NP-MRD: Showing NP-Card for 2-{[2-(11-hydroxy-3a,3b,6,6,9a-pentamethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol (NP0259220)

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Record Information

Version

2.0

Created at

2022-09-08 01:00:50 UTC

Updated at

2022-09-08 01:00:50 UTC

NP-MRD ID

NP0259220

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[2-(11-hydroxy-3a,3b,6,6,9a-pentamethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol

Description

Gynosaponin S, also known as gypenoside XVII, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Gynosaponin S is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, gynosaponin S has been detected, but not quantified in, tea. 2-{[2-(11-hydroxy-3a,3b,6,6,9a-pentamethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol is found in Panax ginseng, Panax japonicus, Panax notoginseng and Panax vietnamensis. This could make gynosaponin S a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061311132D          

 66 72  0  0  0  0            999 V2000
    2.2120    0.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5990   -0.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7707   -0.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5554   -1.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3401   -1.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6027   -3.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5162   -2.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3009   -3.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7857   -2.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3006   -1.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5161   -2.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015   -1.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0871   -2.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0873   -2.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8019   -3.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8089   -2.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8023   -0.8980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8023   -4.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0873   -4.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6263   -4.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6263   -3.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6263   -2.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6533    1.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0403    1.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2556    1.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3413   -2.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0564   -4.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4850   -4.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4850   -3.3730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2000   -2.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9137   -1.7229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2000   -5.4355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.6287   -2.9604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8721   -5.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3413   -4.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8106   -5.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8102   -0.3106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6171   -0.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6788    0.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9336    1.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3814    2.2151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6362    2.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0840    3.6128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3388    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2310    0.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9953    2.5585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4431    3.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6979    3.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1457    4.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4005    5.3538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5284   -1.1932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5048    4.1279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 24  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
  4 10  1  0  0  0  0
  4 44  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  7 15  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 21  1  0  0  0  0
 15 16  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
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 20 21  1  0  0  0  0
 20 42  1  0  0  0  0
 21 22  1  0  0  0  0
 21 26  1  0  0  0  0
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 24 25  1  0  0  0  0
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 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
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 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 36  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 38  1  0  0  0  0
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 36 37  1  0  0  0  0
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 37 40  1  0  0  0  0
 38 39  1  0  0  0  0
 41 42  1  0  0  0  0
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 45 46  1  0  0  0  0
 45 56  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 58  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
 50 61  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 63  1  0  0  0  0
 53 54  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 57 65  1  0  0  0  0
 58 59  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 62 66  1  0  0  0  0
 63 64  1  0  0  0  0
M  END

     RDKit          3D

148154  0  0  0  0  0  0  0  0999 V2000
    1.8967   -8.3824    1.9813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6162   -7.3143    1.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4031   -7.6356    0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5570   -6.0771    1.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2796   -4.9431    1.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6589   -2.7620   -0.1405 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3787   -3.4450   -1.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2759    4.2125    1.0308 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.5829    4.4098    0.5321 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3213   -0.5048   -2.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6054   -1.3929   -1.2567 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 05061311132D          

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M  END
> <DATABASE_ID>
NP0259220

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCCC(C)(OC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O)C1CCC2(C)C1C(O)CC1C3(C)CCC(OC4OC(CO)C(O)C(O)C4O)C(C)(C)C3CCC21C

> <INCHI_IDENTIFIER>
InChI=1S/C48H82O18/c1-22(2)10-9-14-48(8,66-43-40(60)37(57)34(54)27(64-43)21-61-41-38(58)35(55)32(52)25(19-49)62-41)23-11-16-47(7)31(23)24(51)18-29-45(5)15-13-30(44(3,4)28(45)12-17-46(29,47)6)65-42-39(59)36(56)33(53)26(20-50)63-42/h10,23-43,49-60H,9,11-21H2,1-8H3

> <INCHI_KEY>
ZRBFCAALKKNCJG-UHFFFAOYSA-N

> <FORMULA>
C48H82O18

> <MOLECULAR_WEIGHT>
947.1539

> <EXACT_MASS>
946.55011582

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
103.35717606992168

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[2-(16-hydroxy-2,6,6,10,11-pentamethyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
0.79

> <JCHEM_LOGP>
0.21943086799999983

> <ALOGPS_LOGS>
-3.50

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.20137981485055

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.75639152712005

> <JCHEM_PKA_STRONGEST_BASIC>
-3.648377536839617

> <JCHEM_POLAR_SURFACE_AREA>
298.14

> <JCHEM_REFRACTIVITY>
234.4758000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[2-(16-hydroxy-2,6,6,10,11-pentamethyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       4.129   0.968   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.985  -0.063   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.305  -1.569   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.770  -2.045   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.235  -2.520   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.992  -7.057   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.830  -5.526   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.295  -6.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.200  -4.755   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.294  -3.509   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.830  -3.986   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.496  -3.216   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.163  -3.986   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.163  -5.526   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.497  -6.296   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.510  -4.760   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.498  -1.676   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.498  -7.836   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.163  -8.606   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.169  -7.836   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.169  -6.296   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.169  -4.756   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.953   3.505   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.809   2.474   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.344   2.950   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.504  -5.526   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.839  -6.296   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.839  -7.836   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -5.171  -8.606   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -6.505  -7.836   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -6.505  -6.296   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -7.840  -5.526   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -7.840  -3.986   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -9.172  -3.216   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -7.840 -10.146   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -7.840  -8.606   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -9.172  -7.836   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -9.172  -6.296   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0     -10.507  -5.526   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0     -10.507  -8.606   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -3.495  -9.787   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -2.504  -8.606   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.513  -9.787   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       5.246  -0.580   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       6.752  -0.259   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       7.228   1.205   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       8.734   1.526   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       9.209   2.991   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       8.179   4.135   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       8.654   5.600   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       7.623   6.744   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       8.099   8.208   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       7.068   9.353   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0       7.544  10.818   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       7.692  -2.868   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0       7.783  -1.404   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       9.289  -1.083   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       9.765   0.382   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      11.271   0.702   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      11.191   4.776   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      10.160   5.920   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      10.636   7.385   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       9.605   8.529   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      10.081   9.994   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0      10.320  -2.227   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      12.142   7.705   0.000  0.00  0.00           O+0
CONECT    1    2   24                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10   44                                             
CONECT    5    4                                                            
CONECT    6    7                                                            
CONECT    7    6    8   11   15                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    4    9   11                                                  
CONECT   11    7   10   12                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15    7   14   16   18                                             
CONECT   16   15                                                            
CONECT   17   12                                                            
CONECT   18   15   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   42                                                  
CONECT   21   14   20   22   26                                             
CONECT   22   21                                                            
CONECT   23   24                                                            
CONECT   24    1   23   25                                                  
CONECT   25   24                                                            
CONECT   26   21   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   42                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   36                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   38                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
CONECT   35   36                                                            
CONECT   36   30   35   37                                                  
CONECT   37   36   38   40                                                  
CONECT   38   32   37   39                                                  
CONECT   39   38                                                            
CONECT   40   37                                                            
CONECT   41   42                                                            
CONECT   42   20   28   41   43                                             
CONECT   43   42                                                            
CONECT   44    4   45                                                       
CONECT   45   44   46   56                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   58                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51   61                                                  
CONECT   51   50   52                                                       
CONECT   52   51   53   63                                                  
CONECT   53   52   54                                                       
CONECT   54   53                                                            
CONECT   55   56                                                            
CONECT   56   45   55   57                                                  
CONECT   57   56   58   65                                                  
CONECT   58   47   57   59                                                  
CONECT   59   58                                                            
CONECT   60   61                                                            
CONECT   61   50   60   62                                                  
CONECT   62   61   63   66                                                  
CONECT   63   52   62   64                                                  
CONECT   64   63                                                            
CONECT   65   57                                                            
CONECT   66   62                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  144    0
END

View in JSmol

Synonyms

Value	Source
Gypenoside XVII	HMDB

Chemical Formula

C₄₈H₈₂O₁₈

Average Mass

947.1539 Da

Monoisotopic Mass

946.55012 Da

IUPAC Name

2-{[2-(16-hydroxy-2,6,6,10,11-pentamethyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(C)=CCCC(C)(OC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O)C1CCC2(C)C1C(O)CC1C3(C)CCC(OC4OC(CO)C(O)C(O)C4O)C(C)(C)C3CCC21C

InChI Identifier

InChI=1S/C48H82O18/c1-22(2)10-9-14-48(8,66-43-40(60)37(57)34(54)27(64-43)21-61-41-38(58)35(55)32(52)25(19-49)62-41)23-11-16-47(7)31(23)24(51)18-29-45(5)15-13-30(44(3,4)28(45)12-17-46(29,47)6)65-42-39(59)36(56)33(53)26(20-50)63-42/h10,23-43,49-60H,9,11-21H2,1-8H3

InChI Key

ZRBFCAALKKNCJG-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Panax ginseng	LOTUS Database	35616633
Panax Japonicus	LOTUS Database	35616633
Panax notoginseng	LOTUS Database	35616633
Panax vietnamensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Not Available

Substituents

Not Available

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	0.79	ALOGPS
logP	0.22	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	11.76	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	298.14 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	234.48 m³·mol⁻¹	ChemAxon
Polarizability	103.36 Å³	ChemAxon
Number of Rings	7	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

HMDB0039547

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB019166

KNApSAcK ID

C00030447

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

13059252

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[2-(11-hydroxy-3a,3b,6,6,9a-pentamethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol (NP0259220)

MOL for NP0259220 (2-{[2-(11-hydroxy-3a,3b,6,6,9a-pentamethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol)

3D MOL for NP0259220 (2-{[2-(11-hydroxy-3a,3b,6,6,9a-pentamethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol)

3D SDF for NP0259220 (2-{[2-(11-hydroxy-3a,3b,6,6,9a-pentamethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol)

3D-SDF for NP0259220 (2-{[2-(11-hydroxy-3a,3b,6,6,9a-pentamethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol)

PDB for NP0259220 (2-{[2-(11-hydroxy-3a,3b,6,6,9a-pentamethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol)

3D PDB for NP0259220 (2-{[2-(11-hydroxy-3a,3b,6,6,9a-pentamethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol)

SMILES for NP0259220 (2-{[2-(11-hydroxy-3a,3b,6,6,9a-pentamethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol)

INCHI for NP0259220 (2-{[2-(11-hydroxy-3a,3b,6,6,9a-pentamethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol)

Structure for NP0259220 (2-{[2-(11-hydroxy-3a,3b,6,6,9a-pentamethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol)

3D Structure for NP0259220 (2-{[2-(11-hydroxy-3a,3b,6,6,9a-pentamethyl-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol)