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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 11:58:13 UTC

Update Date

2021-09-24 11:58:13 UTC

HMDB ID

HMDB0304727

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Quadrangularin A

Description

(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-6-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. Based on a literature review very few articles have been published on (2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-6-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol.

Structure

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

  Mrv1652304022019503D          

 42 47  0  0  0  0            999 V2000
    5.9368    1.2662   -1.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2231    0.5699   -0.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0597    2.0190   -0.7003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0957    0.8566   -1.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5934   -0.3018    0.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8321    2.8360   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9546   -3.7815    1.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4447   -2.1236    2.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5200   -1.2332   -1.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7021   -0.6598    1.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7166    0.1054   -0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5685    1.5195   -0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0546   -3.4279    2.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7101   -1.0006   -0.7354 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9502    1.6304    0.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3481    2.1713   -2.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7174    0.4510    0.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7086    3.1498   -1.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2350   -2.8176    1.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3311   -0.5293    1.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6988   -0.2388   -1.7970 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4216   -0.8949    0.4849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7177   -1.1571    1.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5988   -1.4845    1.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3627   -0.6317    0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8329   -0.4776    0.3571 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3538   -0.8714   -0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2412    0.9390    0.6378 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5420   -0.7355   -0.6798 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6263    1.1371    1.0966 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8184   -4.3284    3.3079 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0835    2.4013    0.5951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2295    2.5169   -3.1299 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6121    0.0605    1.9256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9405    4.5024   -1.6522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1155   -3.2699    0.4269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3667   -0.2968    2.7769 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3910   -0.1737   -3.0138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3348   -0.9781   -1.9383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0486    1.7590   -0.5032 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7873   -1.0338    0.4583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1564    0.1244    1.9032 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1 11  1  0  0  0  0
  2  4  2  0  0  0  0
  2 12  1  0  0  0  0
  3 15  1  0  0  0  0
  4 16  1  0  0  0  0
  5 11  2  0  0  0  0
  5 17  1  0  0  0  0
  6 12  2  0  0  0  0
  6 18  1  0  0  0  0
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  7 19  1  0  0  0  0
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  8 23  2  0  0  0  0
  9 14  1  0  0  0  0
  9 21  1  0  0  0  0
 10 20  1  0  0  0  0
 10 22  2  0  0  0  0
 29 11  1  1  0  0  0
 30 12  1  6  0  0  0
 13 31  1  0  0  0  0
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 15 32  1  0  0  0  0
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 16 33  1  0  0  0  0
 17 34  1  0  0  0  0
 18 35  1  0  0  0  0
 19 24  2  0  0  0  0
 19 36  1  0  0  0  0
 20 25  2  0  0  0  0
 20 37  1  0  0  0  0
 21 29  1  0  0  0  0
 21 38  1  6  0  0  0
 22 41  1  0  0  0  0
 23 24  1  0  0  0  0
 23 42  1  0  0  0  0
 24 26  1  0  0  0  0
 26 25  1  1  0  0  0
 25 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 39  1  0  0  0  0
 28 30  1  0  0  0  0
 28 40  1  6  0  0  0
 29 41  1  0  0  0  0
 30 42  1  0  0  0  0
M  END

HMDB0304727
     RDKit          3D
Quadrangularin A
 68 73  0  0  0  0  0  0  0  0999 V2000
    3.9837   -5.5460    2.5714 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5356   -4.3387    2.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1789   -4.1279    1.9730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6623   -2.9444    1.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2626   -2.7469    1.3902 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5274   -1.9692    1.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8822   -2.1501    1.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3841   -3.3355    1.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7530   -1.1198    0.6824 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3544   -0.3929   -0.4724 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8812    0.9857   -0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4087    1.5215   -1.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9124    2.7851   -1.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9197    3.6067   -0.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4379    4.9002   -0.7138 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4061    3.1088    0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3883    3.8857    1.6833 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8995    1.8260    0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8702   -0.4752   -0.7573 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4813    0.6266   -1.5052 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1067   -0.6608    0.5025 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6841   -0.4163    0.5134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0773   -0.0324    1.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8034    0.1308    2.8843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2819    0.1927    1.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0747    0.0558    0.5887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4643   -0.3250   -0.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0868   -0.5563   -0.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4374   -0.9423   -1.8487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2505   -0.4877   -1.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7042   -0.2375   -1.7059 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1119    0.3233   -2.9394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0605    0.6905   -0.6056 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4974    0.8143   -0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8907    1.4651    0.8275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2192    1.6257    1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2358    1.1355    0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5571    1.3207    0.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.7996   -0.0208   -1.6597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5008    0.3291   -1.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419    0.2844    0.6032 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1295   -6.2961    1.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724   -4.8934    2.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3025   -3.5127    1.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3067    3.1409   -2.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0573   -1.5328   -2.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
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 21  6  1  0
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 33 63  1  6
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 36 65  1  0
 38 66  1  0
 40 67  1  0
 41 68  1  0
M  END

  Mrv1652304022019503D          

 42 47  0  0  0  0            999 V2000
    5.9368    1.2662   -1.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2231    0.5699   -0.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0597    2.0190   -0.7003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0957    0.8566   -1.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7021   -0.6598    1.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2412    0.9390    0.6378 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5420   -0.7355   -0.6798 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6263    1.1371    1.0966 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8184   -4.3284    3.3079 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0835    2.4013    0.5951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2295    2.5169   -3.1299 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.9405    4.5024   -1.6522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1155   -3.2699    0.4269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3667   -0.2968    2.7769 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3910   -0.1737   -3.0138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3348   -0.9781   -1.9383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0486    1.7590   -0.5032 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7873   -1.0338    0.4583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1564    0.1244    1.9032 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1 11  1  0  0  0  0
  2  4  2  0  0  0  0
  2 12  1  0  0  0  0
  3 15  1  0  0  0  0
  4 16  1  0  0  0  0
  5 11  2  0  0  0  0
  5 17  1  0  0  0  0
  6 12  2  0  0  0  0
  6 18  1  0  0  0  0
  7 13  2  0  0  0  0
  7 19  1  0  0  0  0
  8 13  1  0  0  0  0
  8 23  2  0  0  0  0
  9 14  1  0  0  0  0
  9 21  1  0  0  0  0
 10 20  1  0  0  0  0
 10 22  2  0  0  0  0
 29 11  1  1  0  0  0
 30 12  1  6  0  0  0
 13 31  1  0  0  0  0
 14 22  1  0  0  0  0
 14 27  2  0  0  0  0
 15 17  2  0  0  0  0
 15 32  1  0  0  0  0
 16 18  2  0  0  0  0
 16 33  1  0  0  0  0
 17 34  1  0  0  0  0
 18 35  1  0  0  0  0
 19 24  2  0  0  0  0
 19 36  1  0  0  0  0
 20 25  2  0  0  0  0
 20 37  1  0  0  0  0
 21 29  1  0  0  0  0
 21 38  1  6  0  0  0
 22 41  1  0  0  0  0
 23 24  1  0  0  0  0
 23 42  1  0  0  0  0
 24 26  1  0  0  0  0
 26 25  1  1  0  0  0
 25 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 39  1  0  0  0  0
 28 30  1  0  0  0  0
 28 40  1  6  0  0  0
 29 41  1  0  0  0  0
 30 42  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304727

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@H]1CC2=C(O)C([C@@H]3[C@@H](O)[C@H](OC4=CC(O)=CC(O)=C34)C3=CC(O)=C(O)C=C3)=C(O)C=C2O[C@@H]1C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H26O12/c31-13-7-19(36)24-23(8-13)42-30(12-2-4-16(33)18(35)6-12)28(40)26(24)25-20(37)10-22-14(27(25)39)9-21(38)29(41-22)11-1-3-15(32)17(34)5-11/h1-8,10,21,26,28-40H,9H2/t21-,26+,28+,29+,30+/m0/s1

> <INCHI_KEY>
GMISZFQPFDAPGI-PWFSPABBSA-N

> <FORMULA>
C30H26O12

> <MOLECULAR_WEIGHT>
578.526

> <EXACT_MASS>
578.142426277

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
58.3166178235297

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-6-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

> <ALOGPS_LOGP>
2.31

> <JCHEM_LOGP>
3.1157450136666665

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.131417482712479

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.696085363131802

> <JCHEM_PKA_STRONGEST_BASIC>
-5.176745497915186

> <JCHEM_POLAR_SURFACE_AREA>
220.75999999999996

> <JCHEM_REFRACTIVITY>
146.50800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-6-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304727
     RDKit          3D
Quadrangularin A
 68 73  0  0  0  0  0  0  0  0999 V2000
    3.9837   -5.5460    2.5714 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5356   -4.3387    2.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1789   -4.1279    1.9730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6623   -2.9444    1.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2626   -2.7469    1.3902 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5274   -1.9692    1.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8822   -2.1501    1.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3841   -3.3355    1.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7530   -1.1198    0.6824 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3544   -0.3929   -0.4724 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8812    0.9857   -0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4087    1.5215   -1.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9124    2.7851   -1.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9197    3.6067   -0.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4379    4.9002   -0.7138 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4061    3.1088    0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3883    3.8857    1.6833 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8995    1.8260    0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8702   -0.4752   -0.7573 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4813    0.6266   -1.5052 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1067   -0.6608    0.5025 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6841   -0.4163    0.5134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0773   -0.0324    1.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8034    0.1308    2.8843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2819    0.1927    1.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0747    0.0558    0.5887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4643   -0.3250   -0.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0868   -0.5563   -0.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4374   -0.9423   -1.8487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2505   -0.4877   -1.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7042   -0.2375   -1.7059 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1119    0.3233   -2.9394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0605    0.6905   -0.6056 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4974    0.8143   -0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8907    1.4651    0.8275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2192    1.6257    1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2358    1.1355    0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5571    1.3207    0.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8517    0.4877   -0.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7996   -0.0208   -1.6597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5008    0.3291   -1.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419    0.2844    0.6032 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1295   -6.2961    1.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724   -4.8934    2.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3025   -3.5127    1.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4760   -3.4836    1.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8952   -0.9298   -1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4098    0.8893   -2.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3067    3.1409   -2.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8145    5.2690   -1.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7515    4.8183    1.6564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4978    1.4449    1.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7046   -1.3703   -1.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8868    0.6179   -2.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5533    0.0964    1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3120    0.4102    3.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7935    0.4980    2.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1159   -1.0483   -2.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7539    0.1615   -2.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0573   -1.5328   -2.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2383   -1.2013   -1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4978    1.0490   -3.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7062    1.7202   -0.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1188    1.8571    1.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5106    2.1384    2.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3460    1.0045    0.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7744    0.0556   -1.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2040   -0.1792   -2.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 10 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 39 41  2  0
 33 42  1  0
  8  2  1  0
 18 11  1  0
 28 22  1  0
 41 34  1  0
 21  6  1  0
 42 26  1  0
  1 43  1  0
  3 44  1  0
  5 45  1  0
  8 46  1  0
 10 47  1  6
 12 48  1  0
 13 49  1  0
 15 50  1  0
 17 51  1  0
 18 52  1  0
 19 53  1  6
 20 54  1  0
 21 55  1  1
 24 56  1  0
 25 57  1  0
 29 58  1  0
 30 59  1  0
 30 60  1  0
 31 61  1  1
 32 62  1  0
 33 63  1  6
 35 64  1  0
 36 65  1  0
 38 66  1  0
 40 67  1  0
 41 68  1  0
M  END

HEADER    PROTEIN                                 02-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-APR-20         0                                  
HETATM    1  C   UNK     0       5.937   1.266  -1.025  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.223   0.570  -0.761  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.060   2.019  -0.700  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.096   0.857  -1.784  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.593  -0.302   0.621  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.832   2.836  -0.336  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.955  -3.781   1.855  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.445  -2.124   2.579  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.520  -1.233  -1.958  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.702  -0.660   1.638  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.717   0.105  -0.355  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.569   1.520  -0.010  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.055  -3.428   2.571  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.710  -1.001  -0.735  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.950   1.630   0.273  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.348   2.171  -2.096  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.717   0.451   0.948  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.709   3.150  -1.363  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.235  -2.818   1.137  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.331  -0.529   1.625  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.699  -0.239  -1.797  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.422  -0.895   0.485  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.718  -1.157   1.855  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.599  -1.484   1.119  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.363  -0.632   0.448  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.833  -0.478   0.357  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.354  -0.871  -0.743  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.241   0.939   0.638  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.542  -0.736  -0.680  0.00  0.00           C+0
HETATM   30  C   UNK     0      -3.626   1.137   1.097  0.00  0.00           C+0
HETATM   31  O   UNK     0      -4.818  -4.328   3.308  0.00  0.00           O+0
HETATM   32  O   UNK     0       9.084   2.401   0.595  0.00  0.00           O+0
HETATM   33  O   UNK     0      -7.229   2.517  -3.130  0.00  0.00           O+0
HETATM   34  O   UNK     0       8.612   0.061   1.926  0.00  0.00           O+0
HETATM   35  O   UNK     0      -5.941   4.502  -1.652  0.00  0.00           O+0
HETATM   36  O   UNK     0      -1.115  -3.270   0.427  0.00  0.00           O+0
HETATM   37  O   UNK     0      -0.367  -0.297   2.777  0.00  0.00           O+0
HETATM   38  O   UNK     0       4.391  -0.174  -3.014  0.00  0.00           O+0
HETATM   39  O   UNK     0      -0.335  -0.978  -1.938  0.00  0.00           O+0
HETATM   40  O   UNK     0      -2.049   1.759  -0.503  0.00  0.00           O+0
HETATM   41  O   UNK     0       3.787  -1.034   0.458  0.00  0.00           O+0
HETATM   42  O   UNK     0      -4.156   0.124   1.903  0.00  0.00           O+0
CONECT    1    3   11                                                       
CONECT    2    4   12                                                       
CONECT    3    1   15                                                       
CONECT    4    2   16                                                       
CONECT    5   11   17                                                       
CONECT    6   12   18                                                       
CONECT    7   13   19                                                       
CONECT    8   13   23                                                       
CONECT    9   14   21                                                       
CONECT   10   20   22                                                       
CONECT   11    1    5   29                                                  
CONECT   12    2    6   30                                                  
CONECT   13    7    8   31                                                  
CONECT   14    9   22   27                                                  
CONECT   15    3   17   32                                                  
CONECT   16    4   18   33                                                  
CONECT   17    5   15   34                                                  
CONECT   18    6   16   35                                                  
CONECT   19    7   24   36                                                  
CONECT   20   10   25   37                                                  
CONECT   21    9   29   38                                                  
CONECT   22   10   14   41                                                  
CONECT   23    8   24   42                                                  
CONECT   24   19   23   26                                                  
CONECT   25   20   26   27                                                  
CONECT   26   24   25   28                                                  
CONECT   27   14   25   39                                                  
CONECT   28   26   30   40                                                  
CONECT   29   11   21   41                                                  
CONECT   30   12   28   42                                                  
CONECT   31   13                                                            
CONECT   32   15                                                            
CONECT   33   16                                                            
CONECT   34   17                                                            
CONECT   35   18                                                            
CONECT   36   19                                                            
CONECT   37   20                                                            
CONECT   38   21                                                            
CONECT   39   27                                                            
CONECT   40   28                                                            
CONECT   41   22   29                                                       
CONECT   42   23   30                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   94    0
END

COMPND    HMDB0304727
HETATM    1  O1  UNL     1       3.984  -5.546   2.571  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.536  -4.339   2.059  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.179  -4.128   1.973  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.662  -2.944   1.471  1.00  0.00           C  
HETATM    5  O2  UNL     1       0.263  -2.747   1.390  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.527  -1.969   1.053  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.882  -2.150   1.125  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.384  -3.336   1.629  1.00  0.00           C  
HETATM    9  O3  UNL     1       4.753  -1.120   0.682  1.00  0.00           O  
HETATM   10  C7  UNL     1       4.354  -0.393  -0.472  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.881   0.986  -0.485  1.00  0.00           C  
HETATM   12  C9  UNL     1       5.409   1.521  -1.654  1.00  0.00           C  
HETATM   13  C10 UNL     1       5.912   2.785  -1.732  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.920   3.607  -0.624  1.00  0.00           C  
HETATM   15  O4  UNL     1       6.438   4.900  -0.714  1.00  0.00           O  
HETATM   16  C12 UNL     1       5.406   3.109   0.547  1.00  0.00           C  
HETATM   17  O5  UNL     1       5.388   3.886   1.683  1.00  0.00           O  
HETATM   18  C13 UNL     1       4.899   1.826   0.609  1.00  0.00           C  
HETATM   19  C14 UNL     1       2.870  -0.475  -0.757  1.00  0.00           C  
HETATM   20  O6  UNL     1       2.481   0.627  -1.505  1.00  0.00           O  
HETATM   21  C15 UNL     1       2.107  -0.661   0.502  1.00  0.00           C  
HETATM   22  C16 UNL     1       0.684  -0.416   0.513  1.00  0.00           C  
HETATM   23  C17 UNL     1       0.077  -0.032   1.701  1.00  0.00           C  
HETATM   24  O7  UNL     1       0.803   0.131   2.884  1.00  0.00           O  
HETATM   25  C18 UNL     1      -1.282   0.193   1.707  1.00  0.00           C  
HETATM   26  C19 UNL     1      -2.075   0.056   0.589  1.00  0.00           C  
HETATM   27  C20 UNL     1      -1.464  -0.325  -0.583  1.00  0.00           C  
HETATM   28  C21 UNL     1      -0.087  -0.556  -0.602  1.00  0.00           C  
HETATM   29  O8  UNL     1       0.437  -0.942  -1.849  1.00  0.00           O  
HETATM   30  C22 UNL     1      -2.251  -0.488  -1.806  1.00  0.00           C  
HETATM   31  C23 UNL     1      -3.704  -0.237  -1.706  1.00  0.00           C  
HETATM   32  O9  UNL     1      -4.112   0.323  -2.939  1.00  0.00           O  
HETATM   33  C24 UNL     1      -4.061   0.691  -0.606  1.00  0.00           C  
HETATM   34  C25 UNL     1      -5.497   0.814  -0.330  1.00  0.00           C  
HETATM   35  C26 UNL     1      -5.891   1.465   0.828  1.00  0.00           C  
HETATM   36  C27 UNL     1      -7.219   1.626   1.164  1.00  0.00           C  
HETATM   37  C28 UNL     1      -8.236   1.135   0.345  1.00  0.00           C  
HETATM   38  O10 UNL     1      -9.557   1.321   0.724  1.00  0.00           O  
HETATM   39  C29 UNL     1      -7.852   0.488  -0.807  1.00  0.00           C  
HETATM   40  O11 UNL     1      -8.800  -0.021  -1.660  1.00  0.00           O  
HETATM   41  C30 UNL     1      -6.501   0.329  -1.140  1.00  0.00           C  
HETATM   42  O12 UNL     1      -3.442   0.284   0.603  1.00  0.00           O  
HETATM   43  H1  UNL     1       4.130  -6.296   1.919  1.00  0.00           H  
HETATM   44  H2  UNL     1       1.472  -4.893   2.301  1.00  0.00           H  
HETATM   45  H3  UNL     1      -0.303  -3.513   1.718  1.00  0.00           H  
HETATM   46  H4  UNL     1       5.476  -3.484   1.689  1.00  0.00           H  
HETATM   47  H5  UNL     1       4.895  -0.930  -1.313  1.00  0.00           H  
HETATM   48  H6  UNL     1       5.410   0.889  -2.530  1.00  0.00           H  
HETATM   49  H7  UNL     1       6.307   3.141  -2.667  1.00  0.00           H  
HETATM   50  H8  UNL     1       6.815   5.269  -1.567  1.00  0.00           H  
HETATM   51  H9  UNL     1       5.752   4.818   1.656  1.00  0.00           H  
HETATM   52  H10 UNL     1       4.498   1.445   1.543  1.00  0.00           H  
HETATM   53  H11 UNL     1       2.705  -1.370  -1.392  1.00  0.00           H  
HETATM   54  H12 UNL     1       2.887   0.618  -2.391  1.00  0.00           H  
HETATM   55  H13 UNL     1       2.553   0.096   1.234  1.00  0.00           H  
HETATM   56  H14 UNL     1       0.312   0.410   3.714  1.00  0.00           H  
HETATM   57  H15 UNL     1      -1.794   0.498   2.632  1.00  0.00           H  
HETATM   58  H16 UNL     1      -0.116  -1.048  -2.670  1.00  0.00           H  
HETATM   59  H17 UNL     1      -1.754   0.161  -2.589  1.00  0.00           H  
HETATM   60  H18 UNL     1      -2.057  -1.533  -2.193  1.00  0.00           H  
HETATM   61  H19 UNL     1      -4.238  -1.201  -1.601  1.00  0.00           H  
HETATM   62  H20 UNL     1      -3.498   1.049  -3.204  1.00  0.00           H  
HETATM   63  H21 UNL     1      -3.706   1.720  -0.904  1.00  0.00           H  
HETATM   64  H22 UNL     1      -5.119   1.857   1.483  1.00  0.00           H  
HETATM   65  H23 UNL     1      -7.511   2.138   2.075  1.00  0.00           H  
HETATM   66  H24 UNL     1     -10.346   1.005   0.202  1.00  0.00           H  
HETATM   67  H25 UNL     1      -9.774   0.056  -1.486  1.00  0.00           H  
HETATM   68  H26 UNL     1      -6.204  -0.179  -2.043  1.00  0.00           H  
CONECT    1    2   43
CONECT    2    3    3    8
CONECT    3    4   44
CONECT    4    5    6    6
CONECT    5   45
CONECT    6    7   21
CONECT    7    8    8    9
CONECT    8   46
CONECT    9   10
CONECT   10   11   19   47
CONECT   11   12   12   18
CONECT   12   13   48
CONECT   13   14   14   49
CONECT   14   15   16
CONECT   15   50
CONECT   16   17   18   18
CONECT   17   51
CONECT   18   52
CONECT   19   20   21   53
CONECT   20   54
CONECT   21   22   55
CONECT   22   23   23   28
CONECT   23   24   25
CONECT   24   56
CONECT   25   26   26   57
CONECT   26   27   42
CONECT   27   28   28   30
CONECT   28   29
CONECT   29   58
CONECT   30   31   59   60
CONECT   31   32   33   61
CONECT   32   62
CONECT   33   34   42   63
CONECT   34   35   35   41
CONECT   35   36   64
CONECT   36   37   37   65
CONECT   37   38   39
CONECT   38   66
CONECT   39   40   41   41
CONECT   40   67
CONECT   41   68
END

HMDB0304727
     RDKit          3D
Quadrangularin A
 68 73  0  0  0  0  0  0  0  0999 V2000
    3.9837   -5.5460    2.5714 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5356   -4.3387    2.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1789   -4.1279    1.9730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6623   -2.9444    1.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2626   -2.7469    1.3902 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5274   -1.9692    1.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8822   -2.1501    1.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3841   -3.3355    1.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7530   -1.1198    0.6824 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3544   -0.3929   -0.4724 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8812    0.9857   -0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4087    1.5215   -1.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9124    2.7851   -1.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9197    3.6067   -0.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4379    4.9002   -0.7138 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4061    3.1088    0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3883    3.8857    1.6833 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8995    1.8260    0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8702   -0.4752   -0.7573 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4813    0.6266   -1.5052 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1067   -0.6608    0.5025 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6841   -0.4163    0.5134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0773   -0.0324    1.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8034    0.1308    2.8843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2819    0.1927    1.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0747    0.0558    0.5887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4643   -0.3250   -0.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0868   -0.5563   -0.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4374   -0.9423   -1.8487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2505   -0.4877   -1.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7042   -0.2375   -1.7059 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1119    0.3233   -2.9394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0605    0.6905   -0.6056 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4974    0.8143   -0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8907    1.4651    0.8275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2192    1.6257    1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2358    1.1355    0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5571    1.3207    0.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8517    0.4877   -0.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7996   -0.0208   -1.6597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5008    0.3291   -1.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419    0.2844    0.6032 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1295   -6.2961    1.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724   -4.8934    2.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3025   -3.5127    1.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4760   -3.4836    1.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8952   -0.9298   -1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4098    0.8893   -2.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3067    3.1409   -2.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8145    5.2690   -1.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7515    4.8183    1.6564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4978    1.4449    1.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7046   -1.3703   -1.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8868    0.6179   -2.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5533    0.0964    1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3120    0.4102    3.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7935    0.4980    2.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1159   -1.0483   -2.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7539    0.1615   -2.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0573   -1.5328   -2.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2383   -1.2013   -1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4978    1.0490   -3.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7062    1.7202   -0.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1188    1.8571    1.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5106    2.1384    2.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3460    1.0045    0.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7744    0.0556   -1.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2040   -0.1792   -2.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 10 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 39 41  2  0
 33 42  1  0
  8  2  1  0
 18 11  1  0
 28 22  1  0
 41 34  1  0
 21  6  1  0
 42 26  1  0
  1 43  1  0
  3 44  1  0
  5 45  1  0
  8 46  1  0
 10 47  1  6
 12 48  1  0
 13 49  1  0
 15 50  1  0
 17 51  1  0
 18 52  1  0
 19 53  1  6
 20 54  1  0
 21 55  1  1
 24 56  1  0
 25 57  1  0
 29 58  1  0
 30 59  1  0
 30 60  1  0
 31 61  1  1
 32 62  1  0
 33 63  1  6
 35 64  1  0
 36 65  1  0
 38 66  1  0
 40 67  1  0
 41 68  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₀H₂₆O₁₂

Average Molecular Weight

578.526

Monoisotopic Molecular Weight

578.142426277

IUPAC Name

(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-6-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

Traditional Name

(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-6-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

CAS Registry Number

Not Available

SMILES

O[C@H]1CC2=C(O)C([C@@H]3[C@@H](O)[C@H](OC4=CC(O)=CC(O)=C34)C3=CC(O)=C(O)C=C3)=C(O)C=C2O[C@@H]1C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C30H26O12/c31-13-7-19(36)24-23(8-13)42-30(12-2-4-16(33)18(35)6-12)28(40)26(24)25-20(37)10-22-14(27(25)39)9-21(38)29(41-22)11-1-3-15(32)17(34)5-11/h1-8,10,21,26,28-40H,9H2/t21-,26+,28+,29+,30+/m0/s1

InChI Key

GMISZFQPFDAPGI-PWFSPABBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Biflavonoids and polyflavonoids

Direct Parent

Biflavonoids and polyflavonoids

Alternative Parents

Substituents

B-type proanthocyanidin
Bi- and polyflavonoid skeleton
Proanthocyanidin
Catechin
Flavan-3-ol
Hydroxyflavonoid
3'-hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3-hydroxyflavonoid
Flavan
Chromane
1-benzopyran
Benzopyran
Catechol
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Ether
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0304727)

Food

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Beverage

Fermented beverage

Grape wine (FooDB: FOOD00612)

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	2.31	ALOGPS
logP	3.12	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	8.7	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	220.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	146.51 m³·mol⁻¹	ChemAxon
Polarizability	58.32 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	236.995	32859911
AllCCS	[M+H-H2O]+	235.401	32859911
AllCCS	[M+Na]+	238.852	32859911
AllCCS	[M+NH4]+	238.442	32859911
AllCCS	[M-H]-	229.838	32859911
AllCCS	[M+Na-2H]-	231.557	32859911
AllCCS	[M+HCOO]-	233.603	32859911
DeepCCS	[M-2H]-	270.276	30932474
DeepCCS	[M+Na]+	244.128	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Quadrangularin A,3TMS,isomer #37	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O[Si](C)(C)C)[C@@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O2	5310.8	Semi standard non polar	33892256
Quadrangularin A,3TMS,isomer #37	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O[Si](C)(C)C)[C@@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O2	4652.3	Standard non polar	33892256
Quadrangularin A,3TMS,isomer #37	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O[Si](C)(C)C)[C@@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O2	6870.8	Standard polar	33892256
Quadrangularin A,3TMS,isomer #47	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	5270.3	Semi standard non polar	33892256
Quadrangularin A,3TMS,isomer #47	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	4689.8	Standard non polar	33892256
Quadrangularin A,3TMS,isomer #47	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	6907.8	Standard polar	33892256
Quadrangularin A,3TMS,isomer #65	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	5306.7	Semi standard non polar	33892256
Quadrangularin A,3TMS,isomer #65	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	4694.3	Standard non polar	33892256
Quadrangularin A,3TMS,isomer #65	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	6914.4	Standard polar	33892256
Quadrangularin A,4TMS,isomer #1	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O[Si](C)(C)C)CC3=C1O[Si](C)(C)C)[C@@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O2	5209.5	Semi standard non polar	33892256
Quadrangularin A,4TMS,isomer #1	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O[Si](C)(C)C)CC3=C1O[Si](C)(C)C)[C@@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O2	4524.4	Standard non polar	33892256
Quadrangularin A,4TMS,isomer #1	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O[Si](C)(C)C)CC3=C1O[Si](C)(C)C)[C@@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O2	6480.6	Standard polar	33892256
Quadrangularin A,4TMS,isomer #102	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3[C@H](C3=C(O[Si](C)(C)C)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	5103.2	Semi standard non polar	33892256
Quadrangularin A,4TMS,isomer #102	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3[C@H](C3=C(O[Si](C)(C)C)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	4616.6	Standard non polar	33892256
Quadrangularin A,4TMS,isomer #102	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3[C@H](C3=C(O[Si](C)(C)C)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	6487.8	Standard polar	33892256
Quadrangularin A,4TMS,isomer #108	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@H](C1=C(O)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	5155.4	Semi standard non polar	33892256
Quadrangularin A,4TMS,isomer #108	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@H](C1=C(O)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	4566.0	Standard non polar	33892256
Quadrangularin A,4TMS,isomer #108	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@H](C1=C(O)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	6413.4	Standard polar	33892256
Quadrangularin A,4TMS,isomer #11	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O[Si](C)(C)C)CC3=C1O)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	5218.5	Semi standard non polar	33892256
Quadrangularin A,4TMS,isomer #11	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O[Si](C)(C)C)CC3=C1O)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	4605.4	Standard non polar	33892256
Quadrangularin A,4TMS,isomer #11	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O[Si](C)(C)C)CC3=C1O)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	6532.1	Standard polar	33892256
Quadrangularin A,4TMS,isomer #118	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3[C@H](C3=C(O)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1O	5109.4	Semi standard non polar	33892256
Quadrangularin A,4TMS,isomer #118	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3[C@H](C3=C(O)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1O	4623.1	Standard non polar	33892256
Quadrangularin A,4TMS,isomer #118	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3[C@H](C3=C(O)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1O	6478.0	Standard polar	33892256
Quadrangularin A,4TMS,isomer #119	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3[C@H](C3=C(O)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	5111.8	Semi standard non polar	33892256
Quadrangularin A,4TMS,isomer #119	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3[C@H](C3=C(O)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	4634.5	Standard non polar	33892256
Quadrangularin A,4TMS,isomer #119	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3[C@H](C3=C(O)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	6516.2	Standard polar	33892256
Quadrangularin A,4TMS,isomer #141	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	5190.9	Semi standard non polar	33892256
Quadrangularin A,4TMS,isomer #141	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	4560.5	Standard non polar	33892256
Quadrangularin A,4TMS,isomer #141	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	6425.8	Standard polar	33892256
Quadrangularin A,4TMS,isomer #144	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3[C@H](C3=C(O[Si](C)(C)C)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O)[C@H]2O[Si](C)(C)C)C=C1O	5143.4	Semi standard non polar	33892256
Quadrangularin A,4TMS,isomer #144	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3[C@H](C3=C(O[Si](C)(C)C)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O)[C@H]2O[Si](C)(C)C)C=C1O	4614.3	Standard non polar	33892256
Quadrangularin A,4TMS,isomer #144	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3[C@H](C3=C(O[Si](C)(C)C)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O)[C@H]2O[Si](C)(C)C)C=C1O	6489.8	Standard polar	33892256
Quadrangularin A,4TMS,isomer #145	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3[C@H](C3=C(O[Si](C)(C)C)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O)[C@H]2O[Si](C)(C)C)=CC=C1O	5149.5	Semi standard non polar	33892256
Quadrangularin A,4TMS,isomer #145	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3[C@H](C3=C(O[Si](C)(C)C)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O)[C@H]2O[Si](C)(C)C)=CC=C1O	4625.5	Standard non polar	33892256
Quadrangularin A,4TMS,isomer #145	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3[C@H](C3=C(O[Si](C)(C)C)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O)[C@H]2O[Si](C)(C)C)=CC=C1O	6528.7	Standard polar	33892256
Quadrangularin A,4TMS,isomer #37	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O[Si](C)(C)C)CC3=C1O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	5192.6	Semi standard non polar	33892256
Quadrangularin A,4TMS,isomer #37	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O[Si](C)(C)C)CC3=C1O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	4603.2	Standard non polar	33892256
Quadrangularin A,4TMS,isomer #37	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O[Si](C)(C)C)CC3=C1O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	6501.3	Standard polar	33892256
Quadrangularin A,4TMS,isomer #85	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O[Si](C)(C)C)[C@@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O2	5195.2	Semi standard non polar	33892256
Quadrangularin A,4TMS,isomer #85	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O[Si](C)(C)C)[C@@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O2	4508.7	Standard non polar	33892256
Quadrangularin A,4TMS,isomer #85	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O[Si](C)(C)C)[C@@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O2	6393.3	Standard polar	33892256
Quadrangularin A,4TMS,isomer #86	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=C([C@H]4C5=C(O[Si](C)(C)C)C=C(O)C=C5O[C@H](C5=CC=C(O)C(O)=C5)[C@@H]4O)C(O[Si](C)(C)C)=C3C[C@@H]2O)C=C1O	5165.4	Semi standard non polar	33892256
Quadrangularin A,4TMS,isomer #86	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=C([C@H]4C5=C(O[Si](C)(C)C)C=C(O)C=C5O[C@H](C5=CC=C(O)C(O)=C5)[C@@H]4O)C(O[Si](C)(C)C)=C3C[C@@H]2O)C=C1O	4563.6	Standard non polar	33892256
Quadrangularin A,4TMS,isomer #86	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=C([C@H]4C5=C(O[Si](C)(C)C)C=C(O)C=C5O[C@H](C5=CC=C(O)C(O)=C5)[C@@H]4O)C(O[Si](C)(C)C)=C3C[C@@H]2O)C=C1O	6457.6	Standard polar	33892256
Quadrangularin A,4TMS,isomer #87	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O[Si](C)(C)C)=C([C@H]4C5=C(O[Si](C)(C)C)C=C(O)C=C5O[C@H](C5=CC=C(O)C(O)=C5)[C@@H]4O)C(O[Si](C)(C)C)=C3C[C@@H]2O)=CC=C1O	5160.2	Semi standard non polar	33892256
Quadrangularin A,4TMS,isomer #87	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O[Si](C)(C)C)=C([C@H]4C5=C(O[Si](C)(C)C)C=C(O)C=C5O[C@H](C5=CC=C(O)C(O)=C5)[C@@H]4O)C(O[Si](C)(C)C)=C3C[C@@H]2O)=CC=C1O	4570.5	Standard non polar	33892256
Quadrangularin A,4TMS,isomer #87	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O[Si](C)(C)C)=C([C@H]4C5=C(O[Si](C)(C)C)C=C(O)C=C5O[C@H](C5=CC=C(O)C(O)=C5)[C@@H]4O)C(O[Si](C)(C)C)=C3C[C@@H]2O)=CC=C1O	6501.1	Standard polar	33892256
Quadrangularin A,4TMS,isomer #88	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	5188.2	Semi standard non polar	33892256
Quadrangularin A,4TMS,isomer #88	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	4537.2	Standard non polar	33892256
Quadrangularin A,4TMS,isomer #88	C[Si](C)(C)OC1=CC(O)=CC2=C1[C@H](C1=C(O[Si](C)(C)C)C=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C1O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	6444.1	Standard polar	33892256
Quadrangularin A,4TMS,isomer #89	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3[C@H](C3=C(O[Si](C)(C)C)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O[Si](C)(C)C)[C@H]2O)C=C1O	5157.8	Semi standard non polar	33892256
Quadrangularin A,4TMS,isomer #89	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3[C@H](C3=C(O[Si](C)(C)C)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O[Si](C)(C)C)[C@H]2O)C=C1O	4565.1	Standard non polar	33892256
Quadrangularin A,4TMS,isomer #89	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3[C@H](C3=C(O[Si](C)(C)C)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O[Si](C)(C)C)[C@H]2O)C=C1O	6459.9	Standard polar	33892256
Quadrangularin A,4TMS,isomer #90	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3[C@H](C3=C(O[Si](C)(C)C)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O[Si](C)(C)C)[C@H]2O)=CC=C1O	5162.6	Semi standard non polar	33892256
Quadrangularin A,4TMS,isomer #90	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3[C@H](C3=C(O[Si](C)(C)C)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O[Si](C)(C)C)[C@H]2O)=CC=C1O	4576.1	Standard non polar	33892256
Quadrangularin A,4TMS,isomer #90	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3[C@H](C3=C(O[Si](C)(C)C)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O[Si](C)(C)C)[C@H]2O)=CC=C1O	6500.9	Standard polar	33892256
Quadrangularin A,4TMS,isomer #98	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3[C@H](C3=C(O[Si](C)(C)C)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1O	5099.1	Semi standard non polar	33892256
Quadrangularin A,4TMS,isomer #98	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3[C@H](C3=C(O[Si](C)(C)C)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1O	4609.5	Standard non polar	33892256
Quadrangularin A,4TMS,isomer #98	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3[C@H](C3=C(O[Si](C)(C)C)C=C4O[C@H](C5=CC=C(O)C(O)=C5)[C@@H](O)CC4=C3O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1O	6451.4	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quadrangularin A 10V, Positive-QTOF	splash10-004i-0110980000-2c369a153d6ea6fa2c76	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quadrangularin A 20V, Positive-QTOF	splash10-0a4i-0345920000-459a5d956bdedc477250	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quadrangularin A 40V, Positive-QTOF	splash10-0006-0490110000-789592a7968418ec629b	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quadrangularin A 10V, Negative-QTOF	splash10-004i-0100290000-43401d2c95272f7a5a2a	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quadrangularin A 20V, Negative-QTOF	splash10-0kbr-0920440000-7ae25bb3583e1808f102	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quadrangularin A 40V, Negative-QTOF	splash10-004i-0920000000-bd1f46e683fa8bbf6232	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quadrangularin A 10V, Positive-QTOF	splash10-004i-0000290000-0c7c506e2b6d6edd645e	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quadrangularin A 20V, Positive-QTOF	splash10-056r-0321980000-7242fd3cf9826a7241d8	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quadrangularin A 40V, Positive-QTOF	splash10-00fr-0951350000-461748f7d52c771053bd	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quadrangularin A 10V, Negative-QTOF	splash10-004i-0000090000-51221876ce16ff23d87b	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quadrangularin A 20V, Negative-QTOF	splash10-05r0-0000490000-932bd0bca529a8dcd116	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quadrangularin A 40V, Negative-QTOF	splash10-0wmr-0202690000-e54657e8111a72c52e53	2021-10-22	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

FDB097343

KNApSAcK ID

Not Available

Chemspider ID

10290122

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13990893

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 Quadrangularin A (HMDB0304727)

MOL for HMDB0304727 (Quadrangularin A)

3D MOL for HMDB0304727 (Quadrangularin A)

3D SDF for HMDB0304727 (Quadrangularin A)

3D-SDF for HMDB0304727 (Quadrangularin A)

PDB for HMDB0304727 (Quadrangularin A)

3D PDB for HMDB0304727 (Quadrangularin A)

SMILES for HMDB0304727 (Quadrangularin A)

INCHI for HMDB0304727 (Quadrangularin A)

Structure for HMDB0304727 (Quadrangularin A)

3D Structure for HMDB0304727 (Quadrangularin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra