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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 03:11:58 UTC

Update Date

2021-09-23 03:11:58 UTC

HMDB ID

HMDB0301868

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide

Description

5,3',4'-trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide is a member of the class of compounds known as flavonoid o-glucuronides. Flavonoid o-glucuronides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid. 5,3',4'-trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 5,3',4'-trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide can be found in spinach, which makes 5,3',4'-trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide a potential biomarker for the consumption of this food product.

Structure

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


  Mrv0541 02241212162D          

 37 41  0  0  0  0            999 V2000
   -2.3328   -0.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0472   -1.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0472   -2.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3328   -2.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6183   -2.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6183   -1.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -0.8331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -2.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1894   -2.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1894   -1.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5251   -0.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2396    0.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5251   -0.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2396   -1.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9540   -0.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9540   -0.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -3.3082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3328   -3.3082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8319   -0.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3168   -1.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8319   -2.3256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5251   -2.4831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2396   -2.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2396    1.2294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974    0.4044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8119    0.8169    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8119    1.6419    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0974    2.0544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3830    1.6419    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3830    0.8169    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6685    0.4044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6685    2.0544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5264    0.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5264    2.0544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974    2.8794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2408    0.8169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5264   -0.4206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4 18  1  0  0  0  0
  5  8  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  8 17  2  0  0  0  0
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 16 31  1  0  0  0  0
 21  3  1  0  0  0  0
  3  2  2  0  0  0  0
 19  2  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 22  1  0  0  0  0
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 30 31  1  1  0  0  0
 29 32  1  6  0  0  0
 26 33  1  1  0  0  0
 27 34  1  6  0  0  0
 28 35  1  1  0  0  0
 33 36  1  0  0  0  0
 33 37  2  0  0  0  0
M  END

HMDB0301868
     RDKit          3D
5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide
 57 61  0  0  0  0  0  0  0  0999 V2000
    2.8515   -3.9021    0.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0338   -3.0550   -0.4713 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4546   -1.7370   -0.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5594   -0.7328   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0897   -0.8649   -0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3077    0.2246    0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0698    0.2246    0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7501   -0.8787   -0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1053   -0.9523   -0.4045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0852   -0.0455   -0.0829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8839   -0.5470    0.9345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9327    0.2493    1.2828 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2597   -0.4033    1.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2817    0.2705    1.3449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3910   -1.6672    0.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9637    1.5970    0.6633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1448    2.4674    1.4036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6764    1.6339   -0.7986 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8013    1.8921   -1.5770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9909    0.3498   -1.2171 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3505    0.4558   -2.4310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0027   -1.9609   -0.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6247   -3.1072   -1.2014 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4051   -1.9481   -0.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0573    0.4848    0.0523 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2970    0.8087    0.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7124    2.1234    0.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0324    2.4731    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9699    1.4493    0.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5781    0.1472    0.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4993   -0.8928   -0.0380 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2421   -0.1909    0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8315   -1.4854   -0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6317   -2.4231   -0.3187 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2168    2.0263    0.4238 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1027    3.4450    0.4404 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7365    3.6578    0.6319 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1990   -4.7394    0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8061   -4.2649    1.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2557   -3.3495    1.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8547    1.0996    0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6155    1.1069    0.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6269    0.8868    0.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8830    0.3961    2.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5199   -2.1800    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0074    2.0066    0.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9316    3.2443    0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9237    2.4566   -0.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1746    1.0850   -1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7785   -0.4209   -1.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3687    0.2913   -2.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1007   -3.9043   -1.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9463   -2.8123   -1.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9522    2.8742    0.4389 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4756   -0.6716    0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6952    3.8515    1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4507    3.8580   -0.5430 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  8 22  1  0
 22 23  1  0
 22 24  2  0
  4 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 32 33  1  0
 33 34  2  0
 29 35  1  0
 35 36  1  0
 36 37  1  0
 33  3  1  0
 24  5  1  0
 32 26  1  0
 20 10  1  0
 37 28  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  6 41  1  0
  7 42  1  0
 10 43  1  1
 12 44  1  1
 15 45  1  0
 16 46  1  6
 17 47  1  0
 18 48  1  1
 19 49  1  0
 20 50  1  6
 21 51  1  0
 23 52  1  0
 24 53  1  0
 27 54  1  0
 31 55  1  0
 36 56  1  0
 36 57  1  0
M  END


  Mrv0541 02241212162D          

 37 41  0  0  0  0            999 V2000
   -2.3328   -0.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0472   -1.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0472   -2.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3328   -2.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6183   -2.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6183   -1.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -0.8331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -2.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1894   -2.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1894   -1.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5251   -0.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2396    0.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5251   -0.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2396   -1.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9540   -0.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9038   -3.3082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8319   -0.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3168   -1.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8319   -2.3256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5251   -2.4831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2396   -2.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2396    1.2294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974    0.4044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8119    0.8169    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8119    1.6419    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0974    2.0544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3830    1.6419    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3830    0.8169    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6685    0.4044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6685    2.0544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5264    0.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5264    2.0544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974    2.8794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2408    0.8169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5264   -0.4206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4 18  1  0  0  0  0
  5  8  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
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 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 31  1  0  0  0  0
 21  3  1  0  0  0  0
  3  2  2  0  0  0  0
 19  2  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 22  1  0  0  0  0
 22 23  1  0  0  0  0
 12 24  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
 28 27  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 29 32  1  6  0  0  0
 26 33  1  1  0  0  0
 27 34  1  6  0  0  0
 28 35  1  1  0  0  0
 33 36  1  0  0  0  0
 33 37  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301868

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC2=CC3=C(OCO3)C(O)=C2C1=O)C1=CC(O)=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H20O14/c1-32-20-14(26)12-10(5-11-19(13(12)25)34-6-33-11)35-18(20)7-2-3-9(8(24)4-7)36-23-17(29)15(27)16(28)21(37-23)22(30)31/h2-5,15-17,21,23-25,27-29H,6H2,1H3,(H,30,31)/t15-,16-,17+,21-,23+/m0/s1

> <INCHI_KEY>
CHIQYVBCRPLTQS-QJAHINBCSA-N

> <FORMULA>
C23H20O14

> <MOLECULAR_WEIGHT>
520.3965

> <EXACT_MASS>
520.085305348

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
48.26529189883048

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-hydroxy-4-{9-hydroxy-7-methoxy-8-oxo-2H,8H-[1,3]dioxolo[4,5-g]chromen-6-yl}phenoxy)oxane-2-carboxylic acid

> <ALOGPS_LOGP>
1.22

> <JCHEM_LOGP>
0.24813208733333353

> <ALOGPS_LOGS>
-2.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.665029885726991

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9722709847865074

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6868279752815907

> <JCHEM_POLAR_SURFACE_AREA>
210.89999999999998

> <JCHEM_REFRACTIVITY>
117.4112

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.06e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-hydroxy-4-{9-hydroxy-7-methoxy-8-oxo-2H-[1,3]dioxolo[4,5-g]chromen-6-yl}phenoxy)oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301868
     RDKit          3D
5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide
 57 61  0  0  0  0  0  0  0  0999 V2000
    2.8515   -3.9021    0.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0338   -3.0550   -0.4713 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4546   -1.7370   -0.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5594   -0.7328   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0897   -0.8649   -0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3077    0.2246    0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0698    0.2246    0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7501   -0.8787   -0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1053   -0.9523   -0.4045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0852   -0.0455   -0.0829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8839   -0.5470    0.9345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9327    0.2493    1.2828 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2597   -0.4033    1.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2817    0.2705    1.3449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3910   -1.6672    0.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9637    1.5970    0.6633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1448    2.4674    1.4036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6764    1.6339   -0.7986 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8013    1.8921   -1.5770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9909    0.3498   -1.2171 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3505    0.4558   -2.4310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0027   -1.9609   -0.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6247   -3.1072   -1.2014 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4051   -1.9481   -0.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0573    0.4848    0.0523 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2970    0.8087    0.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7124    2.1234    0.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0324    2.4731    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9699    1.4493    0.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5781    0.1472    0.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4993   -0.8928   -0.0380 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2421   -0.1909    0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8315   -1.4854   -0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6317   -2.4231   -0.3187 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2168    2.0263    0.4238 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1027    3.4450    0.4404 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7365    3.6578    0.6319 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1990   -4.7394    0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8061   -4.2649    1.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2557   -3.3495    1.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8547    1.0996    0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6155    1.1069    0.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6269    0.8868    0.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8830    0.3961    2.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5199   -2.1800    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0074    2.0066    0.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9316    3.2443    0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9237    2.4566   -0.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1746    1.0850   -1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7785   -0.4209   -1.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3687    0.2913   -2.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1007   -3.9043   -1.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9463   -2.8123   -1.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9522    2.8742    0.4389 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4756   -0.6716    0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6952    3.8515    1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4507    3.8580   -0.5430 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  8 22  1  0
 22 23  1  0
 22 24  2  0
  4 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 32 33  1  0
 33 34  2  0
 29 35  1  0
 35 36  1  0
 36 37  1  0
 33  3  1  0
 24  5  1  0
 32 26  1  0
 20 10  1  0
 37 28  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  6 41  1  0
  7 42  1  0
 10 43  1  1
 12 44  1  1
 15 45  1  0
 16 46  1  6
 17 47  1  0
 18 48  1  1
 19 49  1  0
 20 50  1  6
 21 51  1  0
 23 52  1  0
 24 53  1  0
 27 54  1  0
 31 55  1  0
 36 56  1  0
 36 57  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  C   UNK     0      -4.355  -1.555   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.688  -2.325   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.688  -3.865   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.355  -4.635   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.021  -3.865   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.021  -2.325   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.687  -1.555   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.687  -4.635   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.354  -3.865   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.354  -2.325   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.980  -1.555   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.314   0.755   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.980  -0.015   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.314  -2.325   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.647  -1.555   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.647  -0.015   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.687  -6.175   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -4.355  -6.175   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -7.153  -1.849   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -8.058  -3.095   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -7.153  -4.341   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.980  -4.635   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.314  -3.865   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.314   2.295   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.648   0.755   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.982   1.525   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.982   3.065   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.648   3.835   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.315   3.065   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.315   1.525   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.981   0.755   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.981   3.835   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      10.316   0.755   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      10.316   3.835   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       7.648   5.375   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      11.649   1.525   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      10.316  -0.785   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   19                                                  
CONECT    3    4   21    2                                                  
CONECT    4    3    5   18                                                  
CONECT    5    4    8    6                                                  
CONECT    6    1    5    7                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9   17                                                  
CONECT    9    8   10   22                                                  
CONECT   10    7    9   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16   24                                                  
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   12   15   31                                                  
CONECT   17    8                                                            
CONECT   18    4                                                            
CONECT   19    2   20                                                       
CONECT   20   19   21                                                       
CONECT   21    3   20                                                       
CONECT   22    9   23                                                       
CONECT   23   22                                                            
CONECT   24   12                                                            
CONECT   25   26   30                                                       
CONECT   26   25   27   33                                                  
CONECT   27   26   28   34                                                  
CONECT   28   27   29   35                                                  
CONECT   29   28   30   32                                                  
CONECT   30   25   29   31                                                  
CONECT   31   16   30                                                       
CONECT   32   29                                                            
CONECT   33   26   36   37                                                  
CONECT   34   27                                                            
CONECT   35   28                                                            
CONECT   36   33                                                            
CONECT   37   33                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   82    0
END

COMPND    HMDB0301868
HETATM    1  C1  UNL     1       2.851  -3.902   0.689  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.034  -3.055  -0.471  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.455  -1.737  -0.272  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.559  -0.733  -0.146  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.090  -0.865  -0.207  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.308   0.225   0.194  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.070   0.225   0.140  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.750  -0.879  -0.323  1.00  0.00           C  
HETATM    9  O2  UNL     1      -3.105  -0.952  -0.404  1.00  0.00           O  
HETATM   10  C8  UNL     1      -4.085  -0.046  -0.083  1.00  0.00           C  
HETATM   11  O3  UNL     1      -4.884  -0.547   0.935  1.00  0.00           O  
HETATM   12  C9  UNL     1      -5.933   0.249   1.283  1.00  0.00           C  
HETATM   13  C10 UNL     1      -7.260  -0.403   1.047  1.00  0.00           C  
HETATM   14  O4  UNL     1      -8.282   0.270   1.345  1.00  0.00           O  
HETATM   15  O5  UNL     1      -7.391  -1.667   0.535  1.00  0.00           O  
HETATM   16  C11 UNL     1      -5.964   1.597   0.663  1.00  0.00           C  
HETATM   17  O6  UNL     1      -5.145   2.467   1.404  1.00  0.00           O  
HETATM   18  C12 UNL     1      -5.676   1.634  -0.799  1.00  0.00           C  
HETATM   19  O7  UNL     1      -6.801   1.892  -1.577  1.00  0.00           O  
HETATM   20  C13 UNL     1      -4.991   0.350  -1.217  1.00  0.00           C  
HETATM   21  O8  UNL     1      -4.350   0.456  -2.431  1.00  0.00           O  
HETATM   22  C14 UNL     1      -1.003  -1.961  -0.723  1.00  0.00           C  
HETATM   23  O9  UNL     1      -1.625  -3.107  -1.201  1.00  0.00           O  
HETATM   24  C15 UNL     1       0.405  -1.948  -0.664  1.00  0.00           C  
HETATM   25  O10 UNL     1       3.057   0.485   0.052  1.00  0.00           O  
HETATM   26  C16 UNL     1       4.297   0.809   0.135  1.00  0.00           C  
HETATM   27  C17 UNL     1       4.712   2.123   0.345  1.00  0.00           C  
HETATM   28  C18 UNL     1       6.032   2.473   0.433  1.00  0.00           C  
HETATM   29  C19 UNL     1       6.970   1.449   0.303  1.00  0.00           C  
HETATM   30  C20 UNL     1       6.578   0.147   0.095  1.00  0.00           C  
HETATM   31  O11 UNL     1       7.499  -0.893  -0.038  1.00  0.00           O  
HETATM   32  C21 UNL     1       5.242  -0.191   0.008  1.00  0.00           C  
HETATM   33  C22 UNL     1       4.832  -1.485  -0.198  1.00  0.00           C  
HETATM   34  O12 UNL     1       5.632  -2.423  -0.319  1.00  0.00           O  
HETATM   35  O13 UNL     1       8.217   2.026   0.424  1.00  0.00           O  
HETATM   36  C23 UNL     1       8.103   3.445   0.440  1.00  0.00           C  
HETATM   37  O14 UNL     1       6.737   3.658   0.632  1.00  0.00           O  
HETATM   38  H1  UNL     1       2.199  -4.739   0.320  1.00  0.00           H  
HETATM   39  H2  UNL     1       3.806  -4.265   1.071  1.00  0.00           H  
HETATM   40  H3  UNL     1       2.256  -3.350   1.438  1.00  0.00           H  
HETATM   41  H4  UNL     1       0.855   1.100   0.564  1.00  0.00           H  
HETATM   42  H5  UNL     1      -1.616   1.107   0.469  1.00  0.00           H  
HETATM   43  H6  UNL     1      -3.627   0.887   0.304  1.00  0.00           H  
HETATM   44  H7  UNL     1      -5.883   0.396   2.403  1.00  0.00           H  
HETATM   45  H8  UNL     1      -6.520  -2.180   0.327  1.00  0.00           H  
HETATM   46  H9  UNL     1      -7.007   2.007   0.802  1.00  0.00           H  
HETATM   47  H10 UNL     1      -4.932   3.244   0.814  1.00  0.00           H  
HETATM   48  H11 UNL     1      -4.924   2.457  -0.969  1.00  0.00           H  
HETATM   49  H12 UNL     1      -7.175   1.085  -1.990  1.00  0.00           H  
HETATM   50  H13 UNL     1      -5.779  -0.421  -1.313  1.00  0.00           H  
HETATM   51  H14 UNL     1      -3.369   0.291  -2.308  1.00  0.00           H  
HETATM   52  H15 UNL     1      -1.101  -3.904  -1.497  1.00  0.00           H  
HETATM   53  H16 UNL     1       0.946  -2.812  -1.015  1.00  0.00           H  
HETATM   54  H17 UNL     1       3.952   2.874   0.439  1.00  0.00           H  
HETATM   55  H18 UNL     1       8.476  -0.672   0.022  1.00  0.00           H  
HETATM   56  H19 UNL     1       8.695   3.851   1.286  1.00  0.00           H  
HETATM   57  H20 UNL     1       8.451   3.858  -0.543  1.00  0.00           H  
CONECT    1    2   38   39   40
CONECT    2    3
CONECT    3    4    4   33
CONECT    4    5   25
CONECT    5    6    6   24
CONECT    6    7   41
CONECT    7    8    8   42
CONECT    8    9   22
CONECT    9   10
CONECT   10   11   20   43
CONECT   11   12
CONECT   12   13   16   44
CONECT   13   14   14   15
CONECT   15   45
CONECT   16   17   18   46
CONECT   17   47
CONECT   18   19   20   48
CONECT   19   49
CONECT   20   21   50
CONECT   21   51
CONECT   22   23   24   24
CONECT   23   52
CONECT   24   53
CONECT   25   26
CONECT   26   27   27   32
CONECT   27   28   54
CONECT   28   29   29   37
CONECT   29   30   35
CONECT   30   31   32   32
CONECT   31   55
CONECT   32   33
CONECT   33   34   34
CONECT   35   36
CONECT   36   37   56   57
END

HMDB0301868
     RDKit          3D
5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide
 57 61  0  0  0  0  0  0  0  0999 V2000
    2.8515   -3.9021    0.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0338   -3.0550   -0.4713 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4546   -1.7370   -0.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5594   -0.7328   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0897   -0.8649   -0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3077    0.2246    0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0698    0.2246    0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7501   -0.8787   -0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1053   -0.9523   -0.4045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0852   -0.0455   -0.0829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8839   -0.5470    0.9345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9327    0.2493    1.2828 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2597   -0.4033    1.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2817    0.2705    1.3449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3910   -1.6672    0.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9637    1.5970    0.6633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1448    2.4674    1.4036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6764    1.6339   -0.7986 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8013    1.8921   -1.5770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9909    0.3498   -1.2171 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3505    0.4558   -2.4310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0027   -1.9609   -0.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6247   -3.1072   -1.2014 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4051   -1.9481   -0.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0573    0.4848    0.0523 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2970    0.8087    0.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7124    2.1234    0.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0324    2.4731    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9699    1.4493    0.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5781    0.1472    0.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4993   -0.8928   -0.0380 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2421   -0.1909    0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8315   -1.4854   -0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6317   -2.4231   -0.3187 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2168    2.0263    0.4238 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1027    3.4450    0.4404 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7365    3.6578    0.6319 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1990   -4.7394    0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8061   -4.2649    1.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2557   -3.3495    1.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8547    1.0996    0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6155    1.1069    0.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6269    0.8868    0.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8830    0.3961    2.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5199   -2.1800    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0074    2.0066    0.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9316    3.2443    0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9237    2.4566   -0.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1746    1.0850   -1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7785   -0.4209   -1.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3687    0.2913   -2.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1007   -3.9043   -1.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9463   -2.8123   -1.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9522    2.8742    0.4389 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4756   -0.6716    0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6952    3.8515    1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4507    3.8580   -0.5430 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  8 22  1  0
 22 23  1  0
 22 24  2  0
  4 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 32 33  1  0
 33 34  2  0
 29 35  1  0
 35 36  1  0
 36 37  1  0
 33  3  1  0
 24  5  1  0
 32 26  1  0
 20 10  1  0
 37 28  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  6 41  1  0
  7 42  1  0
 10 43  1  1
 12 44  1  1
 15 45  1  0
 16 46  1  6
 17 47  1  0
 18 48  1  1
 19 49  1  0
 20 50  1  6
 21 51  1  0
 23 52  1  0
 24 53  1  0
 27 54  1  0
 31 55  1  0
 36 56  1  0
 36 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(2-hydroxy-4-{9-hydroxy-7-methoxy-8-oxo-2H,8H-[1,3]dioxolo[4,5-g]chromen-6-yl}phenoxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₃H₂₀O₁₄

Average Molecular Weight

520.3965

Monoisotopic Molecular Weight

520.085305348

IUPAC Name

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-hydroxy-4-{9-hydroxy-7-methoxy-8-oxo-2H,8H-[1,3]dioxolo[4,5-g]chromen-6-yl}phenoxy)oxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-hydroxy-4-{9-hydroxy-7-methoxy-8-oxo-2H-[1,3]dioxolo[4,5-g]chromen-6-yl}phenoxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=C(OC2=CC3=C(OCO3)C(O)=C2C1=O)C1=CC(O)=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C1

InChI Identifier

InChI=1S/C23H20O14/c1-32-20-14(26)12-10(5-11-19(13(12)25)34-6-33-11)35-18(20)7-2-3-9(8(24)4-7)36-23-17(29)15(27)16(28)21(37-23)22(30)31/h2-5,15-17,21,23-25,27-29H,6H2,1H3,(H,30,31)/t15-,16-,17+,21-,23+/m0/s1

InChI Key

CHIQYVBCRPLTQS-QJAHINBCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid O-glucuronides

Alternative Parents

Substituents

Flavonoid-4p-o-glucuronide
3-methoxyflavonoid-skeleton
Hydroxyflavonoid
3'-hydroxyflavonoid
5-hydroxyflavonoid
Flavone
Phenolic glycoside
1-o-glucuronide
O-glucuronide
3-methoxychromone
Glucuronic acid or derivatives
O-glycosyl compound
Glycosyl compound
Chromone
Benzopyran
1-benzopyran
Benzodioxole
Phenol ether
Phenoxy compound
Pyranone
Alkyl aryl ether
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Monocyclic benzene moiety
Benzenoid
Pyran
Oxane
Hydroxy acid
Monosaccharide
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Monocarboxylic acid or derivatives
Acetal
Polyol
Oxacycle
Organoheterocyclic compound
Ether
Carboxylic acid derivative
Carboxylic acid
Alcohol
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0301868)

Food

Vegetable

Leaf vegetable

Spinach (FooDB: FOOD00178)

Process

Not Available

Role

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	1.22	ALOGPS
logP	0.25	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	2.97	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	210.9 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	117.41 m³·mol⁻¹	ChemAxon
Polarizability	48.27 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	214.826	32859911
AllCCS	[M+H-H2O]+	212.873	32859911
AllCCS	[M+Na]+	217.117	32859911
AllCCS	[M+NH4]+	216.609	32859911
AllCCS	[M-H]-	212.627	32859911
AllCCS	[M+Na-2H]-	213.456	32859911
AllCCS	[M+HCOO]-	214.521	32859911
DeepCCS	[M+H]+	208.012	30932474
DeepCCS	[M-H]-	206.188	30932474
DeepCCS	[M-2H]-	239.428	30932474
DeepCCS	[M+Na]+	213.618	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	12.0787 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.08 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2206.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	216.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	114.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	76.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	406.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	429.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	271.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	764.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	454.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1525.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	278.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	324.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	465.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	286.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	270.0 seconds	40023050

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 - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide 10V, Positive-QTOF	splash10-0fdk-0109180000-dcf25c0a4e7c10c6b220	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide 20V, Positive-QTOF	splash10-0002-0109000000-7e1b4eaa9f87fa7c7d30	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide 40V, Positive-QTOF	splash10-052b-2849000000-284c9166b308341f8d75	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide 10V, Negative-QTOF	splash10-014l-1206490000-66d2a039fa6bc1e3c87d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide 20V, Negative-QTOF	splash10-002f-1009210000-c61c61c83af89bc6f9d3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide 40V, Negative-QTOF	splash10-002f-3429000000-a8bd7c379bc05d16798d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide 10V, Positive-QTOF	splash10-00di-0000090000-ebdd5bc506f965b72257	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide 20V, Positive-QTOF	splash10-00di-0000090000-2418b82bfd53e55b44ea	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide 40V, Positive-QTOF	splash10-00si-2911030000-f33ff8a976b95394e58c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide 10V, Negative-QTOF	splash10-014i-0000090000-e55b725eb10db06eb585	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide 20V, Negative-QTOF	splash10-014i-0310090000-ab950df5b6b3e004d2ce	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide 40V, Negative-QTOF	splash10-014j-1934110000-18bbc639100c4cf0dfd3	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

FDB001550

KNApSAcK ID

Not Available

Chemspider ID

9071883

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10896620

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 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide (HMDB0301868)

MOL for HMDB0301868 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide)

3D MOL for HMDB0301868 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide)

3D SDF for HMDB0301868 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide)

3D-SDF for HMDB0301868 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide)

PDB for HMDB0301868 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide)

3D PDB for HMDB0301868 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide)

SMILES for HMDB0301868 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide)

INCHI for HMDB0301868 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide)

Structure for HMDB0301868 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide)

3D Structure for HMDB0301868 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 4'-glucuronide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra