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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:46:34 UTC

Update Date

2022-03-07 02:53:10 UTC

HMDB ID

HMDB0031927

Secondary Accession Numbers

HMDB31927

Metabolite Identification

Common Name

Glyurallin B

Description

Glyurallin B belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Based on a literature review a significant number of articles have been published on Glyurallin B.

Structure

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


  Mrv0541 05061306142D          

 31 33  0  0  0  0            999 V2000
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    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
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    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
    3.5724    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
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    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
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    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    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  5  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  6  2  0  0  0  0
 15  7  1  0  0  0  0
 15  9  2  0  0  0  0
 16  9  1  0  0  0  0
 16 10  2  0  0  0  0
 17  8  1  0  0  0  0
 18 12  2  0  0  0  0
 18 16  1  0  0  0  0
 19 11  2  0  0  0  0
 19 17  1  0  0  0  0
 20 11  1  0  0  0  0
 21 10  1  0  0  0  0
 22 20  2  0  0  0  0
 23 15  1  0  0  0  0
 23 21  2  0  0  0  0
 24 18  1  0  0  0  0
 24 22  1  0  0  0  0
 25 17  2  0  0  0  0
 25 22  1  0  0  0  0
 26 19  1  0  0  0  0
 27 20  1  0  0  0  0
 28 21  1  0  0  0  0
 29 23  1  0  0  0  0
 30 24  2  0  0  0  0
 31 12  1  0  0  0  0
 31 25  1  0  0  0  0
M  END

HMDB0031927
     RDKit          3D
Glyurallin B
 57 59  0  0  0  0  0  0  0  0999 V2000
    6.3737    1.8460   -2.8997 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1491    1.2937   -1.5051 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3837    0.9181   -0.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9265    1.2157   -1.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5518    0.6999    0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4808   -0.3224    0.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1766    0.0898    0.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -0.8122    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2331   -0.4658    0.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8026    0.6985    0.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0384    1.0348    0.5661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8115    0.2816    1.3012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1270    0.6828    1.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6166    1.9442    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9442    1.9536   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9142    1.0623   -1.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5129   -0.3423   -1.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3509    1.5210   -2.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9692   -0.1052    2.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2660    0.3418    2.5664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4857   -1.2805    2.8521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1804   -1.7093    2.6134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7996   -2.8726    3.1555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3787   -0.9110    1.8411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0694   -1.2556    1.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6288   -2.3269    2.0168 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4045   -2.1167    0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6731   -2.5422   -0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9586   -3.8350   -0.6037 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7263   -1.6079   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0133   -2.0098   -0.4625 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6698    0.9959   -3.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4478    2.3111   -3.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1934    2.5878   -2.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2671    0.9818    0.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2112    1.5928   -1.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7144   -0.1356   -1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1049    1.5632   -1.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4515    0.2931    0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2440    1.5708    0.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9985    1.0998    0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2411    1.3863   -0.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5624    2.2410    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9239    2.7993    1.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3046    2.9996   -0.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -0.5096   -1.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8511   -0.8812   -0.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0016   -0.9444   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9472    0.8795   -3.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9231    2.5372   -2.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4587    1.5032   -2.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8587   -0.2425    3.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1523   -1.8888    3.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0584   -3.4657    3.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5877   -2.8234    0.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2169   -4.5185   -0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7620   -1.3543   -0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
  8 27  2  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 30  6  1  0
 25  9  1  0
 24 12  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
 10 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 20 52  1  0
 21 53  1  0
 23 54  1  0
 27 55  1  0
 29 56  1  0
 31 57  1  0
M  END


  Mrv0541 05061306142D          

 31 33  0  0  0  0            999 V2000
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    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
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    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
    3.5724    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
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    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
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    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    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  5  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  6  2  0  0  0  0
 15  7  1  0  0  0  0
 15  9  2  0  0  0  0
 16  9  1  0  0  0  0
 16 10  2  0  0  0  0
 17  8  1  0  0  0  0
 18 12  2  0  0  0  0
 18 16  1  0  0  0  0
 19 11  2  0  0  0  0
 19 17  1  0  0  0  0
 20 11  1  0  0  0  0
 21 10  1  0  0  0  0
 22 20  2  0  0  0  0
 23 15  1  0  0  0  0
 23 21  2  0  0  0  0
 24 18  1  0  0  0  0
 24 22  1  0  0  0  0
 25 17  2  0  0  0  0
 25 22  1  0  0  0  0
 26 19  1  0  0  0  0
 27 20  1  0  0  0  0
 28 21  1  0  0  0  0
 29 23  1  0  0  0  0
 30 24  2  0  0  0  0
 31 12  1  0  0  0  0
 31 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031927

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=CC(=CC(O)=C1O)C1=COC2=C(CC=C(C)C)C(O)=CC(O)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O6/c1-13(2)5-7-15-9-16(10-21(28)23(15)29)18-12-31-25-17(8-6-14(3)4)19(26)11-20(27)22(25)24(18)30/h5-6,9-12,26-29H,7-8H2,1-4H3

> <INCHI_KEY>
DPLWUTYEBRKBLI-UHFFFAOYSA-N

> <FORMULA>
C25H26O6

> <MOLECULAR_WEIGHT>
422.4703

> <EXACT_MASS>
422.172938564

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
46.719619472370894

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

> <ALOGPS_LOGP>
4.62

> <JCHEM_LOGP>
6.230441066666666

> <ALOGPS_LOGS>
-4.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.478053100302898

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.419892883868742

> <JCHEM_PKA_STRONGEST_BASIC>
-5.180836320211726

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
122.14939999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.78e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031927
     RDKit          3D
Glyurallin B
 57 59  0  0  0  0  0  0  0  0999 V2000
    6.3737    1.8460   -2.8997 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1491    1.2937   -1.5051 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3837    0.9181   -0.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9265    1.2157   -1.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5518    0.6999    0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4808   -0.3224    0.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1766    0.0898    0.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -0.8122    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2331   -0.4658    0.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8026    0.6985    0.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0384    1.0348    0.5661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8115    0.2816    1.3012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1270    0.6828    1.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6166    1.9442    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9442    1.9536   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9142    1.0623   -1.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5129   -0.3423   -1.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3509    1.5210   -2.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9692   -0.1052    2.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2660    0.3418    2.5664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4857   -1.2805    2.8521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1804   -1.7093    2.6134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7996   -2.8726    3.1555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3787   -0.9110    1.8411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0694   -1.2556    1.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6288   -2.3269    2.0168 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4045   -2.1167    0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6731   -2.5422   -0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9586   -3.8350   -0.6037 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7263   -1.6079   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0133   -2.0098   -0.4625 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6698    0.9959   -3.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4478    2.3111   -3.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1934    2.5878   -2.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2671    0.9818    0.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2112    1.5928   -1.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7144   -0.1356   -1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1049    1.5632   -1.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4515    0.2931    0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2440    1.5708    0.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9985    1.0998    0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2411    1.3863   -0.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5624    2.2410    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9239    2.7993    1.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3046    2.9996   -0.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -0.5096   -1.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8511   -0.8812   -0.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0016   -0.9444   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9472    0.8795   -3.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9231    2.5372   -2.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4587    1.5032   -2.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8587   -0.2425    3.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1523   -1.8888    3.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0584   -3.4657    3.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5877   -2.8234    0.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2169   -4.5185   -0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7620   -1.3543   -0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
  8 27  2  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 30  6  1  0
 25  9  1  0
 24 12  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
 10 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 20 52  1  0
 21 53  1  0
 23 54  1  0
 27 55  1  0
 29 56  1  0
 31 57  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      16.004   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.671   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.671   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   14                                                            
CONECT    5    7   13                                                       
CONECT    6    8   14                                                       
CONECT    7    5   15                                                       
CONECT    8    6   17                                                       
CONECT    9   15   16                                                       
CONECT   10   16   21                                                       
CONECT   11   19   20                                                       
CONECT   12   18   31                                                       
CONECT   13    1    2    5                                                  
CONECT   14    3    4    6                                                  
CONECT   15    7    9   23                                                  
CONECT   16    9   10   18                                                  
CONECT   17    8   19   25                                                  
CONECT   18   12   16   24                                                  
CONECT   19   11   17   26                                                  
CONECT   20   11   22   27                                                  
CONECT   21   10   23   28                                                  
CONECT   22   20   24   25                                                  
CONECT   23   15   21   29                                                  
CONECT   24   18   22   30                                                  
CONECT   25   17   22   31                                                  
CONECT   26   19                                                            
CONECT   27   20                                                            
CONECT   28   21                                                            
CONECT   29   23                                                            
CONECT   30   24                                                            
CONECT   31   12   25                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0031927
HETATM    1  C1  UNL     1       6.374   1.846  -2.900  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.149   1.294  -1.505  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.384   0.918  -0.778  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.927   1.216  -1.049  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.552   0.700   0.281  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.481  -0.322   0.211  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.177   0.090   0.526  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.136  -0.812   0.462  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.233  -0.466   0.771  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.803   0.698   0.299  1.00  0.00           C  
HETATM   11  O1  UNL     1      -2.038   1.035   0.566  1.00  0.00           O  
HETATM   12  C11 UNL     1      -2.812   0.282   1.301  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.127   0.683   1.560  1.00  0.00           C  
HETATM   14  C13 UNL     1      -4.617   1.944   1.045  1.00  0.00           C  
HETATM   15  C14 UNL     1      -4.944   1.954  -0.382  1.00  0.00           C  
HETATM   16  C15 UNL     1      -4.914   1.062  -1.316  1.00  0.00           C  
HETATM   17  C16 UNL     1      -4.513  -0.342  -1.231  1.00  0.00           C  
HETATM   18  C17 UNL     1      -5.351   1.521  -2.707  1.00  0.00           C  
HETATM   19  C18 UNL     1      -4.969  -0.105   2.342  1.00  0.00           C  
HETATM   20  O2  UNL     1      -6.266   0.342   2.566  1.00  0.00           O  
HETATM   21  C19 UNL     1      -4.486  -1.281   2.852  1.00  0.00           C  
HETATM   22  C20 UNL     1      -3.180  -1.709   2.613  1.00  0.00           C  
HETATM   23  O3  UNL     1      -2.800  -2.873   3.156  1.00  0.00           O  
HETATM   24  C21 UNL     1      -2.379  -0.911   1.841  1.00  0.00           C  
HETATM   25  C22 UNL     1      -1.069  -1.256   1.551  1.00  0.00           C  
HETATM   26  O4  UNL     1      -0.629  -2.327   2.017  1.00  0.00           O  
HETATM   27  C23 UNL     1       1.404  -2.117   0.085  1.00  0.00           C  
HETATM   28  C24 UNL     1       2.673  -2.542  -0.227  1.00  0.00           C  
HETATM   29  O5  UNL     1       2.959  -3.835  -0.604  1.00  0.00           O  
HETATM   30  C25 UNL     1       3.726  -1.608  -0.157  1.00  0.00           C  
HETATM   31  O6  UNL     1       5.013  -2.010  -0.462  1.00  0.00           O  
HETATM   32  H1  UNL     1       6.670   0.996  -3.549  1.00  0.00           H  
HETATM   33  H2  UNL     1       5.448   2.311  -3.267  1.00  0.00           H  
HETATM   34  H3  UNL     1       7.193   2.588  -2.796  1.00  0.00           H  
HETATM   35  H4  UNL     1       7.267   0.982   0.328  1.00  0.00           H  
HETATM   36  H5  UNL     1       8.211   1.593  -1.116  1.00  0.00           H  
HETATM   37  H6  UNL     1       7.714  -0.136  -1.005  1.00  0.00           H  
HETATM   38  H7  UNL     1       4.105   1.563  -1.709  1.00  0.00           H  
HETATM   39  H8  UNL     1       5.451   0.293   0.793  1.00  0.00           H  
HETATM   40  H9  UNL     1       4.244   1.571   0.901  1.00  0.00           H  
HETATM   41  H10 UNL     1       1.999   1.100   0.813  1.00  0.00           H  
HETATM   42  H11 UNL     1      -0.241   1.386  -0.318  1.00  0.00           H  
HETATM   43  H12 UNL     1      -5.562   2.241   1.619  1.00  0.00           H  
HETATM   44  H13 UNL     1      -3.924   2.799   1.317  1.00  0.00           H  
HETATM   45  H14 UNL     1      -5.305   3.000  -0.713  1.00  0.00           H  
HETATM   46  H15 UNL     1      -3.410  -0.510  -1.340  1.00  0.00           H  
HETATM   47  H16 UNL     1      -4.851  -0.881  -0.332  1.00  0.00           H  
HETATM   48  H17 UNL     1      -5.002  -0.944  -2.084  1.00  0.00           H  
HETATM   49  H18 UNL     1      -4.947   0.880  -3.487  1.00  0.00           H  
HETATM   50  H19 UNL     1      -4.923   2.537  -2.836  1.00  0.00           H  
HETATM   51  H20 UNL     1      -6.459   1.503  -2.740  1.00  0.00           H  
HETATM   52  H21 UNL     1      -6.859  -0.243   3.134  1.00  0.00           H  
HETATM   53  H22 UNL     1      -5.152  -1.889   3.461  1.00  0.00           H  
HETATM   54  H23 UNL     1      -2.058  -3.466   3.226  1.00  0.00           H  
HETATM   55  H24 UNL     1       0.588  -2.823   0.035  1.00  0.00           H  
HETATM   56  H25 UNL     1       2.217  -4.518  -0.660  1.00  0.00           H  
HETATM   57  H26 UNL     1       5.762  -1.354  -0.401  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4    4
CONECT    3   35   36   37
CONECT    4    5   38
CONECT    5    6   39   40
CONECT    6    7    7   30
CONECT    7    8   41
CONECT    8    9   27   27
CONECT    9   10   10   25
CONECT   10   11   42
CONECT   11   12
CONECT   12   13   13   24
CONECT   13   14   19
CONECT   14   15   43   44
CONECT   15   16   16   45
CONECT   16   17   18
CONECT   17   46   47   48
CONECT   18   49   50   51
CONECT   19   20   21   21
CONECT   20   52
CONECT   21   22   53
CONECT   22   23   24   24
CONECT   23   54
CONECT   24   25
CONECT   25   26   26
CONECT   27   28   55
CONECT   28   29   30   30
CONECT   29   56
CONECT   30   31
CONECT   31   57
END

HMDB0031927
     RDKit          3D
Glyurallin B
 57 59  0  0  0  0  0  0  0  0999 V2000
    6.3737    1.8460   -2.8997 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1491    1.2937   -1.5051 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3837    0.9181   -0.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9265    1.2157   -1.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5518    0.6999    0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4808   -0.3224    0.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1766    0.0898    0.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -0.8122    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2331   -0.4658    0.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8026    0.6985    0.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0384    1.0348    0.5661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8115    0.2816    1.3012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1270    0.6828    1.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6166    1.9442    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9442    1.9536   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9142    1.0623   -1.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5129   -0.3423   -1.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3509    1.5210   -2.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9692   -0.1052    2.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2660    0.3418    2.5664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4857   -1.2805    2.8521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1804   -1.7093    2.6134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7996   -2.8726    3.1555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3787   -0.9110    1.8411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0694   -1.2556    1.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6288   -2.3269    2.0168 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4045   -2.1167    0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6731   -2.5422   -0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9586   -3.8350   -0.6037 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7263   -1.6079   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0133   -2.0098   -0.4625 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6698    0.9959   -3.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4478    2.3111   -3.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1934    2.5878   -2.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2671    0.9818    0.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2112    1.5928   -1.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7144   -0.1356   -1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1049    1.5632   -1.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4515    0.2931    0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2440    1.5708    0.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9985    1.0998    0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2411    1.3863   -0.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5624    2.2410    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9239    2.7993    1.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3046    2.9996   -0.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -0.5096   -1.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8511   -0.8812   -0.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0016   -0.9444   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9472    0.8795   -3.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9231    2.5372   -2.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4587    1.5032   -2.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8587   -0.2425    3.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1523   -1.8888    3.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0584   -3.4657    3.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5877   -2.8234    0.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2169   -4.5185   -0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7620   -1.3543   -0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
  8 27  2  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 30  6  1  0
 25  9  1  0
 24 12  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
 10 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 20 52  1  0
 21 53  1  0
 23 54  1  0
 27 55  1  0
 29 56  1  0
 31 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₅H₂₆O₆

Average Molecular Weight

422.4703

Monoisotopic Molecular Weight

422.172938564

IUPAC Name

3-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

Traditional Name

3-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)chromen-4-one

CAS Registry Number

199331-53-8

SMILES

CC(C)=CCC1=CC(=CC(O)=C1O)C1=COC2=C(CC=C(C)C)C(O)=CC(O)=C2C1=O

InChI Identifier

InChI=1S/C25H26O6/c1-13(2)5-7-15-9-16(10-21(28)23(15)29)18-12-31-25-17(8-6-14(3)4)19(26)11-20(27)22(25)24(18)30/h5-6,9-12,26-29H,7-8H2,1-4H3

InChI Key

DPLWUTYEBRKBLI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents

Substituents

Hydroxyisoflavonoid
Isoflavone
Chromone
Benzopyran
1-benzopyran
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0031927)
Cell membrane (HMDB: HMDB0031927)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031927)

Source

Endogenous

Endogenous (HMDB: HMDB0031927)

Plant

Plant (HMDB: HMDB0031927)

Exogenous

Food

Food (HMDB: HMDB0031927)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0031927)

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	0.0077 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	0.0068 g/L	ALOGPS
logP	4.62	ALOGPS
logP	6.23	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	6.42	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	122.15 m³·mol⁻¹	ChemAxon
Polarizability	46.72 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	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
DeepCCS	[M+H]+	193.501	30932474
DeepCCS	[M-H]-	191.143	30932474
DeepCCS	[M-2H]-	224.676	30932474
DeepCCS	[M+Na]+	199.904	30932474
AllCCS	[M+H]+	205.5	32859911
AllCCS	[M+H-H2O]+	202.9	32859911
AllCCS	[M+NH4]+	208.0	32859911
AllCCS	[M+Na]+	208.7	32859911
AllCCS	[M-H]-	197.2	32859911
AllCCS	[M+Na-2H]-	197.3	32859911
AllCCS	[M+HCOO]-	197.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.05 minutes	32390414
Predicted by Siyang on May 30, 2022	16.3282 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.29 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3435.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	321.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	210.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	234.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	796.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	869.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	79.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1389.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	747.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1651.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	509.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	535.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	213.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	187.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glyurallin B	CC(C)=CCC1=CC(=CC(O)=C1O)C1=COC2=C(CC=C(C)C)C(O)=CC(O)=C2C1=O	5553.0	Standard polar	33892256
Glyurallin B	CC(C)=CCC1=CC(=CC(O)=C1O)C1=COC2=C(CC=C(C)C)C(O)=CC(O)=C2C1=O	3613.5	Standard non polar	33892256
Glyurallin B	CC(C)=CCC1=CC(=CC(O)=C1O)C1=COC2=C(CC=C(C)C)C(O)=CC(O)=C2C1=O	3796.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glyurallin B,1TMS,isomer #1	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O)=CC(O)=C3C2=O)=CC(O[Si](C)(C)C)=C1O	3780.7	Semi standard non polar	33892256
Glyurallin B,1TMS,isomer #2	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O)=CC(O)=C3C2=O)=CC(O)=C1O[Si](C)(C)C	3766.2	Semi standard non polar	33892256
Glyurallin B,1TMS,isomer #3	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C)=CC(O)=C3C2=O)=CC(O)=C1O	3787.0	Semi standard non polar	33892256
Glyurallin B,1TMS,isomer #4	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O)=CC(O[Si](C)(C)C)=C3C2=O)=CC(O)=C1O	3797.4	Semi standard non polar	33892256
Glyurallin B,2TMS,isomer #1	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C)=CC(O)=C3C2=O)=CC(O[Si](C)(C)C)=C1O	3632.6	Semi standard non polar	33892256
Glyurallin B,2TMS,isomer #2	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O)=CC(O[Si](C)(C)C)=C3C2=O)=CC(O[Si](C)(C)C)=C1O	3622.5	Semi standard non polar	33892256
Glyurallin B,2TMS,isomer #3	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O)=CC(O)=C3C2=O)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3669.2	Semi standard non polar	33892256
Glyurallin B,2TMS,isomer #4	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C)=CC(O)=C3C2=O)=CC(O)=C1O[Si](C)(C)C	3632.3	Semi standard non polar	33892256
Glyurallin B,2TMS,isomer #5	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O)=CC(O[Si](C)(C)C)=C3C2=O)=CC(O)=C1O[Si](C)(C)C	3630.3	Semi standard non polar	33892256
Glyurallin B,2TMS,isomer #6	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)=CC(O)=C1O	3629.7	Semi standard non polar	33892256
Glyurallin B,3TMS,isomer #1	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)=CC(O[Si](C)(C)C)=C1O	3571.5	Semi standard non polar	33892256
Glyurallin B,3TMS,isomer #2	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C)=CC(O)=C3C2=O)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3587.8	Semi standard non polar	33892256
Glyurallin B,3TMS,isomer #3	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O)=CC(O[Si](C)(C)C)=C3C2=O)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3585.8	Semi standard non polar	33892256
Glyurallin B,3TMS,isomer #4	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)=CC(O)=C1O[Si](C)(C)C	3566.8	Semi standard non polar	33892256
Glyurallin B,4TMS,isomer #1	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3562.4	Semi standard non polar	33892256
Glyurallin B,1TBDMS,isomer #1	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O)=CC(O)=C3C2=O)=CC(O[Si](C)(C)C(C)(C)C)=C1O	4052.7	Semi standard non polar	33892256
Glyurallin B,1TBDMS,isomer #2	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O)=CC(O)=C3C2=O)=CC(O)=C1O[Si](C)(C)C(C)(C)C	4045.7	Semi standard non polar	33892256
Glyurallin B,1TBDMS,isomer #3	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)=CC(O)=C1O	4065.7	Semi standard non polar	33892256
Glyurallin B,1TBDMS,isomer #4	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=CC(O)=C1O	4077.2	Semi standard non polar	33892256
Glyurallin B,2TBDMS,isomer #1	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)=CC(O[Si](C)(C)C(C)(C)C)=C1O	4135.9	Semi standard non polar	33892256
Glyurallin B,2TBDMS,isomer #2	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=CC(O[Si](C)(C)C(C)(C)C)=C1O	4146.9	Semi standard non polar	33892256
Glyurallin B,2TBDMS,isomer #3	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O)=CC(O)=C3C2=O)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	4195.0	Semi standard non polar	33892256
Glyurallin B,2TBDMS,isomer #4	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)=CC(O)=C1O[Si](C)(C)C(C)(C)C	4134.0	Semi standard non polar	33892256
Glyurallin B,2TBDMS,isomer #5	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=CC(O)=C1O[Si](C)(C)C(C)(C)C	4148.2	Semi standard non polar	33892256
Glyurallin B,2TBDMS,isomer #6	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=CC(O)=C1O	4161.8	Semi standard non polar	33892256
Glyurallin B,3TBDMS,isomer #1	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=CC(O[Si](C)(C)C(C)(C)C)=C1O	4267.6	Semi standard non polar	33892256
Glyurallin B,3TBDMS,isomer #2	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	4251.7	Semi standard non polar	33892256
Glyurallin B,3TBDMS,isomer #3	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	4270.3	Semi standard non polar	33892256
Glyurallin B,3TBDMS,isomer #4	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=CC(O)=C1O[Si](C)(C)C(C)(C)C	4261.9	Semi standard non polar	33892256
Glyurallin B,4TBDMS,isomer #1	CC(C)=CCC1=CC(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	4383.0	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 - Glyurallin B GC-MS (Non-derivatized) - 70eV, Positive	splash10-05mo-2009400000-09c8fdb4ea27501d65b3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glyurallin B GC-MS (3 TMS) - 70eV, Positive	splash10-00di-1000049000-52c1175727971142e652	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glyurallin B 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 - Glyurallin B 10V, Positive-QTOF	splash10-00di-0105900000-ca579cb6d50b3164fb09	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyurallin B 20V, Positive-QTOF	splash10-016r-2209300000-911c2da44eebb610c300	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyurallin B 40V, Positive-QTOF	splash10-014i-4914200000-b4c86eb93d281e044e4b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyurallin B 10V, Negative-QTOF	splash10-00di-0000900000-8bf72fa1d04c59d5d1d1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyurallin B 20V, Negative-QTOF	splash10-00di-0155900000-4a5195a467ac6e48adf8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyurallin B 40V, Negative-QTOF	splash10-004i-0935100000-888f27160ad8a3a22e6e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyurallin B 10V, Positive-QTOF	splash10-01b9-0009400000-befb2ea95b90ef2c6607	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyurallin B 20V, Positive-QTOF	splash10-0cka-1019200000-ed4b1bf78b5bff823e3c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyurallin B 40V, Positive-QTOF	splash10-052b-2159000000-8a3d68d89c71be52c03c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyurallin B 10V, Negative-QTOF	splash10-00di-0000900000-1a0e5664f3fc8624ecf1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyurallin B 20V, Negative-QTOF	splash10-00di-0004900000-7ab525a9ce8d6697f238	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyurallin B 40V, Negative-QTOF	splash10-05xr-3359200000-202e5baeed9c4f82e898	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB008615

KNApSAcK ID

C00053268

Chemspider ID

23551357

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15818599

PDB ID

Not Available

ChEBI ID

175379

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1828771

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details

1. Catechol O-methyltransferase

General function:: Involved in magnesium ion binding
Specific function:: Catalyzes the O-methylation, and thereby the inactivation, of catecholamine neurotransmitters and catechol hormones. Also shortens the biological half-lives of certain neuroactive drugs, like L-DOPA, alpha-methyl DOPA and isoproterenol.
Gene Name:: COMT
Uniprot ID:: P21964
Molecular weight:: 30036.77

Reactions

Glyurallin B → 5,7-dihydroxy-3-[3-hydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one	details

Enzyme Details

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Glyurallin B → 6-{4-[5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-4-oxo-4H-chromen-3-yl]-2-hydroxy-6-(3-methylbut-2-en-1-yl)phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Glyurallin B → 6-({3-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5-hydroxy-8-(3-methylbut-2-en-1-yl)-4-oxo-4H-chromen-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Enzyme Details

3. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

Glyurallin B → {4-[5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-4-oxo-4H-chromen-3-yl]-2-hydroxy-6-(3-methylbut-2-en-1-yl)phenyl}oxidanesulfonic acid	details

Showing metabocard for Glyurallin B (HMDB0031927)

MOL for HMDB0031927 (Glyurallin B)

3D MOL for HMDB0031927 (Glyurallin B)

3D SDF for HMDB0031927 (Glyurallin B)

3D-SDF for HMDB0031927 (Glyurallin B)

PDB for HMDB0031927 (Glyurallin B)

3D PDB for HMDB0031927 (Glyurallin B)

SMILES for HMDB0031927 (Glyurallin B)

INCHI for HMDB0031927 (Glyurallin B)

Structure for HMDB0031927 (Glyurallin B)

3D Structure for HMDB0031927 (Glyurallin B)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions

Reactions