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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:33:23 UTC

Update Date

2022-03-07 02:55:16 UTC

HMDB ID

HMDB0037318

Secondary Accession Numbers

HMDB37318

Metabolite Identification

Common Name

Isoliquiritin

Description

Isoliquiritin belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Isoliquiritin has been detected, but not quantified in, several different foods, such as red tea, green tea, teas (Camellia sinensis), fruits, and black tea. This could make isoliquiritin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Isoliquiritin.

Structure

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


  Mrv0541 05061309422D          

 30 32  0  0  0  0            999 V2000
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  7  4  2  0  0  0  0
  8  3  2  0  0  0  0
 11  1  2  0  0  0  0
 11  2  1  0  0  0  0
 11  3  1  0  0  0  0
 12  4  1  0  0  0  0
 12  9  2  0  0  0  0
 13  5  2  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 15 14  1  0  0  0  0
 16  9  1  0  0  0  0
 16 14  2  0  0  0  0
 17 10  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 10  1  0  0  0  0
 23 12  1  0  0  0  0
 24 15  2  0  0  0  0
 25 16  1  0  0  0  0
 26 18  1  0  0  0  0
 27 19  1  0  0  0  0
 28 20  1  0  0  0  0
 29 13  1  0  0  0  0
 29 21  1  0  0  0  0
 30 17  1  0  0  0  0
 30 21  1  0  0  0  0
M  END

HMDB0037318
     RDKit          3D
Isoliquiritin
 52 54  0  0  0  0  0  0  0  0999 V2000
    5.2750    0.4796   -3.0832 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0782    0.0351   -1.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6885    0.0896   -1.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9051   -0.1895   -0.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4257   -0.0210   -0.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173   -0.3578    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6709   -0.2470    0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3692    0.2200   -0.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128    0.3584   -0.4151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6562    0.1018    0.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3625    1.2058    0.9744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5758    1.3440    0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1599    2.7236    0.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2486    3.6232   -0.0769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5524    0.2587    0.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2910    0.7125    1.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7680   -0.9981    1.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3619   -0.8814    2.4675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5906   -1.0333    0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9901   -2.2774    0.3317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6756    0.5598   -1.5653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7237    0.4455   -1.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3064   -0.3212   -1.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4971   -0.1640   -1.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7174   -0.4869   -1.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8290   -0.9694   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0941   -1.2840    0.3192 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7079   -1.1332    0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4422   -0.8055    0.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3793   -0.9989    0.9006 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0389    0.4827   -2.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3339   -0.5644    0.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2662   -0.7280    1.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1372   -0.5444    1.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1038   -0.2840    1.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3938    1.1650   -0.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3666    2.9864    1.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0958    2.8339   -0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0806    3.3045   -1.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1961    0.0237   -0.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2672    0.5325    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4454   -1.8448    1.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5883   -1.6654    3.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9566   -0.8487   -0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7172   -2.9532    0.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1791    0.9407   -2.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2094    0.7321   -2.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4516    0.2113   -2.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6447   -0.3732   -2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5923   -0.5391    0.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783   -1.5112    1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4108   -1.3451    1.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  1  0
 21 22  2  0
  2 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 22  5  1  0
 29 23  1  0
 19 10  1  0
  3 31  1  0
  4 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 24 48  1  0
 25 49  1  0
 27 50  1  0
 28 51  1  0
 30 52  1  0
M  END


  Mrv0541 05061309422D          

 30 32  0  0  0  0            999 V2000
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  7  4  2  0  0  0  0
  8  3  2  0  0  0  0
 11  1  2  0  0  0  0
 11  2  1  0  0  0  0
 11  3  1  0  0  0  0
 12  4  1  0  0  0  0
 12  9  2  0  0  0  0
 13  5  2  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 15 14  1  0  0  0  0
 16  9  1  0  0  0  0
 16 14  2  0  0  0  0
 17 10  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 10  1  0  0  0  0
 23 12  1  0  0  0  0
 24 15  2  0  0  0  0
 25 16  1  0  0  0  0
 26 18  1  0  0  0  0
 27 19  1  0  0  0  0
 28 20  1  0  0  0  0
 29 13  1  0  0  0  0
 29 21  1  0  0  0  0
 30 17  1  0  0  0  0
 30 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037318

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OC2=CC=C(\C=C\C(=O)C3=C(O)C=C(O)C=C3)C=C2)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O9/c22-10-17-18(26)19(27)20(28)21(30-17)29-13-5-1-11(2-6-13)3-8-15(24)14-7-4-12(23)9-16(14)25/h1-9,17-23,25-28H,10H2/b8-3+

> <INCHI_KEY>
YNWXJFQOCHMPCK-FPYGCLRLSA-N

> <FORMULA>
C21H22O9

> <MOLECULAR_WEIGHT>
418.394

> <EXACT_MASS>
418.126382302

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
42.249522387382314

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-1-(2,4-dihydroxyphenyl)-3-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-en-1-one

> <ALOGPS_LOGP>
0.82

> <JCHEM_LOGP>
1.361561250666667

> <ALOGPS_LOGS>
-2.89

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.089431425830492

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.776149002874581

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092343686506

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
104.96409999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.36e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-1-(2,4-dihydroxyphenyl)-3-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037318
     RDKit          3D
Isoliquiritin
 52 54  0  0  0  0  0  0  0  0999 V2000
    5.2750    0.4796   -3.0832 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0782    0.0351   -1.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6885    0.0896   -1.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9051   -0.1895   -0.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4257   -0.0210   -0.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173   -0.3578    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6709   -0.2470    0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3692    0.2200   -0.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128    0.3584   -0.4151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6562    0.1018    0.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3625    1.2058    0.9744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5758    1.3440    0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1599    2.7236    0.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2486    3.6232   -0.0769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5524    0.2587    0.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2910    0.7125    1.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7680   -0.9981    1.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3619   -0.8814    2.4675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5906   -1.0333    0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9901   -2.2774    0.3317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6756    0.5598   -1.5653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7237    0.4455   -1.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3064   -0.3212   -1.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4971   -0.1640   -1.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7174   -0.4869   -1.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8290   -0.9694   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0941   -1.2840    0.3192 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7079   -1.1332    0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4422   -0.8055    0.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3793   -0.9989    0.9006 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0389    0.4827   -2.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3339   -0.5644    0.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2662   -0.7280    1.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1372   -0.5444    1.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1038   -0.2840    1.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3938    1.1650   -0.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3666    2.9864    1.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0958    2.8339   -0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0806    3.3045   -1.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1961    0.0237   -0.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2672    0.5325    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4454   -1.8448    1.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5883   -1.6654    3.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9566   -0.8487   -0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7172   -2.9532    0.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1791    0.9407   -2.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2094    0.7321   -2.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4516    0.2113   -2.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6447   -0.3732   -2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5923   -0.5391    0.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783   -1.5112    1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4108   -1.3451    1.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  1  0
 21 22  2  0
  2 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 22  5  1  0
 29 23  1  0
 19 10  1  0
  3 31  1  0
  4 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 24 48  1  0
 25 49  1  0
 27 50  1  0
 28 51  1  0
 30 52  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.000  13.860   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.334  11.550   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.001   8.470   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.667  10.780   0.000  0.00  0.00           O+0
CONECT    1    5   11                                                       
CONECT    2    6   11                                                       
CONECT    3    8   11                                                       
CONECT    4    7   12                                                       
CONECT    5    1   13                                                       
CONECT    6    2   13                                                       
CONECT    7    4   14                                                       
CONECT    8    3   15                                                       
CONECT    9   12   16                                                       
CONECT   10   17   22                                                       
CONECT   11    1    2    3                                                  
CONECT   12    4    9   23                                                  
CONECT   13    5    6   29                                                  
CONECT   14    7   15   16                                                  
CONECT   15    8   14   24                                                  
CONECT   16    9   14   25                                                  
CONECT   17   10   18   30                                                  
CONECT   18   17   19   26                                                  
CONECT   19   18   20   27                                                  
CONECT   20   19   21   28                                                  
CONECT   21   20   29   30                                                  
CONECT   22   10                                                            
CONECT   23   12                                                            
CONECT   24   15                                                            
CONECT   25   16                                                            
CONECT   26   18                                                            
CONECT   27   19                                                            
CONECT   28   20                                                            
CONECT   29   13   21                                                       
CONECT   30   17   21                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0037318
HETATM    1  O1  UNL     1       5.275   0.480  -3.083  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.078   0.035  -1.815  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.689   0.090  -1.557  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.905  -0.190  -0.564  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.426  -0.021  -0.591  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.717  -0.358   0.540  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.671  -0.247   0.644  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.369   0.220  -0.430  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.713   0.358  -0.415  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.656   0.102   0.566  1.00  0.00           C  
HETATM   11  O3  UNL     1      -4.363   1.206   0.974  1.00  0.00           O  
HETATM   12  C9  UNL     1      -5.576   1.344   0.333  1.00  0.00           C  
HETATM   13  C10 UNL     1      -6.160   2.724   0.480  1.00  0.00           C  
HETATM   14  O4  UNL     1      -5.249   3.623  -0.077  1.00  0.00           O  
HETATM   15  C11 UNL     1      -6.552   0.259   0.786  1.00  0.00           C  
HETATM   16  O5  UNL     1      -7.291   0.713   1.845  1.00  0.00           O  
HETATM   17  C12 UNL     1      -5.768  -0.998   1.143  1.00  0.00           C  
HETATM   18  O6  UNL     1      -5.362  -0.881   2.467  1.00  0.00           O  
HETATM   19  C13 UNL     1      -4.591  -1.033   0.196  1.00  0.00           C  
HETATM   20  O7  UNL     1      -3.990  -2.277   0.332  1.00  0.00           O  
HETATM   21  C14 UNL     1      -0.676   0.560  -1.565  1.00  0.00           C  
HETATM   22  C15 UNL     1       0.724   0.445  -1.663  1.00  0.00           C  
HETATM   23  C16 UNL     1       6.306  -0.321  -1.205  1.00  0.00           C  
HETATM   24  C17 UNL     1       7.497  -0.164  -1.974  1.00  0.00           C  
HETATM   25  C18 UNL     1       8.717  -0.487  -1.448  1.00  0.00           C  
HETATM   26  C19 UNL     1       8.829  -0.969  -0.171  1.00  0.00           C  
HETATM   27  O8  UNL     1      10.094  -1.284   0.319  1.00  0.00           O  
HETATM   28  C20 UNL     1       7.708  -1.133   0.596  1.00  0.00           C  
HETATM   29  C21 UNL     1       6.442  -0.806   0.071  1.00  0.00           C  
HETATM   30  O9  UNL     1       5.379  -0.999   0.901  1.00  0.00           O  
HETATM   31  H1  UNL     1       3.039   0.483  -2.440  1.00  0.00           H  
HETATM   32  H2  UNL     1       3.334  -0.564   0.336  1.00  0.00           H  
HETATM   33  H3  UNL     1       1.266  -0.728   1.393  1.00  0.00           H  
HETATM   34  H4  UNL     1      -1.137  -0.544   1.596  1.00  0.00           H  
HETATM   35  H5  UNL     1      -3.104  -0.284   1.478  1.00  0.00           H  
HETATM   36  H6  UNL     1      -5.394   1.165  -0.745  1.00  0.00           H  
HETATM   37  H7  UNL     1      -6.367   2.986   1.536  1.00  0.00           H  
HETATM   38  H8  UNL     1      -7.096   2.834  -0.082  1.00  0.00           H  
HETATM   39  H9  UNL     1      -5.081   3.305  -1.004  1.00  0.00           H  
HETATM   40  H10 UNL     1      -7.196   0.024  -0.078  1.00  0.00           H  
HETATM   41  H11 UNL     1      -8.267   0.533   1.771  1.00  0.00           H  
HETATM   42  H12 UNL     1      -6.445  -1.845   1.055  1.00  0.00           H  
HETATM   43  H13 UNL     1      -5.588  -1.665   3.014  1.00  0.00           H  
HETATM   44  H14 UNL     1      -4.957  -0.849  -0.836  1.00  0.00           H  
HETATM   45  H15 UNL     1      -4.717  -2.953   0.514  1.00  0.00           H  
HETATM   46  H16 UNL     1      -1.179   0.941  -2.461  1.00  0.00           H  
HETATM   47  H17 UNL     1       1.209   0.732  -2.591  1.00  0.00           H  
HETATM   48  H18 UNL     1       7.452   0.211  -2.980  1.00  0.00           H  
HETATM   49  H19 UNL     1       9.645  -0.373  -2.023  1.00  0.00           H  
HETATM   50  H20 UNL     1      10.592  -0.539   0.789  1.00  0.00           H  
HETATM   51  H21 UNL     1       7.778  -1.511   1.602  1.00  0.00           H  
HETATM   52  H22 UNL     1       5.411  -1.345   1.831  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   23
CONECT    3    4    4   31
CONECT    4    5   32
CONECT    5    6    6   22
CONECT    6    7   33
CONECT    7    8    8   34
CONECT    8    9   21
CONECT    9   10
CONECT   10   11   19   35
CONECT   11   12
CONECT   12   13   15   36
CONECT   13   14   37   38
CONECT   14   39
CONECT   15   16   17   40
CONECT   16   41
CONECT   17   18   19   42
CONECT   18   43
CONECT   19   20   44
CONECT   20   45
CONECT   21   22   22   46
CONECT   22   47
CONECT   23   24   24   29
CONECT   24   25   48
CONECT   25   26   26   49
CONECT   26   27   28
CONECT   27   50
CONECT   28   29   29   51
CONECT   29   30
CONECT   30   52
END

HMDB0037318
     RDKit          3D
Isoliquiritin
 52 54  0  0  0  0  0  0  0  0999 V2000
    5.2750    0.4796   -3.0832 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0782    0.0351   -1.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6885    0.0896   -1.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9051   -0.1895   -0.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4257   -0.0210   -0.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173   -0.3578    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6709   -0.2470    0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3692    0.2200   -0.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128    0.3584   -0.4151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6562    0.1018    0.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3625    1.2058    0.9744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5758    1.3440    0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1599    2.7236    0.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2486    3.6232   -0.0769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5524    0.2587    0.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2910    0.7125    1.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7680   -0.9981    1.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3619   -0.8814    2.4675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5906   -1.0333    0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9901   -2.2774    0.3317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6756    0.5598   -1.5653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7237    0.4455   -1.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3064   -0.3212   -1.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4971   -0.1640   -1.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7174   -0.4869   -1.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8290   -0.9694   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0941   -1.2840    0.3192 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7079   -1.1332    0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4422   -0.8055    0.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3793   -0.9989    0.9006 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0389    0.4827   -2.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3339   -0.5644    0.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2662   -0.7280    1.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1372   -0.5444    1.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1038   -0.2840    1.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3938    1.1650   -0.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3666    2.9864    1.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0958    2.8339   -0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0806    3.3045   -1.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1961    0.0237   -0.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2672    0.5325    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4454   -1.8448    1.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5883   -1.6654    3.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9566   -0.8487   -0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7172   -2.9532    0.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1791    0.9407   -2.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2094    0.7321   -2.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4516    0.2113   -2.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6447   -0.3732   -2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5923   -0.5391    0.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783   -1.5112    1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4108   -1.3451    1.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  1  0
 21 22  2  0
  2 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 22  5  1  0
 29 23  1  0
 19 10  1  0
  3 31  1  0
  4 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 24 48  1  0
 25 49  1  0
 27 50  1  0
 28 51  1  0
 30 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Isoliquiritoside	HMDB

Chemical Formula

C₂₁H₂₂O₉

Average Molecular Weight

418.394

Monoisotopic Molecular Weight

418.126382302

IUPAC Name

(2E)-1-(2,4-dihydroxyphenyl)-3-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-en-1-one

Traditional Name

(2E)-1-(2,4-dihydroxyphenyl)-3-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-en-1-one

CAS Registry Number

5041-81-6

SMILES

OCC1OC(OC2=CC=C(\C=C\C(=O)C3=C(O)C=C(O)C=C3)C=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C21H22O9/c22-10-17-18(26)19(27)20(28)21(30-17)29-13-5-1-11(2-6-13)3-8-15(24)14-7-4-12(23)9-16(14)25/h1-9,17-23,25-28H,10H2/b8-3+

InChI Key

YNWXJFQOCHMPCK-FPYGCLRLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid O-glycosides

Alternative Parents

Substituents

Flavonoid o-glycoside
2'-hydroxychalcone
Linear 1,3-diarylpropanoid
Cinnamylphenol
Phenolic glycoside
Hexose monosaccharide
Hydroxycinnamic acid or derivatives
Glycosyl compound
O-glycosyl compound
Aryl ketone
Phenol ether
Phenoxy compound
Styrene
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Oxane
Monosaccharide
Benzenoid
Monocyclic benzene moiety
Acryloyl-group
Enone
Vinylogous acid
Alpha,beta-unsaturated ketone
Ketone
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0037318)
Cytoplasm (HMDB: HMDB0037318)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037318)

Source

Exogenous

Food

Food (HMDB: HMDB0037318)

Tea

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0037318)

Not Available

Nutrient (HMDB: HMDB0037318)

Industrial application

Pharmaceutical industry

Antidepressant (HMDB: HMDB0037318)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	187 - 189 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1292 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.54 g/L	ALOGPS
logP	0.82	ALOGPS
logP	1.36	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	7.78	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	104.96 m³·mol⁻¹	ChemAxon
Polarizability	42.25 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	196.893	30932474
DeepCCS	[M-H]-	194.535	30932474
DeepCCS	[M-2H]-	227.922	30932474
DeepCCS	[M+Na]+	203.107	30932474
AllCCS	[M+H]+	200.0	32859911
AllCCS	[M+H-H2O]+	197.4	32859911
AllCCS	[M+NH4]+	202.3	32859911
AllCCS	[M+Na]+	203.0	32859911
AllCCS	[M-H]-	195.0	32859911
AllCCS	[M+Na-2H]-	195.5	32859911
AllCCS	[M+HCOO]-	196.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isoliquiritin	OCC1OC(OC2=CC=C(\C=C\C(=O)C3=C(O)C=C(O)C=C3)C=C2)C(O)C(O)C1O	5869.9	Standard polar	33892256
Isoliquiritin	OCC1OC(OC2=CC=C(\C=C\C(=O)C3=C(O)C=C(O)C=C3)C=C2)C(O)C(O)C1O	4076.6	Standard non polar	33892256
Isoliquiritin	OCC1OC(OC2=CC=C(\C=C\C(=O)C3=C(O)C=C(O)C=C3)C=C2)C(O)C(O)C1O	4188.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isoliquiritin,1TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O)C(O)C1O	4103.3	Semi standard non polar	33892256
Isoliquiritin,1TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC=C1C(=O)/C=C/C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C=C1	4092.4	Semi standard non polar	33892256
Isoliquiritin,1TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O)C(O)C3O)C=C2)C(O)=C1	4136.7	Semi standard non polar	33892256
Isoliquiritin,1TMS,isomer #4	C[Si](C)(C)OC1C(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)OC(CO)C(O)C1O	4072.5	Semi standard non polar	33892256
Isoliquiritin,1TMS,isomer #5	C[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C1O	4068.2	Semi standard non polar	33892256
Isoliquiritin,1TMS,isomer #6	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O)C1O	4073.3	Semi standard non polar	33892256
Isoliquiritin,2TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O)C=C2)C(O)C(O)C1O	4038.1	Semi standard non polar	33892256
Isoliquiritin,2TMS,isomer #10	C[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O[Si](C)(C)C)C(O)C3O)C=C2)C(O)=C1	3989.9	Semi standard non polar	33892256
Isoliquiritin,2TMS,isomer #11	C[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O)C(O[Si](C)(C)C)C3O)C=C2)C(O)=C1	3991.7	Semi standard non polar	33892256
Isoliquiritin,2TMS,isomer #12	C[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O)C(O)C3O[Si](C)(C)C)C=C2)C(O)=C1	3998.8	Semi standard non polar	33892256
Isoliquiritin,2TMS,isomer #13	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O[Si](C)(C)C)C1O	3979.5	Semi standard non polar	33892256
Isoliquiritin,2TMS,isomer #14	C[Si](C)(C)OC1C(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)OC(CO)C(O)C1O[Si](C)(C)C	3988.4	Semi standard non polar	33892256
Isoliquiritin,2TMS,isomer #15	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O)C1O[Si](C)(C)C	3962.9	Semi standard non polar	33892256
Isoliquiritin,2TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O[Si](C)(C)C)C=C2)C(O)C(O)C1O	4019.7	Semi standard non polar	33892256
Isoliquiritin,2TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O[Si](C)(C)C)C(O)C1O	4030.7	Semi standard non polar	33892256
Isoliquiritin,2TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O)C(O[Si](C)(C)C)C1O	4010.3	Semi standard non polar	33892256
Isoliquiritin,2TMS,isomer #5	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O)C(O)C1O[Si](C)(C)C	4027.6	Semi standard non polar	33892256
Isoliquiritin,2TMS,isomer #6	C[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O)C(O)C3O)C=C2)C(O[Si](C)(C)C)=C1	4018.7	Semi standard non polar	33892256
Isoliquiritin,2TMS,isomer #7	C[Si](C)(C)OC1=CC(O)=CC=C1C(=O)/C=C/C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)C=C1	3974.0	Semi standard non polar	33892256
Isoliquiritin,2TMS,isomer #8	C[Si](C)(C)OC1=CC(O)=CC=C1C(=O)/C=C/C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)C=C1	3955.0	Semi standard non polar	33892256
Isoliquiritin,2TMS,isomer #9	C[Si](C)(C)OC1=CC(O)=CC=C1C(=O)/C=C/C1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)C=C1	3984.2	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C=C2)C(O)C(O)C1O	3896.7	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #10	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3922.5	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #11	C[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O[Si](C)(C)C)C(O)C3O)C=C2)C(O[Si](C)(C)C)=C1	3879.7	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #12	C[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O)C(O[Si](C)(C)C)C3O)C=C2)C(O[Si](C)(C)C)=C1	3875.6	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #13	C[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O)C(O)C3O[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)=C1	3878.0	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #14	C[Si](C)(C)OC1=CC(O)=CC=C1C(=O)/C=C/C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C=C1	3877.8	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #15	C[Si](C)(C)OC1=CC(O)=CC=C1C(=O)/C=C/C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C=C1	3899.6	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #16	C[Si](C)(C)OC1=CC(O)=CC=C1C(=O)/C=C/C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=C1	3894.7	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #17	C[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)C=C2)C(O)=C1	3879.0	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #18	C[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)C=C2)C(O)=C1	3889.4	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #19	C[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C=C2)C(O)=C1	3897.5	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O)C=C2)C(O[Si](C)(C)C)C(O)C1O	3917.4	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #20	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3922.0	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O)C=C2)C(O)C(O[Si](C)(C)C)C1O	3912.4	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O)C=C2)C(O)C(O)C1O[Si](C)(C)C	3907.6	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #5	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)C(O)C1O	3924.1	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #6	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O[Si](C)(C)C)C=C2)C(O)C(O[Si](C)(C)C)C1O	3879.4	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #7	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O[Si](C)(C)C)C=C2)C(O)C(O)C1O[Si](C)(C)C	3911.0	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #8	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3931.1	Semi standard non polar	33892256
Isoliquiritin,3TMS,isomer #9	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3960.3	Semi standard non polar	33892256
Isoliquiritin,4TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)C(O)C1O	3828.1	Semi standard non polar	33892256
Isoliquiritin,4TMS,isomer #10	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3926.1	Semi standard non polar	33892256
Isoliquiritin,4TMS,isomer #11	C[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)C=C2)C(O[Si](C)(C)C)=C1	3827.4	Semi standard non polar	33892256
Isoliquiritin,4TMS,isomer #12	C[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)=C1	3832.8	Semi standard non polar	33892256
Isoliquiritin,4TMS,isomer #13	C[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)=C1	3827.5	Semi standard non polar	33892256
Isoliquiritin,4TMS,isomer #14	C[Si](C)(C)OC1=CC(O)=CC=C1C(=O)/C=C/C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=C1	3849.5	Semi standard non polar	33892256
Isoliquiritin,4TMS,isomer #15	C[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C=C2)C(O)=C1	3836.3	Semi standard non polar	33892256
Isoliquiritin,4TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C=C2)C(O)C(O[Si](C)(C)C)C1O	3829.4	Semi standard non polar	33892256
Isoliquiritin,4TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C=C2)C(O)C(O)C1O[Si](C)(C)C	3834.6	Semi standard non polar	33892256
Isoliquiritin,4TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3843.4	Semi standard non polar	33892256
Isoliquiritin,4TMS,isomer #5	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O)C=C2)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3860.2	Semi standard non polar	33892256
Isoliquiritin,4TMS,isomer #6	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O)C=C2)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3844.1	Semi standard non polar	33892256
Isoliquiritin,4TMS,isomer #7	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3853.5	Semi standard non polar	33892256
Isoliquiritin,4TMS,isomer #8	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3879.6	Semi standard non polar	33892256
Isoliquiritin,4TMS,isomer #9	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O[Si](C)(C)C)C=C2)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3849.1	Semi standard non polar	33892256
Isoliquiritin,5TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3809.0	Semi standard non polar	33892256
Isoliquiritin,5TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3828.2	Semi standard non polar	33892256
Isoliquiritin,5TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C=C2)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3816.8	Semi standard non polar	33892256
Isoliquiritin,5TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3837.7	Semi standard non polar	33892256
Isoliquiritin,5TMS,isomer #5	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3863.7	Semi standard non polar	33892256
Isoliquiritin,5TMS,isomer #6	C[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)=C1	3807.1	Semi standard non polar	33892256
Isoliquiritin,6TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3833.3	Semi standard non polar	33892256
Isoliquiritin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O)C(O)C1O	4369.1	Semi standard non polar	33892256
Isoliquiritin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C(=O)/C=C/C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C=C1	4363.3	Semi standard non polar	33892256
Isoliquiritin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O)C(O)C3O)C=C2)C(O)=C1	4396.8	Semi standard non polar	33892256
Isoliquiritin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)OC(CO)C(O)C1O	4363.5	Semi standard non polar	33892256
Isoliquiritin,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C1O	4359.2	Semi standard non polar	33892256
Isoliquiritin,1TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O)C1O	4361.6	Semi standard non polar	33892256
Isoliquiritin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O)C=C2)C(O)C(O)C1O	4539.1	Semi standard non polar	33892256
Isoliquiritin,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C3O)C=C2)C(O)=C1	4536.8	Semi standard non polar	33892256
Isoliquiritin,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C3O)C=C2)C(O)=C1	4543.8	Semi standard non polar	33892256
Isoliquiritin,2TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O)C(O)C3O[Si](C)(C)C(C)(C)C)C=C2)C(O)=C1	4541.5	Semi standard non polar	33892256
Isoliquiritin,2TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O[Si](C)(C)C(C)(C)C)C1O	4522.8	Semi standard non polar	33892256
Isoliquiritin,2TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)OC(CO)C(O)C1O[Si](C)(C)C(C)(C)C	4525.2	Semi standard non polar	33892256
Isoliquiritin,2TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O)C1O[Si](C)(C)C(C)(C)C	4499.5	Semi standard non polar	33892256
Isoliquiritin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O[Si](C)(C)C(C)(C)C)C=C2)C(O)C(O)C1O	4495.9	Semi standard non polar	33892256
Isoliquiritin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	4533.9	Semi standard non polar	33892256
Isoliquiritin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	4519.3	Semi standard non polar	33892256
Isoliquiritin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	4510.0	Semi standard non polar	33892256
Isoliquiritin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O)C(O)C3O)C=C2)C(O[Si](C)(C)C(C)(C)C)=C1	4536.7	Semi standard non polar	33892256
Isoliquiritin,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C(=O)/C=C/C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C=C1	4486.8	Semi standard non polar	33892256
Isoliquiritin,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C(=O)/C=C/C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C=C1	4475.2	Semi standard non polar	33892256
Isoliquiritin,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C(=O)/C=C/C1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C=C1	4492.6	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)C=C2)C(O)C(O)C1O	4655.1	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4632.4	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C3O)C=C2)C(O[Si](C)(C)C(C)(C)C)=C1	4671.4	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C3O)C=C2)C(O[Si](C)(C)C(C)(C)C)=C1	4660.3	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O)C(O)C3O[Si](C)(C)C(C)(C)C)C=C2)C(O[Si](C)(C)C(C)(C)C)=C1	4659.1	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C(=O)/C=C/C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C=C1	4592.7	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C(=O)/C=C/C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C=C1	4610.7	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #16	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C(=O)/C=C/C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C=C1	4617.9	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #17	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O)C=C2)C(O)=C1	4651.5	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #18	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C3O[Si](C)(C)C(C)(C)C)C=C2)C(O)=C1	4661.2	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #19	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)C=C2)C(O)=C1	4673.1	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	4655.9	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #20	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4633.0	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O)C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	4665.4	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O)C=C2)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	4650.0	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O[Si](C)(C)C(C)(C)C)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	4613.6	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O[Si](C)(C)C(C)(C)C)C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	4602.4	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O[Si](C)(C)C(C)(C)C)C=C2)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	4607.1	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	4641.3	Semi standard non polar	33892256
Isoliquiritin,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	4664.0	Semi standard non polar	33892256
Isoliquiritin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	4774.5	Semi standard non polar	33892256
Isoliquiritin,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4781.5	Semi standard non polar	33892256
Isoliquiritin,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O)C=C2)C(O[Si](C)(C)C(C)(C)C)=C1	4785.0	Semi standard non polar	33892256
Isoliquiritin,4TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C3O[Si](C)(C)C(C)(C)C)C=C2)C(O[Si](C)(C)C(C)(C)C)=C1	4785.2	Semi standard non polar	33892256
Isoliquiritin,4TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)C=C2)C(O[Si](C)(C)C(C)(C)C)=C1	4802.1	Semi standard non polar	33892256
Isoliquiritin,4TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C(=O)/C=C/C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C=C1	4713.7	Semi standard non polar	33892256
Isoliquiritin,4TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)/C=C/C2=CC=C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)C=C2)C(O)=C1	4792.2	Semi standard non polar	33892256
Isoliquiritin,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	4801.3	Semi standard non polar	33892256
Isoliquiritin,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)C=C2)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	4782.6	Semi standard non polar	33892256
Isoliquiritin,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	4815.8	Semi standard non polar	33892256
Isoliquiritin,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	4837.4	Semi standard non polar	33892256
Isoliquiritin,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O)C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4817.1	Semi standard non polar	33892256
Isoliquiritin,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O[Si](C)(C)C(C)(C)C)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	4735.3	Semi standard non polar	33892256
Isoliquiritin,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O[Si](C)(C)C(C)(C)C)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	4755.8	Semi standard non polar	33892256
Isoliquiritin,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)C3=CC=C(O)C=C3O[Si](C)(C)C(C)(C)C)C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4732.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Isoliquiritin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zg0-6935300000-4bacd19fec8c941a962b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoliquiritin GC-MS (3 TMS) - 70eV, Positive	splash10-01bi-4631009000-85f3a8824823ec2c6262	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoliquiritin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoliquiritin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoliquiritin 10V, Positive-QTOF	splash10-0pvi-0290500000-c32b6ccd1368769cfabe	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoliquiritin 20V, Positive-QTOF	splash10-0a4r-0590000000-52adf71e988a32399aae	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoliquiritin 40V, Positive-QTOF	splash10-052s-1930000000-0db7baf4f53e48c081cf	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoliquiritin 10V, Negative-QTOF	splash10-066r-1583900000-55997ddc3db62250c3e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoliquiritin 20V, Negative-QTOF	splash10-0a4i-1592000000-8f2d48e56e9aadedfc05	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoliquiritin 40V, Negative-QTOF	splash10-0a4i-4970000000-4f00f0999f854982aa3b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoliquiritin 10V, Positive-QTOF	splash10-05mk-0890600000-81eeaaf9376b23cc6797	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoliquiritin 20V, Positive-QTOF	splash10-0002-0986200000-67c2c65b7dbcff506c84	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoliquiritin 40V, Positive-QTOF	splash10-052r-4931000000-3ea4bbe29d24128b387a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoliquiritin 10V, Negative-QTOF	splash10-066r-0371900000-679cede895ea206c9916	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoliquiritin 20V, Negative-QTOF	splash10-0ap0-5973100000-633affa5508a14a37472	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoliquiritin 40V, Negative-QTOF	splash10-014i-0930000000-22fa72c90eb4917beb90	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14187588

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1859791

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Wang W, Hu X, Zhao Z, Liu P, Hu Y, Zhou J, Zhou D, Wang Z, Guo D, Guo H: Antidepressant-like effects of liquiritin and isoliquiritin from Glycyrrhiza uralensis in the forced swimming test and tail suspension test in mice. Prog Neuropsychopharmacol Biol Psychiatry. 2008 Jul 1;32(5):1179-84. doi: 10.1016/j.pnpbp.2007.12.021. Epub 2008 Jan 18. [PubMed:18289754 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Isoliquiritin (HMDB0037318)

MOL for HMDB0037318 (Isoliquiritin)

3D MOL for HMDB0037318 (Isoliquiritin)

3D SDF for HMDB0037318 (Isoliquiritin)

3D-SDF for HMDB0037318 (Isoliquiritin)

PDB for HMDB0037318 (Isoliquiritin)

3D PDB for HMDB0037318 (Isoliquiritin)

SMILES for HMDB0037318 (Isoliquiritin)

INCHI for HMDB0037318 (Isoliquiritin)

Structure for HMDB0037318 (Isoliquiritin)

3D Structure for HMDB0037318 (Isoliquiritin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra