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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 04:31:38 UTC

Update Date

2021-09-24 04:31:38 UTC

HMDB ID

HMDB0303773

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Luteolin 7-(6''-apiosylglucoside)

Description

Luteolin 7-(6''-apiosylglucoside) is a member of the class of compounds known as flavonoid-7-o-glycosides. Flavonoid-7-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Luteolin 7-(6''-apiosylglucoside) is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Luteolin 7-(6''-apiosylglucoside) can be found in a number of food items such as red bell pepper, wild celery, yellow bell pepper, and orange bell pepper, which makes luteolin 7-(6''-apiosylglucoside) a potential biomarker for the consumption of these food products.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02241221552D          

 41 45  0  0  0  0            999 V2000
    1.2237    2.3121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9387    1.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6525    1.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3675    1.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 40 41  1  0  0  0  0
M  END

HMDB0303773
     RDKit          3D
Luteolin 7-(6''-apiosylglucoside)
 69 73  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv0541 02241221552D          

 41 45  0  0  0  0            999 V2000
    1.2237    2.3121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7772    0.2496    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
  2  7  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 21  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  2  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 16  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 26  1  0  0  0  0
 23 24  1  0  0  0  0
 23 30  1  0  0  0  0
 24 25  1  0  0  0  0
 24 28  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 40  1  0  0  0  0
 28 29  1  0  0  0  0
 31 32  1  0  0  0  0
 31 34  1  0  0  0  0
 31 41  1  0  0  0  0
 32 33  1  0  0  0  0
 32 36  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 39  1  0  0  0  0
 37 38  1  0  0  0  0
 40 41  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303773

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1(O)COC(OCC2OC(OC3=CC(O)=C4C(=O)C=C(OC4=C3)C3=CC=C(O)C(O)=C3)C(O)C(O)C2O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C26H28O15/c27-8-26(36)9-38-25(23(26)35)37-7-18-20(32)21(33)22(34)24(41-18)39-11-4-14(30)19-15(31)6-16(40-17(19)5-11)10-1-2-12(28)13(29)3-10/h1-6,18,20-25,27-30,32-36H,7-9H2

> <INCHI_KEY>
CNKAEXQTIMWDBP-UHFFFAOYSA-N

> <FORMULA>
C26H28O15

> <MOLECULAR_WEIGHT>
580.4915

> <EXACT_MASS>
580.142820226

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
55.79691501519916

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5-hydroxy-4H-chromen-4-one

> <ALOGPS_LOGP>
-0.14

> <JCHEM_LOGP>
-1.1414433413333338

> <ALOGPS_LOGS>
-2.62

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.919825485772126

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.29727394741537

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6486859944965184

> <JCHEM_POLAR_SURFACE_AREA>
245.28999999999996

> <JCHEM_REFRACTIVITY>
133.7094

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.40e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5-hydroxychromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303773
     RDKit          3D
Luteolin 7-(6''-apiosylglucoside)
 69 73  0  0  0  0  0  0  0  0999 V2000
   -5.2970    3.8820    0.7670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9739    2.7065    0.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8430    1.6539    0.8392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5417    0.3314    0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4719   -0.7673    0.9313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0727   -2.0711    0.6980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9046   -3.1452    0.9521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1745   -2.9536    1.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0065   -4.0523    1.7047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5850   -1.6628    1.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8595   -1.4540    2.1912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7359   -0.5764    1.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3434    0.0940    0.1657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4717    1.0509   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2203    0.6973   -0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2606    1.6145   -0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0187    1.3290   -1.4212 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5581    0.1067   -1.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6372   -0.0982   -0.8749 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7965    0.5302   -1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4564    1.3016   -0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8266    0.5788    0.9495 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7320   -0.4337    0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1317   -1.6299    1.0935 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9973   -2.3941    1.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2875   -1.6463    1.9967 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7330   -1.7244    3.3112 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3814   -2.1283    1.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7067   -3.4360    1.3914 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8933   -0.2256    1.6800 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5461    0.4538    2.8285 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6180    1.4744   -2.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8750    2.0014   -2.7144 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1437    0.6432   -3.5864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9893    1.4248   -4.7261 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9053   -0.0706   -3.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0536   -1.4301   -3.4511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5616    2.9306   -0.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7895    3.3639   -0.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0155    4.7007   -0.0596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7271    2.3979    0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8184    1.9173    1.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0665   -2.2216    0.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5874   -4.1664    0.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6630   -4.9840    1.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1831   -0.5098    2.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0865    0.4209    1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0225   -0.3564   -0.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1756   -0.6919   -1.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5096   -0.2479   -1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7023    2.0582    0.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758    1.9058   -0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0553   -0.5342   -0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2087   -3.3927    1.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5517   -2.5611    2.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4549   -1.0299    3.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1172   -2.0449    0.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2695   -1.4975    1.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6188   -3.6780    1.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7193    0.2431    1.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5441    1.4283    2.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9582    2.3185   -2.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9709    2.9415   -2.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9692   -0.0783   -3.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6694    2.3414   -4.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0409    0.2808   -3.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1977   -1.9730   -2.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8378    3.7188   -0.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7870    5.1548    0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 26 30  1  0
 30 31  1  0
 20 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 16 38  2  0
 38 39  1  0
 39 40  1  0
 39 41  2  0
 41  2  1  0
 12  5  1  0
 41 14  1  0
 36 18  1  0
 30 23  1  0
  3 42  1  0
  6 43  1  0
  7 44  1  0
  9 45  1  0
 11 46  1  0
 12 47  1  0
 15 48  1  0
 18 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 25 54  1  0
 25 55  1  0
 27 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  1  0
 30 60  1  0
 31 61  1  0
 32 62  1  0
 33 63  1  0
 34 64  1  0
 35 65  1  0
 36 66  1  0
 37 67  1  0
 38 68  1  0
 40 69  1  0
M  END

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  O   UNK     0       2.284   4.316   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.284   2.776   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.950   2.006   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.950   0.466   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.284  -0.304   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.619   0.466   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.619   2.006   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.951   2.776   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.286   2.006   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.286   0.466   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.951  -0.304   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       4.951   4.316   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       8.953  -4.157   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.953  -2.614   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.618  -1.844   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.618  -0.304   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.953   0.466   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.287  -0.307   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.287  -1.847   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      11.619  -2.617   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -0.382  -0.304   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.717   0.463   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.717   2.003   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.052   2.773   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.052   4.316   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -3.052  -0.307   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -4.384   0.463   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.384   2.003   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -5.719   2.776   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.382   2.773   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -8.385  -0.304   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -8.547  -1.836   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -7.402  -2.868   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -9.792   0.322   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0     -10.824  -0.822   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -10.054  -2.157   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -11.460  -2.784   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0     -11.619  -4.316   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -9.576  -3.623   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -5.719  -0.304   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -7.051   0.466   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   21                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    2    6    8                                                  
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11    6   10                                                       
CONECT   12    8                                                            
CONECT   13   14                                                            
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   10   15   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   14   18   20                                                  
CONECT   20   19                                                            
CONECT   21    4   22                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22   24   30                                                  
CONECT   24   23   25   28                                                  
CONECT   25   24                                                            
CONECT   26   22   27                                                       
CONECT   27   26   28   40                                                  
CONECT   28   24   27   29                                                  
CONECT   29   28                                                            
CONECT   30   23                                                            
CONECT   31   32   34   41                                                  
CONECT   32   31   33   36                                                  
CONECT   33   32                                                            
CONECT   34   31   35                                                       
CONECT   35   34   36                                                       
CONECT   36   32   35   37   39                                             
CONECT   37   36   38                                                       
CONECT   38   37                                                            
CONECT   39   36                                                            
CONECT   40   27   41                                                       
CONECT   41   31   40                                                       
MASTER        0    0    0    0    0    0    0    0   41    0   90    0
END

COMPND    HMDB0303773
HETATM    1  O1  UNL     1      -5.297   3.882   0.767  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.974   2.706   0.570  1.00  0.00           C  
HETATM    3  C2  UNL     1      -5.843   1.654   0.839  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.542   0.331   0.641  1.00  0.00           C  
HETATM    5  C4  UNL     1      -6.472  -0.767   0.931  1.00  0.00           C  
HETATM    6  C5  UNL     1      -6.073  -2.071   0.698  1.00  0.00           C  
HETATM    7  C6  UNL     1      -6.905  -3.145   0.952  1.00  0.00           C  
HETATM    8  C7  UNL     1      -8.175  -2.954   1.452  1.00  0.00           C  
HETATM    9  O2  UNL     1      -9.007  -4.052   1.705  1.00  0.00           O  
HETATM   10  C8  UNL     1      -8.585  -1.663   1.689  1.00  0.00           C  
HETATM   11  O3  UNL     1      -9.859  -1.454   2.191  1.00  0.00           O  
HETATM   12  C9  UNL     1      -7.736  -0.576   1.429  1.00  0.00           C  
HETATM   13  O4  UNL     1      -4.343   0.094   0.166  1.00  0.00           O  
HETATM   14  C10 UNL     1      -3.472   1.051  -0.110  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.220   0.697  -0.614  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.261   1.614  -0.926  1.00  0.00           C  
HETATM   17  O5  UNL     1      -0.019   1.329  -1.421  1.00  0.00           O  
HETATM   18  C13 UNL     1       0.558   0.107  -1.718  1.00  0.00           C  
HETATM   19  O6  UNL     1       1.637  -0.098  -0.875  1.00  0.00           O  
HETATM   20  C14 UNL     1       2.797   0.530  -1.251  1.00  0.00           C  
HETATM   21  C15 UNL     1       3.456   1.302  -0.147  1.00  0.00           C  
HETATM   22  O7  UNL     1       3.827   0.579   0.949  1.00  0.00           O  
HETATM   23  C16 UNL     1       4.732  -0.434   0.742  1.00  0.00           C  
HETATM   24  O8  UNL     1       4.132  -1.630   1.093  1.00  0.00           O  
HETATM   25  C17 UNL     1       4.997  -2.394   1.810  1.00  0.00           C  
HETATM   26  C18 UNL     1       6.288  -1.646   1.997  1.00  0.00           C  
HETATM   27  O9  UNL     1       6.733  -1.724   3.311  1.00  0.00           O  
HETATM   28  C19 UNL     1       7.381  -2.128   1.090  1.00  0.00           C  
HETATM   29  O10 UNL     1       7.707  -3.436   1.391  1.00  0.00           O  
HETATM   30  C20 UNL     1       5.893  -0.226   1.680  1.00  0.00           C  
HETATM   31  O11 UNL     1       5.546   0.454   2.829  1.00  0.00           O  
HETATM   32  C21 UNL     1       2.618   1.474  -2.418  1.00  0.00           C  
HETATM   33  O12 UNL     1       3.875   2.001  -2.714  1.00  0.00           O  
HETATM   34  C22 UNL     1       2.144   0.643  -3.586  1.00  0.00           C  
HETATM   35  O13 UNL     1       1.989   1.425  -4.726  1.00  0.00           O  
HETATM   36  C23 UNL     1       0.905  -0.071  -3.174  1.00  0.00           C  
HETATM   37  O14 UNL     1       1.054  -1.430  -3.451  1.00  0.00           O  
HETATM   38  C24 UNL     1      -1.562   2.931  -0.729  1.00  0.00           C  
HETATM   39  C25 UNL     1      -2.790   3.364  -0.229  1.00  0.00           C  
HETATM   40  O15 UNL     1      -3.016   4.701  -0.060  1.00  0.00           O  
HETATM   41  C26 UNL     1      -3.727   2.398   0.071  1.00  0.00           C  
HETATM   42  H1  UNL     1      -6.818   1.917   1.231  1.00  0.00           H  
HETATM   43  H2  UNL     1      -5.066  -2.222   0.302  1.00  0.00           H  
HETATM   44  H3  UNL     1      -6.587  -4.166   0.768  1.00  0.00           H  
HETATM   45  H4  UNL     1      -8.663  -4.984   1.516  1.00  0.00           H  
HETATM   46  H5  UNL     1     -10.183  -0.510   2.373  1.00  0.00           H  
HETATM   47  H6  UNL     1      -8.086   0.421   1.625  1.00  0.00           H  
HETATM   48  H7  UNL     1      -2.023  -0.356  -0.755  1.00  0.00           H  
HETATM   49  H8  UNL     1      -0.176  -0.692  -1.481  1.00  0.00           H  
HETATM   50  H9  UNL     1       3.510  -0.248  -1.591  1.00  0.00           H  
HETATM   51  H10 UNL     1       2.702   2.058   0.205  1.00  0.00           H  
HETATM   52  H11 UNL     1       4.276   1.906  -0.589  1.00  0.00           H  
HETATM   53  H12 UNL     1       5.055  -0.534  -0.314  1.00  0.00           H  
HETATM   54  H13 UNL     1       5.209  -3.393   1.401  1.00  0.00           H  
HETATM   55  H14 UNL     1       4.552  -2.561   2.834  1.00  0.00           H  
HETATM   56  H15 UNL     1       7.455  -1.030   3.434  1.00  0.00           H  
HETATM   57  H16 UNL     1       7.117  -2.045   0.018  1.00  0.00           H  
HETATM   58  H17 UNL     1       8.270  -1.498   1.261  1.00  0.00           H  
HETATM   59  H18 UNL     1       8.619  -3.678   1.122  1.00  0.00           H  
HETATM   60  H19 UNL     1       6.719   0.243   1.110  1.00  0.00           H  
HETATM   61  H20 UNL     1       5.544   1.428   2.726  1.00  0.00           H  
HETATM   62  H21 UNL     1       1.958   2.318  -2.192  1.00  0.00           H  
HETATM   63  H22 UNL     1       3.971   2.941  -2.427  1.00  0.00           H  
HETATM   64  H23 UNL     1       2.969  -0.078  -3.810  1.00  0.00           H  
HETATM   65  H24 UNL     1       1.669   2.341  -4.522  1.00  0.00           H  
HETATM   66  H25 UNL     1       0.041   0.281  -3.766  1.00  0.00           H  
HETATM   67  H26 UNL     1       1.198  -1.973  -2.631  1.00  0.00           H  
HETATM   68  H27 UNL     1      -0.838   3.719  -0.958  1.00  0.00           H  
HETATM   69  H28 UNL     1      -3.787   5.155   0.265  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   41
CONECT    3    4    4   42
CONECT    4    5   13
CONECT    5    6    6   12
CONECT    6    7   43
CONECT    7    8    8   44
CONECT    8    9   10
CONECT    9   45
CONECT   10   11   12   12
CONECT   11   46
CONECT   12   47
CONECT   13   14
CONECT   14   15   15   41
CONECT   15   16   48
CONECT   16   17   38   38
CONECT   17   18
CONECT   18   19   36   49
CONECT   19   20
CONECT   20   21   32   50
CONECT   21   22   51   52
CONECT   22   23
CONECT   23   24   30   53
CONECT   24   25
CONECT   25   26   54   55
CONECT   26   27   28   30
CONECT   27   56
CONECT   28   29   57   58
CONECT   29   59
CONECT   30   31   60
CONECT   31   61
CONECT   32   33   34   62
CONECT   33   63
CONECT   34   35   36   64
CONECT   35   65
CONECT   36   37   66
CONECT   37   67
CONECT   38   39   68
CONECT   39   40   41   41
CONECT   40   69
END

HMDB0303773
     RDKit          3D
Luteolin 7-(6''-apiosylglucoside)
 69 73  0  0  0  0  0  0  0  0999 V2000
   -5.2970    3.8820    0.7670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9739    2.7065    0.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8430    1.6539    0.8392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5417    0.3314    0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4719   -0.7673    0.9313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0727   -2.0711    0.6980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9046   -3.1452    0.9521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1745   -2.9536    1.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0065   -4.0523    1.7047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5850   -1.6628    1.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8595   -1.4540    2.1912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7359   -0.5764    1.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3434    0.0940    0.1657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4717    1.0509   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2203    0.6973   -0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2606    1.6145   -0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0187    1.3290   -1.4212 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5581    0.1067   -1.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6372   -0.0982   -0.8749 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7965    0.5302   -1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4564    1.3016   -0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8266    0.5788    0.9495 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7320   -0.4337    0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1317   -1.6299    1.0935 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9973   -2.3941    1.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2875   -1.6463    1.9967 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7330   -1.7244    3.3112 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3814   -2.1283    1.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7067   -3.4360    1.3914 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8933   -0.2256    1.6800 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5461    0.4538    2.8285 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6180    1.4744   -2.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8750    2.0014   -2.7144 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1437    0.6432   -3.5864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9893    1.4248   -4.7261 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9053   -0.0706   -3.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0536   -1.4301   -3.4511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5616    2.9306   -0.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7895    3.3639   -0.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0155    4.7007   -0.0596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7271    2.3979    0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8184    1.9173    1.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0665   -2.2216    0.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5874   -4.1664    0.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6630   -4.9840    1.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1831   -0.5098    2.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0865    0.4209    1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0225   -0.3564   -0.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1756   -0.6919   -1.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5096   -0.2479   -1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7023    2.0582    0.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758    1.9058   -0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0553   -0.5342   -0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2087   -3.3927    1.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5517   -2.5611    2.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4549   -1.0299    3.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1172   -2.0449    0.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2695   -1.4975    1.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6188   -3.6780    1.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7193    0.2431    1.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5441    1.4283    2.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9582    2.3185   -2.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9709    2.9415   -2.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9692   -0.0783   -3.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6694    2.3414   -4.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0409    0.2808   -3.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1977   -1.9730   -2.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8378    3.7188   -0.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7870    5.1548    0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 26 30  1  0
 30 31  1  0
 20 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 16 38  2  0
 38 39  1  0
 39 40  1  0
 39 41  2  0
 41  2  1  0
 12  5  1  0
 41 14  1  0
 36 18  1  0
 30 23  1  0
  3 42  1  0
  6 43  1  0
  7 44  1  0
  9 45  1  0
 11 46  1  0
 12 47  1  0
 15 48  1  0
 18 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 25 54  1  0
 25 55  1  0
 27 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  1  0
 30 60  1  0
 31 61  1  0
 32 62  1  0
 33 63  1  0
 34 64  1  0
 35 65  1  0
 36 66  1  0
 37 67  1  0
 38 68  1  0
 40 69  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₆H₂₈O₁₅

Average Molecular Weight

580.4915

Monoisotopic Molecular Weight

580.142820226

IUPAC Name

7-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5-hydroxy-4H-chromen-4-one

Traditional Name

7-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5-hydroxychromen-4-one

CAS Registry Number

Not Available

SMILES

OCC1(O)COC(OCC2OC(OC3=CC(O)=C4C(=O)C=C(OC4=C3)C3=CC=C(O)C(O)=C3)C(O)C(O)C2O)C1O

InChI Identifier

InChI=1S/C26H28O15/c27-8-26(36)9-38-25(23(26)35)37-7-18-20(32)21(33)22(34)24(41-18)39-11-4-14(30)19-15(31)6-16(40-17(19)5-11)10-1-2-12(28)13(29)3-10/h1-6,18,20-25,27-30,32-36H,7-9H2

InChI Key

CNKAEXQTIMWDBP-UHFFFAOYSA-N

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

Flavonoid-7-o-glycoside
Hydroxyflavonoid
Flavone
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Phenolic glycoside
Glycosyl compound
Disaccharide
O-glycosyl compound
Chromone
1-benzopyran
Benzopyran
Catechol
Phenol
1-hydroxy-4-unsubstituted benzenoid
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Pyran
Benzenoid
Monocyclic benzene moiety
Oxane
Heteroaromatic compound
Vinylogous acid
Tetrahydrofuran
Tertiary alcohol
Secondary alcohol
Acetal
Organoheterocyclic compound
Oxacycle
Polyol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Wild celery (FooDB: FOOD00015)

Herb

Parsley (FooDB: FOOD00131)

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.14	ALOGPS
logP	-1.1	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	8.3	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	245.29 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	133.71 m³·mol⁻¹	ChemAxon
Polarizability	55.8 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	225.877	32859911
AllCCS	[M+H-H2O]+	224.488	32859911
AllCCS	[M+Na]+	227.485	32859911
AllCCS	[M+NH4]+	227.131	32859911
AllCCS	[M-H]-	221.622	32859911
AllCCS	[M+Na-2H]-	223.581	32859911
AllCCS	[M+HCOO]-	225.876	32859911
DeepCCS	[M+H]+	226.634	30932474
DeepCCS	[M-H]-	224.239	30932474
DeepCCS	[M-2H]-	257.401	30932474
DeepCCS	[M+Na]+	232.547	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteolin 7-(6''-apiosylglucoside) 10V, Positive-QTOF	splash10-01q0-0190260000-71e8539b681ae1a8836b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteolin 7-(6''-apiosylglucoside) 20V, Positive-QTOF	splash10-000i-0190000000-9ca267841218861771de	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteolin 7-(6''-apiosylglucoside) 40V, Positive-QTOF	splash10-00kr-1590000000-35c69801d56503573dca	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteolin 7-(6''-apiosylglucoside) 10V, Negative-QTOF	splash10-002k-0360190000-5d2412d0363a86b09545	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteolin 7-(6''-apiosylglucoside) 20V, Negative-QTOF	splash10-000i-0690030000-4642c168870ea7852d95	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteolin 7-(6''-apiosylglucoside) 40V, Negative-QTOF	splash10-00kr-1390000000-6845a7245ac33e2025d4	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteolin 7-(6''-apiosylglucoside) 10V, Positive-QTOF	splash10-0019-0090040000-a99040a7cf56fb7df7fa	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteolin 7-(6''-apiosylglucoside) 20V, Positive-QTOF	splash10-000k-0090910000-f676df14b7e64a26d265	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteolin 7-(6''-apiosylglucoside) 40V, Positive-QTOF	splash10-000i-0090000000-ad6070afb384abda8f3b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteolin 7-(6''-apiosylglucoside) 10V, Negative-QTOF	splash10-004i-0000190000-f36f9dc9b18110872527	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteolin 7-(6''-apiosylglucoside) 20V, Negative-QTOF	splash10-004j-0050790000-5eaada40a79f31817c9c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteolin 7-(6''-apiosylglucoside) 40V, Negative-QTOF	splash10-000i-0090010000-ba5b01baf4bc59961259	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021635

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

59383825

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Luteolin 7-(6''-apiosylglucoside) (HMDB0303773)

MOL for HMDB0303773 (Luteolin 7-(6''-apiosylglucoside))

3D MOL for HMDB0303773 (Luteolin 7-(6''-apiosylglucoside))

3D SDF for HMDB0303773 (Luteolin 7-(6''-apiosylglucoside))

3D-SDF for HMDB0303773 (Luteolin 7-(6''-apiosylglucoside))

PDB for HMDB0303773 (Luteolin 7-(6''-apiosylglucoside))

3D PDB for HMDB0303773 (Luteolin 7-(6''-apiosylglucoside))

SMILES for HMDB0303773 (Luteolin 7-(6''-apiosylglucoside))

INCHI for HMDB0303773 (Luteolin 7-(6''-apiosylglucoside))

Structure for HMDB0303773 (Luteolin 7-(6''-apiosylglucoside))

3D Structure for HMDB0303773 (Luteolin 7-(6''-apiosylglucoside))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra