NP-MRD: Showing NP-Card for Isovitexin 7-O-glucoside 2''-O-arabinoside (NP0045017)

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Record Information

Version

2.0

Created at

2022-03-10 18:52:48 UTC

Updated at

2022-03-10 22:21:28 UTC

NP-MRD ID

NP0045017

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isovitexin 7-O-glucoside 2''-O-arabinoside

Description

Isovitexin 7-O-glucoside 2''-O-arabinoside belongs to the class of organic compounds known as flavonoid O-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2- or 7-position of the phenylchromen-4-one flavonoid backbone. Thus, Isovitexin-7-O-glucoside 2''-O-arabinoside consists of the apigenin flavanoid with a 1,5-anhydro-D-glucitol group at the C-6 position of apigenin linked to glucose at the O-7 position of apigenin and arabinose linked to glucose at its 2‚Äö√Ñ√π-position. Isovitexin-7-O-glucoside 2''-O-arabinoside is a derivative of isovitexin. Isovitexin is a C-glycosylated polyphenol that can be found in the passionflower, Cannabis, and the a‚àö√üa‚àö‚â† palm. Isovitexin can have a number of sugar moieties attached to it, including glucose (leading to Isovitexin 7-O-glucoside, Isovitexin 7,2"-di-O-glucoside, Isovitexin C-glucoside), rhamnose (leading to Isovitexin 7-rhamnoglucoside) and glucose and arabinoside (leading to Isovitexin 7-O-glucoside 2''-O-arabinoside). Isovitexin-7-O-glucoside 2''-O-arabinoside is one of several dozen flavonoid glycosides that are known in cannabis plants. It was first isolated and identified as a cannabis constituent in 1973 (PMID: 6991645 ).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652303192001313D          

 51 56  0  0  0  0            999 V2000
    5.0385   -5.4994   -0.9295 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7744   -3.3171   -1.3269 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2777   -5.9823   -1.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9926   -3.7666   -1.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4335   -4.3910   -0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9939   -0.4139   -0.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7317    2.8534    3.6219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2927    5.0854    1.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0609   -2.2574   -1.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7684   -4.1625   -0.9007 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2657   -5.1133   -1.7940 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1928   -3.8865    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9157   -1.4504   -2.6186 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4826   -3.6070   -0.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1230   -1.7879   -0.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390    0.1796    0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6593    4.6144   -1.4858 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3882   -0.2997    2.5583 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -1.4613    0.2127    1.1336 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -4.1375   -1.1816   -0.6043 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6283    2.5080   -0.0875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5384    3.4245    3.1998 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3086   -1.8666   -0.3044 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2006    0.8511    2.4029 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6988    1.5632    0.3196 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9933    3.3207    0.9883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1737   -1.3948    0.4056 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1 10  1  0  0  0  0
  2  4  1  0  0  0  0
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  3 11  1  0  0  0  0
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  7 17  1  0  0  0  0
  7 33  1  0  0  0  0
  8 18  1  0  0  0  0
  8 34  1  0  0  0  0
  9 13  1  0  0  0  0
  9 46  1  0  0  0  0
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 11 35  1  0  0  0  0
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 13 37  1  6  0  0  0
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 29 20  1  1  0  0  0
 21 27  1  0  0  0  0
 21 38  1  6  0  0  0
 22 25  1  0  0  0  0
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 23 26  1  0  0  0  0
 23 40  1  6  0  0  0
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 31 46  1  0  0  0  0
 31 51  1  1  0  0  0
 32 49  1  1  0  0  0
 32 50  1  0  0  0  0
M  END

     RDKit          3D

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 33 74  1  0
 34 75  1  1
 35 76  1  0
 36 77  1  6
 37 78  1  0
 38 79  1  1
 40 80  1  1
 42 81  1  0
 42 82  1  0
 43 83  1  1
 44 84  1  0
 45 85  1  1
 46 86  1  0
 47 87  1  6
 48 88  1  0
 26 68  1  6
 27 69  1  0
 24 66  1  1
 25 67  1  0
 22 64  1  6
 23 65  1  0
M  END


  Mrv1652303192001313D          

 51 56  0  0  0  0            999 V2000
    5.0385   -5.4994   -0.9295 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7744   -3.3171   -1.3269 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2777   -5.9823   -1.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9926   -3.7666   -1.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4335   -4.3910   -0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9939   -0.4139   -0.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7317    2.8534    3.6219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2927    5.0854    1.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0609   -2.2574   -1.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7684   -4.1625   -0.9007 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2657   -5.1133   -1.7940 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1928   -3.8865    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9157   -1.4504   -2.6186 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4826   -3.6070   -0.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1230   -1.7879   -0.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390    0.1796    0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1498    1.8469    2.5688 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8235    4.3515    0.6270 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0318   -2.5277    0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2903   -0.5573    0.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4822   -1.4547   -3.0547 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1574    5.3642   -0.2761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4703    1.1936    2.9412 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1861   -1.9342    0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6593    4.6144   -1.4858 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3882   -0.2997    2.5583 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5170   -1.5577   -1.9135 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8756    3.4213   -1.0679 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4613    0.2127    1.1336 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8205   -0.3126    1.1233 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1375   -1.1816   -0.6043 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6283    2.5080   -0.0875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5384    3.4245    3.1998 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2554    5.6206    2.5871 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4998   -5.5822   -2.2368 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2891   -4.6708    0.6901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6664   -2.0577   -3.6362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2350   -2.5270   -3.9293 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1214    6.2739   -0.7072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5380    1.7085    2.2186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2021   -2.7348    1.1474 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7626    5.4747   -2.1477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5659   -0.8712    3.4843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836   -0.6208   -2.1510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2644    3.8638   -0.3910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3086   -1.8666   -0.3044 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2776   -2.3167   -0.4374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2006    0.8511    2.4029 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6988    1.5632    0.3196 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9933    3.3207    0.9883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1737   -1.3948    0.4056 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1 10  1  0  0  0  0
  2  4  1  0  0  0  0
  2 10  2  0  0  0  0
  3 11  1  0  0  0  0
  4 11  2  0  0  0  0
  5 12  1  0  0  0  0
  5 14  2  0  0  0  0
  6 15  1  0  0  0  0
  6 16  2  0  0  0  0
  7 17  1  0  0  0  0
  7 33  1  0  0  0  0
  8 18  1  0  0  0  0
  8 34  1  0  0  0  0
  9 13  1  0  0  0  0
  9 46  1  0  0  0  0
 10 14  1  0  0  0  0
 11 35  1  0  0  0  0
 12 19  1  0  0  0  0
 12 36  2  0  0  0  0
 13 21  1  0  0  0  0
 13 37  1  6  0  0  0
 14 47  1  0  0  0  0
 15 19  2  0  0  0  0
 15 47  1  0  0  0  0
 16 20  1  0  0  0  0
 16 49  1  0  0  0  0
 17 23  1  0  0  0  0
 17 48  1  0  0  0  0
 18 22  1  0  0  0  0
 18 50  1  0  0  0  0
 19 24  1  0  0  0  0
 20 24  2  0  0  0  0
 29 20  1  1  0  0  0
 21 27  1  0  0  0  0
 21 38  1  6  0  0  0
 22 25  1  0  0  0  0
 22 39  1  6  0  0  0
 23 26  1  0  0  0  0
 23 40  1  6  0  0  0
 24 41  1  0  0  0  0
 25 28  1  0  0  0  0
 25 42  1  1  0  0  0
 26 30  1  0  0  0  0
 26 43  1  1  0  0  0
 27 31  1  0  0  0  0
 27 44  1  0  0  0  0
 28 32  1  0  0  0  0
 28 45  1  0  0  0  0
 29 30  1  0  0  0  0
 29 48  1  0  0  0  0
 30 51  1  0  0  0  0
 31 46  1  0  0  0  0
 31 51  1  1  0  0  0
 32 49  1  1  0  0  0
 32 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045017

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](OC2=CC3=C(C(=O)C=C(O3)C3=CC=C(O)C=C3)C(O)=C2[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O[C@@H]2OC[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C32H38O19/c33-7-17-23(40)26(43)30(51-31-27(44)21(38)13(37)9-46-31)29(48-17)20-16(49-32-28(45)25(42)22(39)18(8-34)50-32)6-15-19(24(20)41)12(36)5-14(47-15)10-1-3-11(35)4-2-10/h1-6,13,17-18,21-23,25-35,37-45H,7-9H2/t13-,17+,18+,21-,22+,23+,25-,26-,27+,28-,29-,30-,31-,32+/m0/s1

> <INCHI_KEY>
XGYOBHDFARGUCG-WILIUIQXSA-N

> <FORMULA>
C32H38O19

> <MOLECULAR_WEIGHT>
726.637

> <EXACT_MASS>
726.200729004

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
69.53356747888623

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-[(2S,3S,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]-5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

> <ALOGPS_LOGP>
-1.03

> <JCHEM_LOGP>
-3.459200568333333

> <ALOGPS_LOGS>
-1.73

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.730791596284392

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.8740418806319505

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6483953479534437

> <JCHEM_POLAR_SURFACE_AREA>
315.21000000000004

> <JCHEM_REFRACTIVITY>
164.62740000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.35e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[(2S,3S,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]-5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-MAR-20         0                                  
HETATM    1  C   UNK     0       5.038  -5.499  -0.930  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.774  -3.317  -1.327  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.278  -5.982  -1.372  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.993  -3.767  -1.764  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.434  -4.391  -0.072  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.994  -0.414  -0.055  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.732   2.853   3.622  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.293   5.085   1.858  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.061  -2.257  -1.374  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.768  -4.162  -0.901  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.266  -5.113  -1.794  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.193  -3.886   0.346  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.916  -1.450  -2.619  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.483  -3.607  -0.466  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.123  -1.788  -0.051  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.839   0.180   0.323  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.150   1.847   2.569  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.824   4.351   0.627  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.032  -2.528   0.356  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.290  -0.557   0.740  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.482  -1.455  -3.055  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.157   5.364  -0.276  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.470   1.194   2.941  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.186  -1.934   0.757  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.659   4.614  -1.486  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.388  -0.300   2.558  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.517  -1.558  -1.914  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.876   3.421  -1.068  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.461   0.213   1.134  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.821  -0.313   1.123  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.138  -1.182  -0.604  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.628   2.508  -0.088  0.00  0.00           C+0
HETATM   33  O   UNK     0      -0.538   3.425   3.200  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.255   5.621   2.587  0.00  0.00           O+0
HETATM   35  O   UNK     0       8.500  -5.582  -2.237  0.00  0.00           O+0
HETATM   36  O   UNK     0       0.289  -4.671   0.690  0.00  0.00           O+0
HETATM   37  O   UNK     0      -6.666  -2.058  -3.636  0.00  0.00           O+0
HETATM   38  O   UNK     0      -4.235  -2.527  -3.929  0.00  0.00           O+0
HETATM   39  O   UNK     0       3.121   6.274  -0.707  0.00  0.00           O+0
HETATM   40  O   UNK     0      -4.538   1.708   2.219  0.00  0.00           O+0
HETATM   41  O   UNK     0      -1.202  -2.735   1.147  0.00  0.00           O+0
HETATM   42  O   UNK     0       0.763   5.475  -2.148  0.00  0.00           O+0
HETATM   43  O   UNK     0      -2.566  -0.871   3.484  0.00  0.00           O+0
HETATM   44  O   UNK     0      -2.484  -0.621  -2.151  0.00  0.00           O+0
HETATM   45  O   UNK     0      -0.264   3.864  -0.391  0.00  0.00           O+0
HETATM   46  O   UNK     0      -5.309  -1.867  -0.304  0.00  0.00           O+0
HETATM   47  O   UNK     0       3.278  -2.317  -0.437  0.00  0.00           O+0
HETATM   48  O   UNK     0      -1.201   0.851   2.403  0.00  0.00           O+0
HETATM   49  O   UNK     0       0.699   1.563   0.320  0.00  0.00           O+0
HETATM   50  O   UNK     0       1.993   3.321   0.988  0.00  0.00           O+0
HETATM   51  O   UNK     0      -3.174  -1.395   0.406  0.00  0.00           O+0
CONECT    1    3   10                                                       
CONECT    2    4   10                                                       
CONECT    3    1   11                                                       
CONECT    4    2   11                                                       
CONECT    5   12   14                                                       
CONECT    6   15   16                                                       
CONECT    7   17   33                                                       
CONECT    8   18   34                                                       
CONECT    9   13   46                                                       
CONECT   10    1    2   14                                                  
CONECT   11    3    4   35                                                  
CONECT   12    5   19   36                                                  
CONECT   13    9   21   37                                                  
CONECT   14    5   10   47                                                  
CONECT   15    6   19   47                                                  
CONECT   16    6   20   49                                                  
CONECT   17    7   23   48                                                  
CONECT   18    8   22   50                                                  
CONECT   19   12   15   24                                                  
CONECT   20   16   24   29                                                  
CONECT   21   13   27   38                                                  
CONECT   22   18   25   39                                                  
CONECT   23   17   26   40                                                  
CONECT   24   19   20   41                                                  
CONECT   25   22   28   42                                                  
CONECT   26   23   30   43                                                  
CONECT   27   21   31   44                                                  
CONECT   28   25   32   45                                                  
CONECT   29   20   30   48                                                  
CONECT   30   26   29   51                                                  
CONECT   31   27   46   51                                                  
CONECT   32   28   49   50                                                  
CONECT   33    7                                                            
CONECT   34    8                                                            
CONECT   35   11                                                            
CONECT   36   12                                                            
CONECT   37   13                                                            
CONECT   38   21                                                            
CONECT   39   22                                                            
CONECT   40   23                                                            
CONECT   41   24                                                            
CONECT   42   25                                                            
CONECT   43   26                                                            
CONECT   44   27                                                            
CONECT   45   28                                                            
CONECT   46    9   31                                                       
CONECT   47   14   15                                                       
CONECT   48   17   29                                                       
CONECT   49   16   32                                                       
CONECT   50   18   32                                                       
CONECT   51   30   31                                                       
MASTER        0    0    0    0    0    0    0    0   51    0  112    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₃₈O₁₉

Average Mass

726.6370 Da

Monoisotopic Mass

726.20073 Da

IUPAC Name

6-[(2S,3S,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]-5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

Traditional Name

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](OC2=CC3=C(C(=O)C=C(O3)C3=CC=C(O)C=C3)C(O)=C2[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O[C@@H]2OC[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C32H38O19/c33-7-17-23(40)26(43)30(51-31-27(44)21(38)13(37)9-46-31)29(48-17)20-16(49-32-28(45)25(42)22(39)18(8-34)50-32)6-15-19(24(20)41)12(36)5-14(47-15)10-1-3-11(35)4-2-10/h1-6,13,17-18,21-23,25-35,37-45H,7-9H2/t13-,17+,18+,21-,22+,23+,25-,26-,27+,28-,29-,30-,31-,32+/m0/s1

InChI Key

XGYOBHDFARGUCG-WILIUIQXSA-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
Cannabis sativa	NULL	Not Available
Melandrium album	Plant	KNApSAcK
Silene alba	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	-1	ALOGPS
logP	-3.5	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	6.87	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	315.21 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	164.63 m³·mol⁻¹	ChemAxon
Polarizability	69.53 Å³	ChemAxon
Number of Rings	6	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Isovitexin 7-O-glucoside 2''-O-arabinoside (NP0045017)

MOL for NP0045017 (Isovitexin 7-O-glucoside 2''-O-arabinoside)

3D MOL for NP0045017 (Isovitexin 7-O-glucoside 2''-O-arabinoside)

3D SDF for NP0045017 (Isovitexin 7-O-glucoside 2''-O-arabinoside)

3D-SDF for NP0045017 (Isovitexin 7-O-glucoside 2''-O-arabinoside)

PDB for NP0045017 (Isovitexin 7-O-glucoside 2''-O-arabinoside)

3D PDB for NP0045017 (Isovitexin 7-O-glucoside 2''-O-arabinoside)

SMILES for NP0045017 (Isovitexin 7-O-glucoside 2''-O-arabinoside)

INCHI for NP0045017 (Isovitexin 7-O-glucoside 2''-O-arabinoside)

Structure for NP0045017 (Isovitexin 7-O-glucoside 2''-O-arabinoside)

3D Structure for NP0045017 (Isovitexin 7-O-glucoside 2''-O-arabinoside)