NP-MRD: Showing NP-Card for 3,5-dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl (4e)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate (NP0330974)

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Record Information

Version

1.0

Created at

2022-09-12 16:50:46 UTC

Updated at

2022-09-12 16:50:47 UTC

NP-MRD ID

NP0330974

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,5-dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl (4e)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate

Description

3,5-Dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl 5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]Octan-8-yl}-3-methylpenta-2,4-dienoate belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. 3,5-dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl (4e)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate is found in Astragalus complanatus. 3,5-Dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl 5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]Octan-8-yl}-3-methylpenta-2,4-dienoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171506052D          

 63 69  0  0  0  0            999 V2000
   14.5200    2.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8415    2.8735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0958    2.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0285    1.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2828    1.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2155    0.5233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6043    1.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8586    1.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7913    0.6398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1802    1.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2474    2.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9932    3.1066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6716    2.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4174    2.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5690    3.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8233    2.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1448    3.3397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2121    4.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5337    4.6313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6010    5.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3467    5.8064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4140    6.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1597    6.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2270    7.8038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7356    7.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8029    7.9203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9898    6.7452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3114    7.2147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3787    8.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1244    8.3897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7002    8.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7675    9.3286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5133    9.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0891    9.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1564   10.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4779   11.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1564   11.5590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2462   10.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0626    9.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6012   10.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6012   11.5021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2462   12.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0626   12.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0505   11.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4085   11.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2335   11.0896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0505   10.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9225    5.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1768    5.5701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9579    4.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6363    4.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4344    1.5786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3671    0.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0456    0.2870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9783   -0.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6567   -1.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5894   -1.8269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2325   -0.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1652   -1.7104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5541   -0.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8084   -0.7716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6214    0.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9429    0.8729    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  2  0  0  0  0
  3 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 31 29  1  4  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
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 36 42  1  0  0  0  0
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 38 47  1  0  0  0  0
 27 48  1  0  0  0  0
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 48 49  1  0  0  0  0
 18 50  1  0  0  0  0
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 15 51  1  0  0  0  0
 10 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
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 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 55 58  1  0  0  0  0
 58 59  1  0  0  0  0
 58 60  1  0  0  0  0
 60 61  1  0  0  0  0
 60 62  1  0  0  0  0
 53 62  1  0  0  0  0
 62 63  1  0  0  0  0
M  END

     RDKit          3D

115121  0  0  0  0  0  0  0  0999 V2000
   -9.8292   -5.8610    3.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7367   -5.3255    2.7162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5633   -3.9288    2.6261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3716   -3.0160    3.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1368   -1.6249    3.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9671   -0.7168    3.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0991   -1.1907    2.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9355    0.1761    2.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.6972    1.9227    1.0915 O   0  0  0  0  0  0  0  0  0  0  0  0
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 60114  1  0
M  END


  Mrv1533004171506052D          

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M  END
> <DATABASE_ID>
NP0330974

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C2C(=O)C(OC3OC(CO)C(O)C(O)C3O)=C(OC2=C1)C1=CC=C(OC2OC(CO)C(O)C(OC(=O)C=C(C)\C=C\C3(O)C4(C)COC3(C)CC(O)C4)C2O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C43H52O20/c1-19(9-10-43(55)41(2)14-21(46)15-42(43,3)57-18-41)11-28(48)62-37-31(50)27(17-45)61-40(35(37)54)58-22-7-5-20(6-8-22)36-38(63-39-34(53)33(52)30(49)26(16-44)60-39)32(51)29-24(47)12-23(56-4)13-25(29)59-36/h5-13,21,26-27,30-31,33-35,37,39-40,44-47,49-50,52-55H,14-18H2,1-4H3/b10-9+,19-11?

> <INCHI_KEY>
LOZSDYKADWUMPL-FNSAZSPWSA-N

> <FORMULA>
C43H52O20

> <MOLECULAR_WEIGHT>
888.869

> <EXACT_MASS>
888.305194074

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
115

> <JCHEM_AVERAGE_POLARIZABILITY>
88.53188871526305

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,5-dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl (4E)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate

> <ALOGPS_LOGP>
0.99

> <JCHEM_LOGP>
-0.5631456123333323

> <ALOGPS_LOGS>
-3.52

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.876910261223324

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.150465537519052

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9811118240177956

> <JCHEM_POLAR_SURFACE_AREA>
310.28

> <JCHEM_REFRACTIVITY>
215.43300000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.69e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl (4E)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      27.104   4.488   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      25.838   5.364   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      24.446   4.705   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.320   3.170   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.928   2.512   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      22.802   0.977   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      21.661   3.388   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.269   2.729   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      20.144   1.194   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      19.003   3.605   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.129   5.140   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      20.521   5.799   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      21.787   4.923   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.179   5.581   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.862   6.017   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.470   5.358   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.204   6.234   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.329   7.769   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      14.063   8.645   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      14.188  10.180   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      15.581  10.839   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      15.706  12.374   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.098  13.032   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      17.224  14.567   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      14.440  13.250   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      14.565  14.785   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      13.048  12.591   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      11.781  13.467   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      11.907  15.002   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      13.299  15.661   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      10.640  15.878   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.766  17.413   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.158  18.072   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.500  18.290   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.625  19.824   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.359  20.701   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       9.625  21.577   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       7.926  18.970   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.584  17.469   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.722  19.931   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       6.722  21.471   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       7.926  22.431   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       7.584  23.932   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       9.428  22.088   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      10.096  20.701   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      11.636  20.701   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       9.428  19.313   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      12.922  11.056   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      11.530  10.398   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      16.721   8.428   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      17.988   7.551   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      17.611   2.947   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      17.485   1.412   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      18.752   0.536   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      18.626  -0.999   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      19.893  -1.875   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      19.767  -3.410   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      17.234  -1.658   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      17.108  -3.193   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      15.968  -0.782   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      14.576  -1.440   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      16.093   0.753   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      14.827   1.629   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   52                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12    7   14                                                  
CONECT   14   13    3                                                       
CONECT   15   11   16   51                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   50                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   48                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   48                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38   42                                             
CONECT   37   36                                                            
CONECT   38   36   39   40   47                                             
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   36   43   44                                             
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   38                                                       
CONECT   48   27   20   49                                                  
CONECT   49   48                                                            
CONECT   50   18   51                                                       
CONECT   51   50   15                                                       
CONECT   52   10   53                                                       
CONECT   53   52   54   62                                                  
CONECT   54   53   55                                                       
CONECT   55   54   56   58                                                  
CONECT   56   55   57                                                       
CONECT   57   56                                                            
CONECT   58   55   59   60                                                  
CONECT   59   58                                                            
CONECT   60   58   61   62                                                  
CONECT   61   60                                                            
CONECT   62   60   53   63                                                  
CONECT   63   62                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  138    0
END

View in JSmol

Synonyms

Value	Source
3,5-Dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl 5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoic acid	Generator

Chemical Formula

C₄₃H₅₂O₂₀

Average Mass

888.8690 Da

Monoisotopic Mass

888.30519 Da

IUPAC Name

3,5-dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl (4E)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate

Traditional Name

3,5-dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl (4E)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C2C(=O)C(OC3OC(CO)C(O)C(O)C3O)=C(OC2=C1)C1=CC=C(OC2OC(CO)C(O)C(OC(=O)C=C(C)\C=C\C3(O)C4(C)COC3(C)CC(O)C4)C2O)C=C1

InChI Identifier

InChI=1S/C43H52O20/c1-19(9-10-43(55)41(2)14-21(46)15-42(43,3)57-18-41)11-28(48)62-37-31(50)27(17-45)61-40(35(37)54)58-22-7-5-20(6-8-22)36-38(63-39-34(53)33(52)30(49)26(16-44)60-39)32(51)29-24(47)12-23(56-4)13-25(29)59-36/h5-13,21,26-27,30-31,33-35,37,39-40,44-47,49-50,52-55H,14-18H2,1-4H3/b10-9+,19-11?

InChI Key

LOZSDYKADWUMPL-FNSAZSPWSA-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
Astragalus complanatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-3-O-glycosides

Alternative Parents

Substituents

Flavonoid-3-o-glycoside
Abscisic acid
Saccharolipid
7-methoxyflavonoid-skeleton
Hydroxyflavonoid
Flavone
5-hydroxyflavonoid
Phenolic glycoside
Sesquiterpenoid
O-glycosyl compound
Glycosyl compound
Chromone
1-benzopyran
Benzopyran
Phenoxy compound
Phenol ether
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Oxepane
Fatty acid ester
Alkyl aryl ether
Fatty acyl
Benzenoid
Pyran
Oxane
Monosaccharide
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
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	0.99	ALOGPS
logP	-0.56	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	7.15	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	310.28 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	215.43 m³·mol⁻¹	ChemAxon
Polarizability	88.53 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

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

LOTUS database [Link]

Showing NP-Card for 3,5-dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl (4e)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate (NP0330974)

MOL for NP0330974 (3,5-dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl (4e)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate)

3D MOL for NP0330974 (3,5-dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl (4e)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate)

3D SDF for NP0330974 (3,5-dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl (4e)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate)

3D-SDF for NP0330974 (3,5-dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl (4e)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate)

PDB for NP0330974 (3,5-dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl (4e)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate)

3D PDB for NP0330974 (3,5-dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl (4e)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate)

SMILES for NP0330974 (3,5-dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl (4e)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate)

INCHI for NP0330974 (3,5-dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl (4e)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate)

Structure for NP0330974 (3,5-dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl (4e)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate)

3D Structure for NP0330974 (3,5-dihydroxy-2-[4-(5-hydroxy-7-methoxy-4-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-4-yl (4e)-5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate)