NP-MRD: Showing NP-Card for 2-{[3-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl 2-methoxybenzoate (NP0321850)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 00:16:44 UTC

Updated at

2022-09-12 00:16:44 UTC

NP-MRD ID

NP0321850

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[3-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl 2-methoxybenzoate

Description

Gladiatoside B3 belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Gladiatoside B3 is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Gladiatoside B3 has been detected, but not quantified in, pulses. 2-{[3-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl 2-methoxybenzoate is found in Canavalia gladiata. This could make gladiatoside B3 a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241212062D          

 72 79  0  0  0  0            999 V2000
    2.1435   -3.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -2.6811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8570   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8570   -2.6811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5720   -3.0935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8583   -1.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5720   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5720   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2870   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0019   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0019   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2870   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2870   -2.6811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155   -1.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2870    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155   -4.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155   -5.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0005   -5.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2870   -5.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2870   -4.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0005   -3.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0005   -3.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155   -2.6811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5720   -3.9185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8583   -4.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135    1.0311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135    1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435    1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435    1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    3.0935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8570    2.2685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8570    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.0935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149    3.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285    3.0935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285    4.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149    4.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.7434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285    5.5684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8583    4.7434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8583    3.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5720    1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5720    1.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2856    2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0005    1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0005    1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2856    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2856   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7155    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7155    2.2685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2856    3.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3 19  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
  8 14  1  0  0  0  0
  8 22  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 20  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  2  0  0  0  0
 12 13  2  0  0  0  0
 12 18  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 42  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 31  1  0  0  0  0
 25 26  1  0  0  0  0
 25 30  1  0  0  0  0
 26 27  1  0  0  0  0
 26 29  1  0  0  0  0
 27 28  1  0  0  0  0
 28 38  1  0  0  0  0
 32 33  2  0  0  0  0
 32 37  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 40  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 40 41  1  0  0  0  0
 42 43  1  0  0  0  0
 42 47  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 48  1  0  0  0  0
 45 46  1  0  0  0  0
 45 49  1  0  0  0  0
 46 47  1  0  0  0  0
 46 50  1  0  0  0  0
 47 51  1  0  0  0  0
 48 52  1  0  0  0  0
 51 63  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 58  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 62  1  0  0  0  0
 56 57  1  0  0  0  0
 56 61  1  0  0  0  0
 57 58  1  0  0  0  0
 57 60  1  0  0  0  0
 58 59  1  0  0  0  0
 63 64  1  0  0  0  0
 63 68  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 65 72  1  0  0  0  0
 66 67  1  0  0  0  0
 66 71  1  0  0  0  0
 67 68  1  0  0  0  0
 67 70  1  0  0  0  0
 68 69  1  0  0  0  0
M  END

     RDKit          3D

128135  0  0  0  0  0  0  0  0999 V2000
   11.1421   -3.2933    3.8733 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4555   -2.5594    2.9068 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6548   -1.2081    2.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5554   -0.4690    3.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7026    0.8867    3.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9637    1.5075    2.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0730    0.7546    1.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9003   -0.5862    1.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9839   -1.3747    0.9429 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8617   -2.6199    1.1527 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1881   -0.8630   -0.0884 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3347   -1.7139   -0.8125 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9377   -1.2509   -0.9382 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9766   -2.1548   -0.4265 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6385   -1.9646   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8212   -2.9225    0.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4601   -2.7697    0.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6447   -3.7110    0.9320 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8880   -1.6112   -0.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4644   -1.3800   -0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1982   -2.2264    0.4278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0556   -0.2026   -0.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4178   -0.0391   -0.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9950    0.1194    0.8512 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4794   -1.1834    1.1176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5475   -1.1952    1.9410 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8097   -2.5078    2.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0313   -3.5745    1.8044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1211   -3.5125    0.9574 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0874   -4.4334    1.2164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2143   -4.2943    0.4113 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.4298   -5.0116    0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8851   -4.6755   -1.0227 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5331   -3.8966   -1.9621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3792   -4.6134   -1.2236 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8044   -5.8103   -0.8216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7825   -3.4410   -0.4790 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3858   -3.5330   -0.7151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3596   -0.1445    3.0480 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3137   -0.3487    4.0134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5179    1.2047    2.4414 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8450    1.5845    2.3119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8509    1.2484    0.9936 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1210    2.4627    1.0597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8978    3.5593    0.6816 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4494    4.3160   -0.3429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5111    4.9991   -0.9557 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8807    6.0661   -1.8157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3832    5.6581    0.1039 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7067    6.9325   -0.3356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5569    5.8171    1.3818 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4781    6.6316    1.0486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1261    4.4631    1.8937 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9396    4.6671    2.6169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2297    0.6868   -1.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126    1.9540   -1.7972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3463    2.8887   -2.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0775    4.0232   -2.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2122    4.2996   -3.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4402    5.4501   -4.0646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1651    3.3833   -2.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8876    2.2301   -2.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1023    0.4546   -1.2175 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499   -0.6289   -0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0260   -0.8331   -0.8149 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6126   -1.0777   -2.3459 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4588   -0.0536   -2.7836 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9584    0.6477   -4.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7838   -0.7124   -3.0891 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7015   -1.1230   -4.4418 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8957   -1.9362   -2.2298 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1439   -3.0010   -2.7445 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4908   -4.0964    4.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0342   -3.8394    3.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4526   -2.6642    4.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1546   -0.9062    4.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4046    1.4990    3.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0882    2.5774    2.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5037    1.2618    0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3879   -2.7525   -0.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7232   -0.2517   -0.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3268   -3.8116    0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9015   -4.5803    1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0763    0.2774    1.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4554   -0.8812    1.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6091   -2.3331    3.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9007   -2.7430    3.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5935   -2.5058    1.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4603   -3.2028    0.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0367   -5.4066    0.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1110   -4.3108    1.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1136   -5.8560    1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1914   -5.7166   -1.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8457   -4.4758   -2.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1494   -4.4737   -2.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4548   -6.4606   -0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1136   -2.4688   -0.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9197   -3.7676    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3298   -0.2552    3.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1884    0.0101    3.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9739    1.9226    3.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3689    0.9306    1.8209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7627    1.3903    0.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8961    3.1487    0.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1396    4.3599   -1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5052    6.9761   -1.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9187    5.7380   -2.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8364    6.2848   -1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3278    5.1071    0.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1313    7.6278    0.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1732    6.3445    2.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0071    6.9829    1.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8764    4.0471    2.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1600    4.2119    2.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3779    2.6947   -1.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8434    4.7211   -3.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6746    6.3087   -3.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1786    3.5407   -3.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7035    1.5444   -2.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6065   -0.0540   -1.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5377    0.6836   -1.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4376   -0.0804   -4.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8254    1.0211   -4.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3266    1.5318   -3.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6091   -0.0054   -2.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8710   -1.6460   -4.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9361   -2.2591   -2.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5107   -3.3743   -3.5744 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  8  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 71  1  0
 71 72  1  0
 71 69  1  0
 69 70  1  0
 69 67  1  0
 67 68  1  0
 67 66  1  0
 66 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 64  1  0
 64 63  1  0
 63 55  1  0
 55 56  1  0
 56 57  2  0
 57 58  1  0
 58 59  2  0
 59 60  1  0
 59 61  1  0
 61 62  2  0
 55 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 26 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 47 49  1  0
 49 50  1  0
 49 51  1  0
 51 52  1  0
 51 53  1  0
 53 54  1  0
 22 20  1  0
 20 21  2  0
 64 65  2  0
  4  3  1  0
 13 12  1  0
 65 15  1  0
 20 19  1  0
 62 56  1  0
 43 24  1  0
 53 45  1  0
 37 29  1  0
  1 73  1  0
  1 74  1  0
  1 75  1  0
  7 79  1  0
  6 78  1  0
  5 77  1  0
  4 76  1  0
 12 80  1  1
 71127  1  1
 72128  1  0
 69125  1  6
 70126  1  0
 67121  1  1
 68122  1  0
 68123  1  0
 68124  1  0
 13 81  1  1
 16 82  1  0
 18 83  1  0
 57115  1  0
 58116  1  0
 60117  1  0
 61118  1  0
 62119  1  0
 24 84  1  1
 26 85  1  6
 27 86  1  0
 27 87  1  0
 29 88  1  1
 31 89  1  6
 32 90  1  0
 32 91  1  0
 32 92  1  0
 33 93  1  6
 34 94  1  0
 35 95  1  6
 36 96  1  0
 37 97  1  6
 38 98  1  0
 39 99  1  1
 40100  1  0
 41101  1  1
 42102  1  0
 43103  1  6
 45104  1  6
 47105  1  6
 48106  1  0
 48107  1  0
 48108  1  0
 49109  1  1
 50110  1  0
 51111  1  1
 52112  1  0
 53113  1  1
 54114  1  0
 65120  1  0
M  END


  Mrv0541 02241212062D          

 72 79  0  0  0  0            999 V2000
    2.1435   -3.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -2.6811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8570   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8570   -2.6811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5720   -3.0935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8583   -1.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5720   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5720   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2870   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0019   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0019   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2870   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2870   -2.6811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155   -1.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2870    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155   -4.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155   -5.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0005   -5.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2870   -5.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2870   -4.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0005   -3.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0005   -3.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155   -2.6811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5720   -3.9185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8583   -4.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135    1.0311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135    1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435    1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435    1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    3.0935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8570    2.2685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8570    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.0935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149    3.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285    3.0935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285    4.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149    4.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.7434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285    5.5684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8583    4.7434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8583    3.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5720    1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5720    1.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2856    2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0005    1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0005    1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2856    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2856   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7155    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7155    2.2685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2856    3.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3 19  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
  8 14  1  0  0  0  0
  8 22  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 20  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  2  0  0  0  0
 12 13  2  0  0  0  0
 12 18  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 42  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 31  1  0  0  0  0
 25 26  1  0  0  0  0
 25 30  1  0  0  0  0
 26 27  1  0  0  0  0
 26 29  1  0  0  0  0
 27 28  1  0  0  0  0
 28 38  1  0  0  0  0
 32 33  2  0  0  0  0
 32 37  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 40  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 40 41  1  0  0  0  0
 42 43  1  0  0  0  0
 42 47  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 48  1  0  0  0  0
 45 46  1  0  0  0  0
 45 49  1  0  0  0  0
 46 47  1  0  0  0  0
 46 50  1  0  0  0  0
 47 51  1  0  0  0  0
 48 52  1  0  0  0  0
 51 63  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 58  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 62  1  0  0  0  0
 56 57  1  0  0  0  0
 56 61  1  0  0  0  0
 57 58  1  0  0  0  0
 57 60  1  0  0  0  0
 58 59  1  0  0  0  0
 63 64  1  0  0  0  0
 63 68  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 65 72  1  0  0  0  0
 66 67  1  0  0  0  0
 66 71  1  0  0  0  0
 67 68  1  0  0  0  0
 67 70  1  0  0  0  0
 68 69  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0321850

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C=CC=C1)C(=O)OC1C(O)C(O)C(C)OC1OC1=CC(O)=C2C(OC(C3=CC=C(O)C=C3)=C(OC3OC(COC4OC(C)C(O)C(O)C4O)C(O)C(O)C3OC3OC(C)C(O)C(O)C3O)C2=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C47H56O25/c1-16-28(50)33(55)37(59)44(64-16)63-15-26-31(53)36(58)42(72-45-38(60)34(56)29(51)17(2)65-45)47(69-26)71-40-32(54)27-23(49)13-21(14-25(27)68-39(40)19-9-11-20(48)12-10-19)67-46-41(35(57)30(52)18(3)66-46)70-43(61)22-7-5-6-8-24(22)62-4/h5-14,16-18,26,28-31,33-38,41-42,44-53,55-60H,15H2,1-4H3

> <INCHI_KEY>
CJBYOKRHBBYDIV-UHFFFAOYSA-N

> <FORMULA>
C47H56O25

> <MOLECULAR_WEIGHT>
1020.9325

> <EXACT_MASS>
1020.311067342

> <JCHEM_ACCEPTOR_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
98.70994873241943

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[3-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl 2-methoxybenzoate

> <ALOGPS_LOGP>
1.27

> <JCHEM_LOGP>
-0.17265087600000037

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.737990900341192

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.101983567126952

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6764969324490426

> <JCHEM_POLAR_SURFACE_AREA>
378.43000000000006

> <JCHEM_REFRACTIVITY>
235.91970000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.72e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[3-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl 2-methoxybenzoate

> <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       4.001  -5.775   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -5.005   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -3.465   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -2.695   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.333  -3.465   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.333  -5.005   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.668  -5.775   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -5.335  -3.465   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.000   1.155   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.000  -0.385   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -1.155   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -2.695   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -3.465   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001  -2.695   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001  -1.155   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667  -0.385   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.667   1.155   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000  -3.465   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.332  -2.695   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.332  -1.155   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667  -0.385   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -6.668  -2.695   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.668  -1.155   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -8.002  -0.385   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -9.337  -1.155   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -9.337  -2.695   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -8.002  -3.465   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -8.002  -5.005   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0     -10.669  -3.465   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0     -10.669  -0.385   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -8.002   1.155   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -10.669  -8.084   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -10.669  -9.624   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -9.334 -10.394   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -8.002  -9.624   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -8.002  -8.084   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -9.334  -7.315   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -9.334  -5.775   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0     -10.669  -5.005   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -6.668  -7.315   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -5.335  -8.084   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.667   1.155   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       1.332   1.925   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       1.332   3.465   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       2.667   4.235   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       4.001   3.465   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       4.001   1.925   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       0.000   4.235   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       2.667   5.775   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       5.333   4.235   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       5.333   1.155   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       0.000   5.775   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      -1.334   6.544   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      -2.667   5.775   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      -4.001   6.544   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      -4.001   8.084   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      -2.667   8.854   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -1.334   8.084   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       0.000   8.854   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      -2.667  10.394   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      -5.335   8.854   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      -5.335   5.775   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       6.668   1.925   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0       6.668   3.465   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0       8.000   4.235   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0       9.334   3.465   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0       9.334   1.925   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0       8.000   1.155   0.000  0.00  0.00           C+0
HETATM   69  O   UNK     0       8.000  -0.385   0.000  0.00  0.00           O+0
HETATM   70  O   UNK     0      10.669   1.155   0.000  0.00  0.00           O+0
HETATM   71  O   UNK     0      10.669   4.235   0.000  0.00  0.00           O+0
HETATM   72  C   UNK     0       8.000   5.775   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6                                                            
CONECT    8   14   22                                                       
CONECT    9   10                                                            
CONECT   10    9   11   20                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14    8   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16   11   15   17                                                  
CONECT   17   16                                                            
CONECT   18   12   19                                                       
CONECT   19    3   18   20                                                  
CONECT   20   10   19   21                                                  
CONECT   21   20   42                                                       
CONECT   22    8   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   31                                                  
CONECT   25   24   26   30                                                  
CONECT   26   25   27   29                                                  
CONECT   27   22   26   28                                                  
CONECT   28   27   38                                                       
CONECT   29   26                                                            
CONECT   30   25                                                            
CONECT   31   24                                                            
CONECT   32   33   37                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   40                                                  
CONECT   37   32   36   38                                                  
CONECT   38   28   37   39                                                  
CONECT   39   38                                                            
CONECT   40   36   41                                                       
CONECT   41   40                                                            
CONECT   42   21   43   47                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45   48                                                  
CONECT   45   44   46   49                                                  
CONECT   46   45   47   50                                                  
CONECT   47   42   46   51                                                  
CONECT   48   44   52                                                       
CONECT   49   45                                                            
CONECT   50   46                                                            
CONECT   51   47   63                                                       
CONECT   52   48   53                                                       
CONECT   53   52   54   58                                                  
CONECT   54   53   55                                                       
CONECT   55   54   56   62                                                  
CONECT   56   55   57   61                                                  
CONECT   57   56   58   60                                                  
CONECT   58   53   57   59                                                  
CONECT   59   58                                                            
CONECT   60   57                                                            
CONECT   61   56                                                            
CONECT   62   55                                                            
CONECT   63   51   64   68                                                  
CONECT   64   63   65                                                       
CONECT   65   64   66   72                                                  
CONECT   66   65   67   71                                                  
CONECT   67   66   68   70                                                  
CONECT   68   63   67   69                                                  
CONECT   69   68                                                            
CONECT   70   67                                                            
CONECT   71   66                                                            
CONECT   72   65                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  158    0
END

View in JSmol

Synonyms

Value	Source
(-)-Gladiatoside b3	HMDB
2-{[3-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl 2-methoxybenzoic acid	Generator

Chemical Formula

C₄₇H₅₆O₂₅

Average Mass

1020.9325 Da

Monoisotopic Mass

1020.31107 Da

IUPAC Name

2-{[3-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl 2-methoxybenzoate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=C(C=CC=C1)C(=O)OC1C(O)C(O)C(C)OC1OC1=CC(O)=C2C(OC(C3=CC=C(O)C=C3)=C(OC3OC(COC4OC(C)C(O)C(O)C4O)C(O)C(O)C3OC3OC(C)C(O)C(O)C3O)C2=O)=C1

InChI Identifier

InChI=1S/C47H56O25/c1-16-28(50)33(55)37(59)44(64-16)63-15-26-31(53)36(58)42(72-45-38(60)34(56)29(51)17(2)65-45)47(69-26)71-40-32(54)27-23(49)13-21(14-25(27)68-39(40)19-9-11-20(48)12-10-19)67-46-41(35(57)30(52)18(3)66-46)70-43(61)22-7-5-6-8-24(22)62-4/h5-14,16-18,26,28-31,33-38,41-42,44-53,55-60H,15H2,1-4H3

InChI Key

CJBYOKRHBBYDIV-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
Canavalia gladiata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

Oligosaccharide
Flavonoid-7-o-glycoside
Flavonoid-3-o-glycoside
4'-hydroxyflavonoid
5-hydroxyflavonoid
Hydroxyflavonoid
Flavone
Phenolic glycoside
O-methoxybenzoic acid or derivatives
O-glycosyl compound
Glycosyl compound
Chromone
Benzoate ester
Benzopyran
1-benzopyran
Benzoic acid or derivatives
Phenoxy compound
Phenol ether
Anisole
Methoxybenzene
Benzoyl
Phenol
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Pyran
Oxane
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Polyol
Acetal
Oxacycle
Organoheterocyclic compound
Ether
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Alcohol
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	1.27	ALOGPS
logP	-0.17	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	8.1	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	24	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	378.43 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	235.92 m³·mol⁻¹	ChemAxon
Polarizability	98.71 Å³	ChemAxon
Number of Rings	8	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

HMDB0036256

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB015120

KNApSAcK ID

C00032998

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

85221256

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[3-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl 2-methoxybenzoate (NP0321850)

MOL for NP0321850 (2-{[3-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl 2-methoxybenzoate)

3D MOL for NP0321850 (2-{[3-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl 2-methoxybenzoate)

3D SDF for NP0321850 (2-{[3-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl 2-methoxybenzoate)

3D-SDF for NP0321850 (2-{[3-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl 2-methoxybenzoate)

PDB for NP0321850 (2-{[3-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl 2-methoxybenzoate)

3D PDB for NP0321850 (2-{[3-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl 2-methoxybenzoate)

SMILES for NP0321850 (2-{[3-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl 2-methoxybenzoate)

INCHI for NP0321850 (2-{[3-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl 2-methoxybenzoate)

Structure for NP0321850 (2-{[3-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl 2-methoxybenzoate)

3D Structure for NP0321850 (2-{[3-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl 2-methoxybenzoate)