NP-MRD: Showing NP-Card for Ciwujianoside C1 (NP0074222)

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Record Information

Version

2.0

Created at

2022-04-28 19:23:09 UTC

Updated at

2022-04-28 19:23:09 UTC

NP-MRD ID

NP0074222

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ciwujianoside C1

Description

(2S,3R,4S,5R,6R)-6-({[(2R,3R,4S,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-6a,6b,9,9,12a-pentamethyl-2-methylidene-10-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. Ciwujianoside C1 is found in Acanthopanax senticosus , Eleutherococcus senticosus Rupr.and Maxim. and Stauntonia chinensis . Based on a literature review very few articles have been published on (2S,3R,4S,5R,6R)-6-({[(2R,3R,4S,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-6a,6b,9,9,12a-pentamethyl-2-methylidene-10-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282221232D          

 73 81  0  0  1  0            999 V2000
    6.0770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
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  7  8  1  0  0  0  0
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 31 32  1  0  0  0  0
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  3 62  1  0  0  0  0
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  2 64  1  6  0  0  0
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 65 70  1  0  0  0  0
 70 71  1  1  0  0  0
 69 72  1  6  0  0  0
 68 73  1  6  0  0  0
M  END

     RDKit          3D

155163  0  0  0  0  0  0  0  0999 V2000
    0.7899    1.1891   -4.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4193    0.2459   -3.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4165   -0.7168   -3.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6923   -1.8318   -2.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2924   -1.3554   -1.3873 C   0  0  2  0  0  0  0  0  0  0  0  0
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    5.6865    2.7347    1.2862 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7614    2.0004    1.0671 C   0  0  2  0  0  0  0  0  0  0  0  0
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   10.1549    2.1498    2.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.4940    0.9430    0.0085 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0948   -0.2822   -0.2003 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1563   -0.5640    0.6248 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1928    0.3199    0.6264 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.4099   -0.4400    1.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6150    0.8629   -0.6972 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.4653   -0.1455   -1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1083    1.0490   -1.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4816    1.3240   -0.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1915   -0.0048   -0.6725 C   0  0  2  0  0  0  0  0  0  0  0  0
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  -13.3237   -1.0845    1.7332 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.6208   -0.1355    2.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5673   -2.4933    1.6930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0075   -1.0529    0.5652 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0225   -1.4879    1.6250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8082   -1.9747    0.8679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2448   -0.8051    0.1361 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652304282221232D          

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  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  6  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  6  0  0  0
 15 12  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 11 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 15 23  1  0  0  0  0
 16 24  1  6  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 27 26  1  6  0  0  0
 27 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
 27 32  1  0  0  0  0
 32 33  1  1  0  0  0
 31 34  1  6  0  0  0
 30 35  1  6  0  0  0
 29 36  1  6  0  0  0
 36 37  1  0  0  0  0
 38 37  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 38 43  1  0  0  0  0
 42 44  1  1  0  0  0
 44 45  1  0  0  0  0
 41 46  1  1  0  0  0
 47 46  1  1  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 47 52  1  0  0  0  0
 51 53  1  6  0  0  0
 50 54  1  1  0  0  0
 49 55  1  6  0  0  0
 48 56  1  6  0  0  0
 40 57  1  6  0  0  0
 39 58  1  6  0  0  0
 11 59  1  1  0  0  0
  8 60  1  6  0  0  0
  5 61  1  6  0  0  0
  3 62  1  0  0  0  0
  3 63  1  0  0  0  0
  2 64  1  6  0  0  0
 65 64  1  6  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 65 70  1  0  0  0  0
 70 71  1  1  0  0  0
 69 72  1  6  0  0  0
 68 73  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0074222

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O)[C@H](OC[C@H]3O[C@@H](OC(=O)[C@]45CCC(=C)C[C@H]4C4=CC[C@@H]6[C@@]7(C)CC[C@H](O[C@@H]8OC[C@H](O)[C@H](O)[C@H]8O)C(C)(C)[C@@H]7CC[C@@]6(C)[C@]4(C)CC5)[C@H](O)[C@@H](O)[C@H]3O)O[C@@H]2CO)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C52H82O21/c1-22-10-15-52(47(65)73-46-40(63)36(59)34(57)28(70-46)21-67-43-41(64)37(60)42(27(19-53)69-43)72-45-39(62)35(58)32(55)23(2)68-45)17-16-50(6)24(25(52)18-22)8-9-30-49(5)13-12-31(48(3,4)29(49)11-14-51(30,50)7)71-44-38(61)33(56)26(54)20-66-44/h8,23,25-46,53-64H,1,9-21H2,2-7H3/t23-,25-,26-,27+,28+,29-,30+,31-,32-,33-,34-,35+,36-,37-,38+,39+,40+,41+,42-,43+,44-,45-,46-,49-,50+,51+,52-/m0/s1

> <INCHI_KEY>
HMQSPQLUUHPGBG-MSQXYLOJSA-N

> <FORMULA>
C52H82O21

> <MOLECULAR_WEIGHT>
1043.207

> <EXACT_MASS>
1042.53485966

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
155

> <JCHEM_AVERAGE_POLARIZABILITY>
110.2508318340589

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5R,6R)-6-({[(2R,3R,4S,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-6a,6b,9,9,12a-pentamethyl-2-methylidene-10-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

> <ALOGPS_LOGP>
0.33

> <JCHEM_LOGP>
0.04381038066666873

> <ALOGPS_LOGS>
-3.50

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.09262590871064

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.67332966895004

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6726844710227855

> <JCHEM_POLAR_SURFACE_AREA>
333.67

> <JCHEM_REFRACTIVITY>
251.09180000000012

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5R,6R)-6-({[(2R,3R,4S,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-6a,6b,9,9,12a-pentamethyl-2-methylidene-10-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      11.344   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.114   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.344  -0.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.804   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.494  -1.897   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.034  -1.897   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.206   3.437   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  -1.897   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.104  -3.231   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.206  -1.897   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.976  -3.231   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.206  -4.565   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.976  -5.898   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.516  -5.898   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.286  -4.565   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.516  -3.231   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -3.286  -1.897   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -4.826  -4.565   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -3.286  -7.232   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -0.206  -7.232   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -0.976  -8.566   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -0.206  -9.899   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.334  -9.899   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.104 -11.233   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.334 -12.567   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -0.206 -12.567   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -0.976 -11.233   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -0.976 -13.900   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -2.516 -13.900   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       2.104 -13.900   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       1.334 -15.234   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       2.104 -16.568   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       1.334 -17.902   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -0.206 -17.902   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -0.976 -16.568   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      -0.206 -15.234   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      -2.516 -16.568   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      -0.976 -19.235   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       2.104 -19.235   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       3.644 -16.568   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       3.644 -11.233   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0       2.104  -8.566   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0       5.954  -1.897   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       6.885  -2.095   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       8.264   2.104   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      11.397  -2.103   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      12.650  -1.380   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      13.654   0.770   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0      14.424   2.104   0.000  0.00  0.00           C+0
HETATM   66  O   UNK     0      13.654   3.437   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0      14.424   4.771   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      15.964   4.771   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      16.734   3.437   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      15.964   2.104   0.000  0.00  0.00           C+0
HETATM   71  O   UNK     0      16.734   0.770   0.000  0.00  0.00           O+0
HETATM   72  O   UNK     0      18.274   3.437   0.000  0.00  0.00           O+0
HETATM   73  O   UNK     0      16.734   6.105   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   64                                                  
CONECT    3    2    4   62   63                                             
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   61                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   11   60                                             
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   18   59                                             
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    7                                                       
CONECT   15   12   16   23                                                  
CONECT   16   15   17   19   24                                             
CONECT   17   16   18                                                       
CONECT   18   17   11                                                       
CONECT   19   16   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   15                                                       
CONECT   24   16   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   36                                                  
CONECT   30   29   31   35                                                  
CONECT   31   30   32   34                                                  
CONECT   32   31   27   33                                                  
CONECT   33   32                                                            
CONECT   34   31                                                            
CONECT   35   30                                                            
CONECT   36   29   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   43                                                  
CONECT   39   38   40   58                                                  
CONECT   40   39   41   57                                                  
CONECT   41   40   42   46                                                  
CONECT   42   41   43   44                                                  
CONECT   43   42   38                                                       
CONECT   44   42   45                                                       
CONECT   45   44                                                            
CONECT   46   41   47                                                       
CONECT   47   46   48   52                                                  
CONECT   48   47   49   56                                                  
CONECT   49   48   50   55                                                  
CONECT   50   49   51   54                                                  
CONECT   51   50   52   53                                                  
CONECT   52   51   47                                                       
CONECT   53   51                                                            
CONECT   54   50                                                            
CONECT   55   49                                                            
CONECT   56   48                                                            
CONECT   57   40                                                            
CONECT   58   39                                                            
CONECT   59   11                                                            
CONECT   60    8                                                            
CONECT   61    5                                                            
CONECT   62    3                                                            
CONECT   63    3                                                            
CONECT   64    2   65                                                       
CONECT   65   64   66   70                                                  
CONECT   66   65   67                                                       
CONECT   67   66   68                                                       
CONECT   68   67   69   73                                                  
CONECT   69   68   70   72                                                  
CONECT   70   69   65   71                                                  
CONECT   71   70                                                            
CONECT   72   69                                                            
CONECT   73   68                                                            
MASTER        0    0    0    0    0    0    0    0   73    0  162    0
END

View in JSmol

Synonyms

Value	Source
(2S,3R,4S,5R,6R)-6-({[(2R,3R,4S,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (4as,6as,6BR,8ar,10S,12ar,12BR,14BS)-6a,6b,9,9,12a-pentamethyl-2-methylidene-10-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid	Generator

Chemical Formula

C₅₂H₈₂O₂₁

Average Mass

1043.2070 Da

Monoisotopic Mass

1042.53486 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O)[C@H](OC[C@H]3O[C@@H](OC(=O)[C@]45CCC(=C)C[C@H]4C4=CC[C@@H]6[C@@]7(C)CC[C@H](O[C@@H]8OC[C@H](O)[C@H](O)[C@H]8O)C(C)(C)[C@@H]7CC[C@@]6(C)[C@]4(C)CC5)[C@H](O)[C@@H](O)[C@H]3O)O[C@@H]2CO)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C52H82O21/c1-22-10-15-52(47(65)73-46-40(63)36(59)34(57)28(70-46)21-67-43-41(64)37(60)42(27(19-53)69-43)72-45-39(62)35(58)32(55)23(2)68-45)17-16-50(6)24(25(52)18-22)8-9-30-49(5)13-12-31(48(3,4)29(49)11-14-51(30,50)7)71-44-38(61)33(56)26(54)20-66-44/h8,23,25-46,53-64H,1,9-21H2,2-7H3/t23-,25-,26-,27+,28+,29-,30+,31-,32-,33-,34-,35+,36-,37-,38+,39+,40+,41+,42-,43+,44-,45-,46-,49-,50+,51+,52-/m0/s1

InChI Key

HMQSPQLUUHPGBG-MSQXYLOJSA-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
Eleutherococcus senticosus	Plant	KNApSAcK
Eleutherococcus senticosus Rupr.and Maxim.	Plant	KNApSAcK
Stauntonia chinensis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Oligosaccharide
Diterpenoid
O-glycosyl compound
Glycosyl compound
Oxane
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
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	0.33	ALOGPS
logP	0.044	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	11.67	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	333.67 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	251.09 m³·mol⁻¹	ChemAxon
Polarizability	110.25 Å³	ChemAxon
Number of Rings	9	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

162851572

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Ciwujianoside C1 (NP0074222)

MOL for NP0074222 (Ciwujianoside C1)

3D MOL for NP0074222 (Ciwujianoside C1)

3D SDF for NP0074222 (Ciwujianoside C1)

3D-SDF for NP0074222 (Ciwujianoside C1)

PDB for NP0074222 (Ciwujianoside C1)

3D PDB for NP0074222 (Ciwujianoside C1)

SMILES for NP0074222 (Ciwujianoside C1)

INCHI for NP0074222 (Ciwujianoside C1)

Structure for NP0074222 (Ciwujianoside C1)

3D Structure for NP0074222 (Ciwujianoside C1)