NP-MRD: Showing NP-Card for Carthamoside B6 (NP0084590)

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Record Information

Version

2.0

Created at

2022-04-29 05:17:20 UTC

Updated at

2022-04-29 05:17:20 UTC

NP-MRD ID

NP0084590

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Carthamoside B6

Description

Carthamoside B6 is found in Carthamus tinctorius . Based on a literature review very few articles have been published on 3-[3-(beta-D-Glucopyranosyloxy)-4-methoxyphenyl]propionic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 47 48  0  0  0  0  0  0  0  0999 V2000
   -0.6237   -4.1819    0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3133   -2.8252    0.2032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2453   -1.9242   -0.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5428   -2.3976   -0.4729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5437   -1.5575   -0.9034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2392   -0.2120   -1.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2688    0.7557   -1.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9943    1.3663   -0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0884    2.0879    0.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3239    1.4458    1.2883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0623    3.4744    0.5593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9704    0.2337   -0.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9351   -0.6062   -0.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2645   -0.0666   -0.1869 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4994   -0.4789    0.2174 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9393    0.1049    1.4048 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2591    0.4915    1.3531 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7358    0.9040    2.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0705    1.3013    2.7134 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3179    1.6406    0.3693 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5070    2.3578    0.4937 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1388    1.0312   -0.9986 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5218    1.9114   -1.8868 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4782   -0.2891   -0.9174 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3908   -1.3629   -1.0075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4004   -4.3102    1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9977   -4.6776   -0.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2970   -4.6770    0.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7676   -3.4266   -0.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5486   -1.8674   -1.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0314    0.2601   -2.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7686    1.5497   -2.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5728    0.6034    0.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7355    2.0869   -0.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9194    4.0077    0.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7385    1.2975   -0.9852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5115   -1.5679    0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8650   -0.3790    1.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6565    0.0486    3.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1023    1.7116    3.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6419    0.6710    2.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4135    2.3021    0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2739    3.2791    0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1878    0.8659   -1.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7340    1.6081   -2.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8709   -0.3979   -1.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9543   -2.1927   -1.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 13 12  1  0
 12  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 11  1  0
  9 10  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
 24 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 15 37  1  1
 17 38  1  6
 18 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  1
 21 43  1  0
 22 44  1  6
 23 45  1  0
 24 46  1  6
 25 47  1  0
 12 36  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
 11 35  1  0
  5 30  1  0
  4 29  1  0
M  END


  Mrv1652304292207172D          

 25 26  0  0  1  0            999 V2000
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
  9 19  1  0  0  0  0
  7 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
  5 24  1  0  0  0  0
  2 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0084590

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C(CCC(O)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H22O9/c1-23-9-4-2-8(3-5-12(18)19)6-10(9)24-16-15(22)14(21)13(20)11(7-17)25-16/h2,4,6,11,13-17,20-22H,3,5,7H2,1H3,(H,18,19)/t11-,13-,14+,15-,16-/m1/s1

> <INCHI_KEY>
XZQAWTALZWSELU-YMILTQATSA-N

> <FORMULA>
C16H22O9

> <MOLECULAR_WEIGHT>
358.343

> <EXACT_MASS>
358.126382288

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
35.04636563728248

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(4-methoxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)propanoic acid

> <ALOGPS_LOGP>
-0.51

> <JCHEM_LOGP>
-0.673741910333333

> <ALOGPS_LOGS>
-1.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.200014717519661

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.669524765068628

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092354910996

> <JCHEM_POLAR_SURFACE_AREA>
145.91

> <JCHEM_REFRACTIVITY>
82.5551

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.76e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(4-methoxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.336 -10.010   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.668 -11.550   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   24                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   20                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   19                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16    9                                                       
CONECT   20    7   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24                                                       
CONECT   24   23    5                                                       
CONECT   25    2                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Value	Source
3-[3-(b-D-Glucopyranosyloxy)-4-methoxyphenyl]propionate	Generator
3-[3-(b-D-Glucopyranosyloxy)-4-methoxyphenyl]propionic acid	Generator
3-[3-(beta-D-Glucopyranosyloxy)-4-methoxyphenyl]propionate	Generator
3-[3-(Β-D-glucopyranosyloxy)-4-methoxyphenyl]propionate	Generator
3-[3-(Β-D-glucopyranosyloxy)-4-methoxyphenyl]propionic acid	Generator

Chemical Formula

C₁₆H₂₂O₉

Average Mass

358.3430 Da

Monoisotopic Mass

358.12638 Da

IUPAC Name

3-(4-methoxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)propanoic acid

Traditional Name

3-(4-methoxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)propanoic acid

CAS Registry Number

Not Available

SMILES

COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C(CCC(O)=O)C=C1

InChI Identifier

InChI=1S/C16H22O9/c1-23-9-4-2-8(3-5-12(18)19)6-10(9)24-16-15(22)14(21)13(20)11(7-17)25-16/h2,4,6,11,13-17,20-22H,3,5,7H2,1H3,(H,18,19)/t11-,13-,14+,15-,16-/m1/s1

InChI Key

XZQAWTALZWSELU-YMILTQATSA-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
Carthamus tinctorius	Plant	KNApSAcK

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	-0.51	ALOGPS
logP	-0.67	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	3.67	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.91 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	82.56 m³·mol⁻¹	ChemAxon
Polarizability	35.05 Å³	ChemAxon
Number of Rings	2	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00054074

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

102394750

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Carthamoside B6 (NP0084590)

MOL for NP0084590 (Carthamoside B6)

3D MOL for NP0084590 (Carthamoside B6)

3D SDF for NP0084590 (Carthamoside B6)

3D-SDF for NP0084590 (Carthamoside B6)

PDB for NP0084590 (Carthamoside B6)

3D PDB for NP0084590 (Carthamoside B6)

SMILES for NP0084590 (Carthamoside B6)

INCHI for NP0084590 (Carthamoside B6)

Structure for NP0084590 (Carthamoside B6)

3D Structure for NP0084590 (Carthamoside B6)