140    0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3040   -1.0558    1.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306212100163D          

 45 47  0  0  0  0            999 V2000
    1.1819   -1.2750    0.4027 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1329   -0.8648   -0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3704   -1.3688   -0.0399 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3630   -1.3557   -1.0713 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4894    0.0036   -1.7188 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1491    0.4602   -2.2582 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6824   -0.2701   -3.5273 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1982   -0.1831   -3.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9966   -1.3164   -3.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
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 23 45  1  1  0  0  0
  6  5  1  0  0  0  0
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  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
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  2  1  2  0  0  0  0
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 17 18  1  0  0  0  0
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 21 43  1  1  0  0  0
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 16 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0040007

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@]1([H])O[C@]([H])(OC([H])([H])C2=C([H])C([H])([H])[C@]3([H])C([H])([H])C([H])([H])OC(=O)[C@]23[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O8/c16-5-9-11(17)12(18)13(19)15(23-9)22-6-8-2-1-7-3-4-21-14(20)10(7)8/h2,7,9-13,15-19H,1,3-6H2/t7-,9+,10+,11+,12-,13+,15+/m1/s1

> <INCHI_KEY>
YIYHUWVUNODKTC-FJBRTZCWSA-N

> <FORMULA>
C15H22O8

> <MOLECULAR_WEIGHT>
330.333

> <EXACT_MASS>
330.131467668

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
32.53538197534239

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4aR,7aS)-7-({[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-1H,3H,4H,4aH,5H,7aH-cyclopenta[c]pyran-1-one

> <ALOGPS_LOGP>
-1.10

> <JCHEM_LOGP>
-1.7651990796666668

> <ALOGPS_LOGS>
-0.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.200070218790355

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210510412450596

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835523177017

> <JCHEM_POLAR_SURFACE_AREA>
125.68000000000002

> <JCHEM_REFRACTIVITY>
76.41760000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.60e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4aR,7aS)-7-({[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3H,4H,4aH,5H,7aH-cyclopenta[c]pyran-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
    1.1819   -1.2750    0.4027 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1329   -0.8648   -0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3704   -1.3688   -0.0399 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3630   -1.3557   -1.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4894    0.0036   -1.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1491    0.4602   -2.2582 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6824   -0.2701   -3.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1982   -0.1831   -3.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8224    0.1423   -2.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5710    0.3432   -1.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6722    1.6782   -1.1737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2879    1.7273    0.1164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4446    1.1163    1.0863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0381    1.1097    2.3970 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1188    0.3080    3.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0627   -1.0548    2.8974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2273    2.5518    2.8866 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8757    2.5926    4.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712    3.3311    1.8717 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1318    4.7100    2.2715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4850    3.2120    0.4665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3637    3.8638   -0.4639 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0118    0.3024   -1.2421 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1229   -2.1431   -1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3157   -1.6293   -0.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2452   -0.0158   -2.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8226    0.7254   -0.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2396    1.5275   -2.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9966   -1.3164   -3.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0407    0.2456   -4.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5223   -0.3640   -4.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8265   -0.4101   -0.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2925    0.2405   -2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2574    1.2140    0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0017    0.5856    2.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4850    0.3159    4.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9033    0.7009    3.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3040   -1.0558    1.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2540    3.0454    3.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1058    3.5334    4.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1089    2.9746    1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5386    5.1767    1.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5290    3.7483    0.4165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9972    3.6584   -1.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9440    1.2193   -0.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 45  1  1
  6  5  1  0
 10 11  1  0
 23  2  1  0
  6  7  1  0
  7  8  1  0
  9 23  1  0
  8  9  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  9 10  1  0
 23  6  1  0
 19 21  1  0
 21 12  1  0
 12 13  1  0
 13 14  1  0
 14 17  1  0
 17 19  1  0
 12 11  1  0
 21 22  1  0
  6 28  1  6
 15 16  1  0
  2  1  2  0
 19 20  1  0
 17 18  1  0
 14 15  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 20 42  1  0
 19 41  1  6
 18 40  1  0
 17 39  1  1
 12 34  1  6
 21 43  1  1
 22 44  1  0
 15 36  1  0
 15 37  1  0
 14 35  1  6
 16 38  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  O   UNK     0       1.182  -1.275   0.403  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.133  -0.865  -0.261  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.370  -1.369  -0.040  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.363  -1.356  -1.071  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.489   0.004  -1.719  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.149   0.460  -2.258  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.682  -0.270  -3.527  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.198  -0.183  -3.406  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.822   0.142  -2.160  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.571   0.343  -1.667  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.672   1.678  -1.174  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.288   1.727   0.116  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.445   1.116   1.086  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.038   1.110   2.397  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.119   0.308   3.323  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.063  -1.055   2.897  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.227   2.552   2.887  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.876   2.593   4.158  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.071   3.331   1.872  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.132   4.710   2.272  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.485   3.212   0.467  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.364   3.864  -0.464  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.012   0.302  -1.242  0.00  0.00           C+0
HETATM   24  H   UNK     0       4.123  -2.143  -1.793  0.00  0.00           H+0
HETATM   25  H   UNK     0       5.316  -1.629  -0.606  0.00  0.00           H+0
HETATM   26  H   UNK     0       5.245  -0.016  -2.511  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.823   0.725  -0.963  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.240   1.528  -2.514  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.997  -1.316  -3.576  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.041   0.246  -4.424  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.522  -0.364  -4.231  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.827  -0.410  -0.914  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.293   0.241  -2.485  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.257   1.214   0.058  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.002   0.586   2.341  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.485   0.316   4.354  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.903   0.701   3.308  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.304  -1.056   1.984  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.254   3.045   3.002  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.106   3.533   4.301  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.109   2.975   1.887  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.539   5.177   1.513  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.529   3.748   0.417  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.997   3.658  -1.348  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.944   1.219  -0.645  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2   23    3    1                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   24   25                                             
CONECT    5    6    4   26   27                                             
CONECT    6    5    7   23   28                                             
CONECT    7    6    8   29   30                                             
CONECT    8    7    9   31                                                  
CONECT    9   23    8   10                                                  
CONECT   10   11    9   32   33                                             
CONECT   11   10   12                                                       
CONECT   12   21   13   11   34                                             
CONECT   13   12   14                                                       
CONECT   14   13   17   15   35                                             
CONECT   15   16   14   36   37                                             
CONECT   16   15   38                                                       
CONECT   17   14   19   18   39                                             
CONECT   18   17   40                                                       
CONECT   19   21   17   20   41                                             
CONECT   20   19   42                                                       
CONECT   21   19   12   22   43                                             
CONECT   22   21   44                                                       
CONECT   23   45    2    9    6                                             
CONECT   24    4                                                            
CONECT   25    4                                                            
CONECT   26    5                                                            
CONECT   27    5                                                            
CONECT   28    6                                                            
CONECT   29    7                                                            
CONECT   30    7                                                            
CONECT   31    8                                                            
CONECT   32   10                                                            
CONECT   33   10                                                            
CONECT   34   12                                                            
CONECT   35   14                                                            
CONECT   36   15                                                            
CONECT   37   15                                                            
CONECT   38   16                                                            
CONECT   39   17                                                            
CONECT   40   18                                                            
CONECT   41   19                                                            
CONECT   42   20                                                            
CONECT   43   21                                                            
CONECT   44   22                                                            
CONECT   45   23                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   94    0
END

RDKit          3D

45 47  0  0  0  0  0  0  0  0999 V2000
    1.1819   -1.2750    0.4027 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1329   -0.8648   -0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3704   -1.3688   -0.0399 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3630   -1.3557   -1.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4894    0.0036   -1.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1491    0.4602   -2.2582 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6824   -0.2701   -3.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1982   -0.1831   -3.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8224    0.1423   -2.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5710    0.3432   -1.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6722    1.6782   -1.1737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2879    1.7273    0.1164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4446    1.1163    1.0863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0381    1.1097    2.3970 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1188    0.3080    3.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0627   -1.0548    2.8974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2273    2.5518    2.8866 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8757    2.5926    4.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712    3.3311    1.8717 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1318    4.7100    2.2715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4850    3.2120    0.4665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3637    3.8638   -0.4639 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0118    0.3024   -1.2421 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1229   -2.1431   -1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3157   -1.6293   -0.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2452   -0.0158   -2.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8226    0.7254   -0.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2396    1.5275   -2.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9966   -1.3164   -3.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0407    0.2456   -4.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5223   -0.3640   -4.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8265   -0.4101   -0.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2925    0.2405   -2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2574    1.2140    0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0017    0.5856    2.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4850    0.3159    4.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9033    0.7009    3.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3040   -1.0558    1.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2540    3.0454    3.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1058    3.5334    4.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1089    2.9746    1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5386    5.1767    1.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5290    3.7483    0.4165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9972    3.6584   -1.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9440    1.2193   -0.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 45  1  1
  6  5  1  0
 10 11  1  0
 23  2  1  0
  6  7  1  0
  7  8  1  0
  9 23  1  0
  8  9  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  9 10  1  0
 23  6  1  0
 19 21  1  0
 21 12  1  0
 12 13  1  0
 13 14  1  0
 14 17  1  0
 17 19  1  0
 12 11  1  0
 21 22  1  0
  6 28  1  6
 15 16  1  0
  2  1  2  0
 19 20  1  0
 17 18  1  0
 14 15  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 20 42  1  0
 19 41  1  6
 18 40  1  0
 17 39  1  1
 12 34  1  6
 21 43  1  1
 22 44  1  0
 15 36  1  0
 15 37  1  0
 14 35  1  6
 16 38  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O₈

Average Mass

330.3330 Da

Monoisotopic Mass

330.13147 Da

IUPAC Name

(4aR,7aS)-7-({[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-1H,3H,4H,4aH,5H,7aH-cyclopenta[c]pyran-1-one

Traditional Name

(4aR,7aS)-7-({[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3H,4H,4aH,5H,7aH-cyclopenta[c]pyran-1-one

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@]1([H])O[C@]([H])(OC([H])([H])C2=C([H])C([H])([H])[C@]3([H])C([H])([H])C([H])([H])OC(=O)[C@]23[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H]

InChI Identifier

InChI=1S/C15H22O8/c16-5-9-11(17)12(18)13(19)15(23-9)22-6-8-2-1-7-3-4-21-14(20)10(7)8/h2,7,9-13,15-19H,1,3-6H2/t7-,9+,10+,11+,12-,13+,15+/m1/s1

InChI Key

YIYHUWVUNODKTC-FJBRTZCWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Cistanche tubulosa	JEOL database	Morikawa, T., et al, Chem. Pharm. Bull. 58, 1403 (2010)

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	-1.1	ALOGPS
logP	-1.8	ChemAxon
logS	-0.96	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	76.42 m³·mol⁻¹	ChemAxon
Polarizability	32.54 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

Not Available

References

General References

Morikawa, T., et al. (2010). Morikawa, T., et al, Chem. Pharm. Bull. 58, 1403 (2010). Chem. Pharm. Bull..

Showing NP-Card for kankanoside M (NP0040007)

MOL for NP0040007 (kankanoside M)

3D MOL for NP0040007 (kankanoside M)

3D SDF for NP0040007 (kankanoside M)

3D-SDF for NP0040007 (kankanoside M)

PDB for NP0040007 (kankanoside M)

3D PDB for NP0040007 (kankanoside M)

SMILES for NP0040007 (kankanoside M)

INCHI for NP0040007 (kankanoside M)

Structure for NP0040007 (kankanoside M)

3D Structure for NP0040007 (kankanoside M)