NP-MRD: Showing NP-Card for 2-{[2-(7,11-dihydroxy-3a,3b,6,6,9a-pentamethyl-5-{[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 (NP0326068)

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Record Information

Version

2.0

Created at

2022-09-12 07:18:24 UTC

Updated at

2022-09-12 07:18:24 UTC

NP-MRD ID

NP0326068

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[2-(7,11-dihydroxy-3a,3b,6,6,9a-pentamethyl-5-{[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

Notoginsenoside R6 belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Notoginsenoside R6 is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, notoginsenoside R6 has been detected, but not quantified in, tea. 2-{[2-(7,11-dihydroxy-3a,3b,6,6,9a-pentamethyl-5-{[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 japonicus, Panax notoginseng and Panax vietnamensis. This could make notoginsenoside R6 a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241215462D          

 67 73  0  0  0  0            999 V2000
   -1.1570    4.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3702    3.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7871    2.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0003    1.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7978    2.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0398   -0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2560   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7707    0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2560    1.0497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0398    0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7548    1.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7548    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4698    0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4698   -0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0398   -0.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4698   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1835   -1.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1835   -0.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1835    0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5376    4.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7401    4.5960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5269    5.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8985   -0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6122   -0.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6122   -1.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3273   -1.6796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3678   -2.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2041    1.6218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3802    2.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1657    3.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1398    2.9446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3074    4.1106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1505    1.9340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9480    1.7209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9574    0.7102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1291    3.9553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5462    3.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500    3.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5355    4.3815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3273    2.0907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5311    2.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3180    3.1014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4698   -2.5046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0398   -4.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0398   -4.9797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3261   -5.3922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6111   -4.1547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3261   -3.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3261   -2.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6111   -2.5046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8267   -0.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 23  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  9  1  0  0  0  0
  4 32  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  6 15  1  0  0  0  0
  6 67  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
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
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 15 16  1  0  0  0  0
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 17 18  1  0  0  0  0
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 19 30  1  0  0  0  0
 20 21  1  0  0  0  0
 20 25  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
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 29 30  1  0  0  0  0
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 33 34  1  0  0  0  0
 33 36  1  0  0  0  0
 34 35  1  0  0  0  0
 34 49  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 48  1  0  0  0  0
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 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 43  1  0  0  0  0
 41 42  1  0  0  0  0
 41 53  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 52  1  0  0  0  0
 45 46  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 51 52  1  0  0  0  0
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 53 54  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 59  1  0  0  0  0
 57 58  1  0  0  0  0
 57 65  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 60 64  1  0  0  0  0
 61 62  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
M  END

     RDKit          3D

149155  0  0  0  0  0  0  0  0999 V2000
   -0.7196    5.8997   -2.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4573    6.0022   -2.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0307    7.3767   -3.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0060    4.9729   -3.4880 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5083    3.5268   -3.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7495    1.3866   -2.3370 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 02241215462D          

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 65 66  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0326068

> <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(O)C(C)(C)C3C(CC21C)OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C48H82O19/c1-21(2)10-9-13-48(8,67-43-39(61)36(58)33(55)27(66-43)20-62-41-37(59)34(56)31(53)25(18-49)64-41)22-11-15-46(6)30(22)23(51)16-28-45(5)14-12-29(52)44(3,4)40(45)24(17-47(28,46)7)63-42-38(60)35(57)32(54)26(19-50)65-42/h10,22-43,49-61H,9,11-20H2,1-8H3

> <INCHI_KEY>
YPUHYSBFIMWSEC-UHFFFAOYSA-N

> <FORMULA>
C48H82O19

> <MOLECULAR_WEIGHT>
963.1533

> <EXACT_MASS>
962.545030442

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
103.23408740366666

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[2-(5,16-dihydroxy-2,6,6,10,11-pentamethyl-8-{[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>
0.17

> <JCHEM_LOGP>
-1.0893339289999995

> <ALOGPS_LOGS>
-2.92

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.201383965172505

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.756395913472188

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6483775346041236

> <JCHEM_POLAR_SURFACE_AREA>
318.37

> <JCHEM_REFRACTIVITY>
236.0683000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.17e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[2-(5,16-dihydroxy-2,6,6,10,11-pentamethyl-8-{[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                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.160   7.488   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.558   6.002   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.469   4.911   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.867   3.425   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.356   3.823   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.808  -0.055   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.345  -0.533   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.439   0.715   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.345   1.959   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.808   1.485   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.142   2.255   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -5.142   3.795   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -6.477   1.485   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.477  -0.055   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.142  -0.825   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.808  -1.595   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.142  -2.365   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.477  -3.135   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -7.809  -2.365   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.809  -0.825   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -7.809   0.715   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.737   8.179   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.248   8.579   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.850  10.065   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -9.144  -0.055   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -10.476  -0.825   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -10.476  -2.365   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0     -11.811  -3.135   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0     -10.132  -4.316   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -9.144  -3.135   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -8.153  -4.316   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.381   3.027   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       0.710   4.116   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.309   5.602   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -1.177   6.002   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       2.196   3.718   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       3.284   4.806   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.773   4.408   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       5.861   5.497   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       7.350   5.099   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.438   6.187   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       8.040   7.673   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       7.748   3.610   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       9.236   3.212   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.634   1.723   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      11.120   1.326   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       3.974   7.383   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       2.886   6.292   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       1.400   6.693   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       1.000   8.179   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      11.811   3.903   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      10.325   4.300   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       9.927   5.789   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      11.015   6.878   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      -6.477  -4.675   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      -5.142  -5.445   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      -3.808  -4.675   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      -3.808  -3.135   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      -5.142  -6.985   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      -3.808  -7.755   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      -3.808  -9.295   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0      -2.475 -10.065   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      -1.141  -7.755   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      -2.475  -6.985   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      -2.475  -5.445   0.000  0.00  0.00           C+0
HETATM   66  O   UNK     0      -1.141  -4.675   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0      -3.410  -1.544   0.000  0.00  0.00           C+0
CONECT    1    2   23                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9   32                                             
CONECT    5    4                                                            
CONECT    6    7   10   15   67                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    4    8   10                                                  
CONECT   10    6    9   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15    6   14   16   17                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   55                                                  
CONECT   19   18   20   30                                                  
CONECT   20   14   19   21   25                                             
CONECT   21   20                                                            
CONECT   22   23                                                            
CONECT   23    1   22   24                                                  
CONECT   24   23                                                            
CONECT   25   20   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27                                                            
CONECT   29   30                                                            
CONECT   30   19   27   29   31                                             
CONECT   31   30                                                            
CONECT   32    4   33                                                       
CONECT   33   32   34   36                                                  
CONECT   34   33   35   49                                                  
CONECT   35   34                                                            
CONECT   36   33   37                                                       
CONECT   37   36   38   48                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   43                                                  
CONECT   41   40   42   53                                                  
CONECT   42   41                                                            
CONECT   43   40   44                                                       
CONECT   44   43   45   52                                                  
CONECT   45   44   46                                                       
CONECT   46   45                                                            
CONECT   47   48                                                            
CONECT   48   37   47   49                                                  
CONECT   49   34   48   50                                                  
CONECT   50   49                                                            
CONECT   51   52                                                            
CONECT   52   44   51   53                                                  
CONECT   53   41   52   54                                                  
CONECT   54   53                                                            
CONECT   55   18   56                                                       
CONECT   56   55   57   59                                                  
CONECT   57   56   58   65                                                  
CONECT   58   57                                                            
CONECT   59   56   60                                                       
CONECT   60   59   61   64                                                  
CONECT   61   60   62                                                       
CONECT   62   61                                                            
CONECT   63   64                                                            
CONECT   64   60   63   65                                                  
CONECT   65   57   64   66                                                  
CONECT   66   65                                                            
CONECT   67    6                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  146    0
END

View in JSmol

Synonyms

Value	Source
(+)-Notoginsenoside R6	HMDB

Chemical Formula

C₄₈H₈₂O₁₉

Average Mass

963.1533 Da

Monoisotopic Mass

962.54503 Da

IUPAC Name

2-{[2-(5,16-dihydroxy-2,6,6,10,11-pentamethyl-8-{[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(O)C(C)(C)C3C(CC21C)OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C48H82O19/c1-21(2)10-9-13-48(8,67-43-39(61)36(58)33(55)27(66-43)20-62-41-37(59)34(56)31(53)25(18-49)64-41)22-11-15-46(6)30(22)23(51)16-28-45(5)14-12-29(52)44(3,4)40(45)24(17-47(28,46)7)63-42-38(60)35(57)32(54)26(19-50)65-42/h10,22-43,49-61H,9,11-20H2,1-8H3

InChI Key

YPUHYSBFIMWSEC-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 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

Substituents

Triterpenoid
3-hydroxysteroid
12-hydroxysteroid
Hydroxysteroid
Steroid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Disaccharide
Glycosyl compound
O-glycosyl compound
Fatty acyl
Oxane
Cyclic alcohol
Secondary alcohol
Organoheterocyclic compound
Acetal
Oxacycle
Polyol
Organooxygen compound
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.17	ALOGPS
logP	-1.1	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	11.76	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	318.37 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	236.07 m³·mol⁻¹	ChemAxon
Polarizability	103.23 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

HMDB0040492

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020253

KNApSAcK ID

C00030857

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

73157231

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-(7,11-dihydroxy-3a,3b,6,6,9a-pentamethyl-5-{[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 (NP0326068)

MOL for NP0326068 (2-{[2-(7,11-dihydroxy-3a,3b,6,6,9a-pentamethyl-5-{[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 NP0326068 (2-{[2-(7,11-dihydroxy-3a,3b,6,6,9a-pentamethyl-5-{[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 NP0326068 (2-{[2-(7,11-dihydroxy-3a,3b,6,6,9a-pentamethyl-5-{[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 NP0326068 (2-{[2-(7,11-dihydroxy-3a,3b,6,6,9a-pentamethyl-5-{[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 NP0326068 (2-{[2-(7,11-dihydroxy-3a,3b,6,6,9a-pentamethyl-5-{[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 NP0326068 (2-{[2-(7,11-dihydroxy-3a,3b,6,6,9a-pentamethyl-5-{[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 NP0326068 (2-{[2-(7,11-dihydroxy-3a,3b,6,6,9a-pentamethyl-5-{[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 NP0326068 (2-{[2-(7,11-dihydroxy-3a,3b,6,6,9a-pentamethyl-5-{[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 NP0326068 (2-{[2-(7,11-dihydroxy-3a,3b,6,6,9a-pentamethyl-5-{[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 NP0326068 (2-{[2-(7,11-dihydroxy-3a,3b,6,6,9a-pentamethyl-5-{[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)