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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:53:29 UTC

Update Date

2022-03-07 02:53:59 UTC

HMDB ID

HMDB0034098

Secondary Accession Numbers

HMDB34098

Metabolite Identification

Common Name

Kuwanol C

Description

Kuwanol C belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton. Thus, kuwanol C is considered to be a flavonoid. Kuwanol C has been detected, but not quantified in, fruits. This could make kuwanol C a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Kuwanol C.

Structure

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


  Mrv0541 05061307342D          

 31 34  0  0  0  0            999 V2000
    3.3583   -2.3522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2636   -1.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848    1.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3242   -0.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6064   -0.9450    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
   -1.4289    0.0000    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
    3.8545    0.4623    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
   -2.8579    0.8250    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0761   -1.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    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
    2.1434    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
    0.0000    2.4750    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    1.2375    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
    0.7145    2.0625    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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
    0.0000    0.8250    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
  5  4  1  0  0  0  0
  7  6  2  0  0  0  0
  9  4  1  0  0  0  0
 10  8  2  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  5  2  0  0  0  0
 15  6  1  0  0  0  0
 15 11  2  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 18 11  1  0  0  0  0
 18 16  2  0  0  0  0
 19 12  1  0  0  0  0
 20 12  1  0  0  0  0
 20 16  1  0  0  0  0
 21 13  2  0  0  0  0
 21 17  1  0  0  0  0
 22 13  1  0  0  0  0
 23 19  1  0  0  0  0
 23 22  2  0  0  0  0
 24 17  2  0  0  0  0
 24 23  1  0  0  0  0
 25  3  1  0  0  0  0
 25  9  1  0  0  0  0
 25 10  1  0  0  0  0
 26 15  1  0  0  0  0
 27 18  1  0  0  0  0
 28 19  2  0  0  0  0
 29 24  1  0  0  0  0
 30 20  1  0  0  0  0
 30 22  1  0  0  0  0
 31 21  1  0  0  0  0
 31 25  1  0  0  0  0
M  END

HMDB0034098
     RDKit          3D
Kuwanol C
 57 60  0  0  0  0  0  0  0  0999 V2000
    7.1760    3.1924   -0.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2377    2.1573   -0.5439 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6213    1.4080   -1.7758 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1208    1.9343    0.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1716    0.9082   -0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9684   -0.1536    0.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9799   -1.1795    0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5678   -1.8052   -1.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8064   -2.3040    1.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6491   -2.6939    1.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4098   -2.0432    1.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5314   -0.9860    0.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6409   -0.3544   -0.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8868   -0.7312    0.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9375   -1.8015    1.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8262   -2.4886    1.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8400   -3.5391    2.4962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2667   -2.1952    1.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4011   -2.8503    2.7196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4167   -1.7397    0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2203   -0.2658    0.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3771    0.4235    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4970   -0.2549   -0.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5872    0.4282   -0.8636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5686    1.7940   -1.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6461    2.4885   -1.6032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.4729   -0.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3485    1.7895   -0.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1979    2.4688    0.2565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0434   -0.0559   -0.0882 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7676   -0.5930   -0.1768 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9355    2.7725    0.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6631    3.6580   -0.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5664    3.9769    0.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7871    0.3382   -1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5321    1.8224   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8304    1.4570   -2.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8962    2.5235    1.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2099    1.4131   -0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5435    0.4833   -1.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5729    0.3521    1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9357   -0.6621    0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6518   -1.9998   -0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1107   -2.8081   -1.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4053   -1.1584   -1.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6867   -2.8756    1.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5325   -3.5383    2.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5623    0.4760   -0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5508   -4.0224    2.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2839   -2.2344   -0.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3817   -2.0206    1.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0226    0.1516    1.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5842   -1.3123   -0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4917   -0.0979   -1.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3926    2.8701   -1.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3854    3.5384   -0.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0805    3.4655    0.1614 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  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 21 30  1  0
 12 31  1  0
 31  7  1  0
 16 11  1  0
 28 22  1  0
 30 14  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
  6 41  1  0
  6 42  1  0
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 13 48  1  0
 17 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 23 53  1  0
 24 54  1  0
 26 55  1  0
 27 56  1  0
 29 57  1  0
M  END


  Mrv0541 05061307342D          

 31 34  0  0  0  0            999 V2000
    3.3583   -2.3522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2636   -1.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848    1.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3242   -0.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6064   -0.9450    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
   -1.4289    0.0000    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
    3.8545    0.4623    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
   -2.8579    0.8250    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0761   -1.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    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
    2.1434    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
    0.0000    2.4750    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    1.2375    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
    0.7145    2.0625    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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
    0.0000    0.8250    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
  5  4  1  0  0  0  0
  7  6  2  0  0  0  0
  9  4  1  0  0  0  0
 10  8  2  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  5  2  0  0  0  0
 15  6  1  0  0  0  0
 15 11  2  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 18 11  1  0  0  0  0
 18 16  2  0  0  0  0
 19 12  1  0  0  0  0
 20 12  1  0  0  0  0
 20 16  1  0  0  0  0
 21 13  2  0  0  0  0
 21 17  1  0  0  0  0
 22 13  1  0  0  0  0
 23 19  1  0  0  0  0
 23 22  2  0  0  0  0
 24 17  2  0  0  0  0
 24 23  1  0  0  0  0
 25  3  1  0  0  0  0
 25  9  1  0  0  0  0
 25 10  1  0  0  0  0
 26 15  1  0  0  0  0
 27 18  1  0  0  0  0
 28 19  2  0  0  0  0
 29 24  1  0  0  0  0
 30 20  1  0  0  0  0
 30 22  1  0  0  0  0
 31 21  1  0  0  0  0
 31 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034098

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCCC1(C)OC2=CC3=C(C(=O)CC(O3)C3=C(O)C=C(O)C=C3)C(O)=C2C=C1

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

> <INCHI_KEY>
FBVQKNJIYRJQBU-UHFFFAOYSA-N

> <FORMULA>
C25H26O6

> <MOLECULAR_WEIGHT>
422.4703

> <EXACT_MASS>
422.172938564

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
46.35003346523587

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2,4-dihydroxyphenyl)-5-hydroxy-8-methyl-8-(4-methylpent-3-en-1-yl)-2H,3H,4H,8H-pyrano[3,2-g]chromen-4-one

> <ALOGPS_LOGP>
4.21

> <JCHEM_LOGP>
5.4733994573333336

> <ALOGPS_LOGS>
-4.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.772118376482606

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.904421429590794

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9844972212249354

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
119.40879999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
kuwanol C

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034098
     RDKit          3D
Kuwanol C
 57 60  0  0  0  0  0  0  0  0999 V2000
    7.1760    3.1924   -0.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2377    2.1573   -0.5439 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6213    1.4080   -1.7758 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1208    1.9343    0.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1716    0.9082   -0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9684   -0.1536    0.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9799   -1.1795    0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5678   -1.8052   -1.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8064   -2.3040    1.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6491   -2.6939    1.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4098   -2.0432    1.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5314   -0.9860    0.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6409   -0.3544   -0.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8868   -0.7312    0.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9375   -1.8015    1.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8262   -2.4886    1.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8400   -3.5391    2.4962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2667   -2.1952    1.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4011   -2.8503    2.7196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4167   -1.7397    0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2203   -0.2658    0.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3771    0.4235    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4970   -0.2549   -0.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5872    0.4282   -0.8636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5686    1.7940   -1.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6461    2.4885   -1.6032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.4729   -0.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3485    1.7895   -0.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1979    2.4688    0.2565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0434   -0.0559   -0.0882 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7676   -0.5930   -0.1768 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9355    2.7725    0.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6631    3.6580   -0.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5664    3.9769    0.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7871    0.3382   -1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5321    1.8224   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8304    1.4570   -2.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8962    2.5235    1.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2099    1.4131   -0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5435    0.4833   -1.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5729    0.3521    1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9357   -0.6621    0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6518   -1.9998   -0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1107   -2.8081   -1.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4053   -1.1584   -1.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6867   -2.8756    1.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5325   -3.5383    2.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5623    0.4760   -0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5508   -4.0224    2.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2839   -2.2344   -0.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3817   -2.0206    1.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0226    0.1516    1.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5842   -1.3123   -0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4917   -0.0979   -1.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3926    2.8701   -1.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3854    3.5384   -0.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0805    3.4655    0.1614 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  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 21 30  1  0
 12 31  1  0
 31  7  1  0
 16 11  1  0
 28 22  1  0
 30 14  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
  6 41  1  0
  6 42  1  0
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 13 48  1  0
 17 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 23 53  1  0
 24 54  1  0
 26 55  1  0
 27 56  1  0
 29 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       6.269  -4.391   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.225  -2.676   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.185   2.577   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.205  -0.317   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.732  -1.764   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      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.195   0.863   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.742  -2.944   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.000   1.540   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   14                                                            
CONECT    2   14                                                            
CONECT    3   25                                                            
CONECT    4    5    9                                                       
CONECT    5    4   14                                                       
CONECT    6    7   15                                                       
CONECT    7    6   16                                                       
CONECT    8   10   17                                                       
CONECT    9    4   25                                                       
CONECT   10    8   25                                                       
CONECT   11   15   18                                                       
CONECT   12   19   20                                                       
CONECT   13   21   22                                                       
CONECT   14    1    2    5                                                  
CONECT   15    6   11   26                                                  
CONECT   16    7   18   20                                                  
CONECT   17    8   21   24                                                  
CONECT   18   11   16   27                                                  
CONECT   19   12   23   28                                                  
CONECT   20   12   16   30                                                  
CONECT   21   13   17   31                                                  
CONECT   22   13   23   30                                                  
CONECT   23   19   22   24                                                  
CONECT   24   17   23   29                                                  
CONECT   25    3    9   10   31                                             
CONECT   26   15                                                            
CONECT   27   18                                                            
CONECT   28   19                                                            
CONECT   29   24                                                            
CONECT   30   20   22                                                       
CONECT   31   21   25                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0034098
HETATM    1  C1  UNL     1       7.176   3.192  -0.058  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.238   2.157  -0.544  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.621   1.408  -1.776  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.121   1.934   0.109  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.172   0.908  -0.357  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.968  -0.154   0.709  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.980  -1.179   0.167  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.568  -1.805  -1.118  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.806  -2.304   1.098  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.649  -2.694   1.540  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.410  -2.043   1.147  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.531  -0.986   0.277  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.641  -0.354  -0.108  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.887  -0.731   0.334  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.937  -1.801   1.208  1.00  0.00           C  
HETATM   16  C16 UNL     1      -0.826  -2.489   1.644  1.00  0.00           C  
HETATM   17  O1  UNL     1      -0.840  -3.539   2.496  1.00  0.00           O  
HETATM   18  C17 UNL     1      -3.267  -2.195   1.685  1.00  0.00           C  
HETATM   19  O2  UNL     1      -3.401  -2.850   2.720  1.00  0.00           O  
HETATM   20  C18 UNL     1      -4.417  -1.740   0.822  1.00  0.00           C  
HETATM   21  C19 UNL     1      -4.220  -0.266   0.641  1.00  0.00           C  
HETATM   22  C20 UNL     1      -5.377   0.424   0.060  1.00  0.00           C  
HETATM   23  C21 UNL     1      -6.497  -0.255  -0.310  1.00  0.00           C  
HETATM   24  C22 UNL     1      -7.587   0.428  -0.864  1.00  0.00           C  
HETATM   25  C23 UNL     1      -7.569   1.794  -1.053  1.00  0.00           C  
HETATM   26  O3  UNL     1      -8.646   2.488  -1.603  1.00  0.00           O  
HETATM   27  C24 UNL     1      -6.430   2.473  -0.676  1.00  0.00           C  
HETATM   28  C25 UNL     1      -5.348   1.790  -0.126  1.00  0.00           C  
HETATM   29  O4  UNL     1      -4.198   2.469   0.256  1.00  0.00           O  
HETATM   30  O5  UNL     1      -3.043  -0.056  -0.088  1.00  0.00           O  
HETATM   31  O6  UNL     1       1.768  -0.593  -0.177  1.00  0.00           O  
HETATM   32  H1  UNL     1       7.935   2.773   0.650  1.00  0.00           H  
HETATM   33  H2  UNL     1       7.663   3.658  -0.941  1.00  0.00           H  
HETATM   34  H3  UNL     1       6.566   3.977   0.462  1.00  0.00           H  
HETATM   35  H4  UNL     1       6.787   0.338  -1.535  1.00  0.00           H  
HETATM   36  H5  UNL     1       7.532   1.822  -2.241  1.00  0.00           H  
HETATM   37  H6  UNL     1       5.830   1.457  -2.552  1.00  0.00           H  
HETATM   38  H7  UNL     1       4.896   2.524   1.014  1.00  0.00           H  
HETATM   39  H8  UNL     1       3.210   1.413  -0.605  1.00  0.00           H  
HETATM   40  H9  UNL     1       4.544   0.483  -1.309  1.00  0.00           H  
HETATM   41  H10 UNL     1       3.573   0.352   1.594  1.00  0.00           H  
HETATM   42  H11 UNL     1       4.936  -0.662   0.855  1.00  0.00           H  
HETATM   43  H12 UNL     1       4.652  -2.000  -0.907  1.00  0.00           H  
HETATM   44  H13 UNL     1       3.111  -2.808  -1.242  1.00  0.00           H  
HETATM   45  H14 UNL     1       3.405  -1.158  -1.980  1.00  0.00           H  
HETATM   46  H15 UNL     1       3.687  -2.876   1.465  1.00  0.00           H  
HETATM   47  H16 UNL     1       1.533  -3.538   2.237  1.00  0.00           H  
HETATM   48  H17 UNL     1      -0.562   0.476  -0.790  1.00  0.00           H  
HETATM   49  H18 UNL     1      -1.551  -4.022   2.957  1.00  0.00           H  
HETATM   50  H19 UNL     1      -4.284  -2.234  -0.161  1.00  0.00           H  
HETATM   51  H20 UNL     1      -5.382  -2.021   1.279  1.00  0.00           H  
HETATM   52  H21 UNL     1      -4.023   0.152   1.672  1.00  0.00           H  
HETATM   53  H22 UNL     1      -6.584  -1.312  -0.194  1.00  0.00           H  
HETATM   54  H23 UNL     1      -8.492  -0.098  -1.165  1.00  0.00           H  
HETATM   55  H24 UNL     1      -9.393   2.870  -1.015  1.00  0.00           H  
HETATM   56  H25 UNL     1      -6.385   3.538  -0.811  1.00  0.00           H  
HETATM   57  H26 UNL     1      -4.080   3.466   0.161  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   41   42
CONECT    7    8    9   31
CONECT    8   43   44   45
CONECT    9   10   10   46
CONECT   10   11   47
CONECT   11   12   12   16
CONECT   12   13   31
CONECT   13   14   14   48
CONECT   14   15   30
CONECT   15   16   16   18
CONECT   16   17
CONECT   17   49
CONECT   18   19   19   20
CONECT   20   21   50   51
CONECT   21   22   30   52
CONECT   22   23   23   28
CONECT   23   24   53
CONECT   24   25   25   54
CONECT   25   26   27
CONECT   26   55
CONECT   27   28   28   56
CONECT   28   29
CONECT   29   57
END

HMDB0034098
     RDKit          3D
Kuwanol C
 57 60  0  0  0  0  0  0  0  0999 V2000
    7.1760    3.1924   -0.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2377    2.1573   -0.5439 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6213    1.4080   -1.7758 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1208    1.9343    0.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1716    0.9082   -0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9684   -0.1536    0.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9799   -1.1795    0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5678   -1.8052   -1.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8064   -2.3040    1.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6491   -2.6939    1.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4098   -2.0432    1.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5314   -0.9860    0.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6409   -0.3544   -0.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8868   -0.7312    0.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9375   -1.8015    1.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8262   -2.4886    1.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8400   -3.5391    2.4962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2667   -2.1952    1.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4011   -2.8503    2.7196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4167   -1.7397    0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2203   -0.2658    0.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3771    0.4235    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4970   -0.2549   -0.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5872    0.4282   -0.8636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5686    1.7940   -1.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6461    2.4885   -1.6032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.4729   -0.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3485    1.7895   -0.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1979    2.4688    0.2565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0434   -0.0559   -0.0882 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7676   -0.5930   -0.1768 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9355    2.7725    0.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6631    3.6580   -0.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5664    3.9769    0.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7871    0.3382   -1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5321    1.8224   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8304    1.4570   -2.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8962    2.5235    1.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2099    1.4131   -0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5435    0.4833   -1.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5729    0.3521    1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9357   -0.6621    0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6518   -1.9998   -0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1107   -2.8081   -1.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4053   -1.1584   -1.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6867   -2.8756    1.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5325   -3.5383    2.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5623    0.4760   -0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5508   -4.0224    2.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2839   -2.2344   -0.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3817   -2.0206    1.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0226    0.1516    1.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5842   -1.3123   -0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4917   -0.0979   -1.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3926    2.8701   -1.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3854    3.5384   -0.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0805    3.4655    0.1614 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  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 21 30  1  0
 12 31  1  0
 31  7  1  0
 16 11  1  0
 28 22  1  0
 30 14  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
  6 41  1  0
  6 42  1  0
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 13 48  1  0
 17 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 23 53  1  0
 24 54  1  0
 26 55  1  0
 27 56  1  0
 29 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

2-(2,4-dihydroxyphenyl)-5-hydroxy-8-methyl-8-(4-methylpent-3-en-1-yl)-2H,3H,4H,8H-pyrano[3,2-g]chromen-4-one

Traditional Name

kuwanol C

CAS Registry Number

123702-94-3

SMILES

CC(C)=CCCC1(C)OC2=CC3=C(C(=O)CC(O3)C3=C(O)C=C(O)C=C3)C(O)=C2C=C1

InChI Identifier

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

InChI Key

FBVQKNJIYRJQBU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Pyranoflavonoids

Direct Parent

Pyranoflavonoids

Alternative Parents

Substituents

Pyranoflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Flavan
Pyranochromene
Chromone
Chromane
Benzopyran
1-benzopyran
Resorcinol
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavanones (LMPK12140516 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0034098)
Cell membrane (HMDB: HMDB0034098)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034098)

Source

Exogenous

Exogenous (HMDB: HMDB0034098)

Food

Food (HMDB: HMDB0034098)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0034098)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034098)

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	0.21 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	0.0044 g/L	ALOGPS
logP	4.21	ALOGPS
logP	5.47	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	8.9	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	119.41 m³·mol⁻¹	ChemAxon
Polarizability	46.35 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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
DarkChem	[M+H]+	202.692	31661259
DarkChem	[M-H]-	198.344	31661259
DeepCCS	[M+H]+	202.082	30932474
DeepCCS	[M-H]-	199.687	30932474
DeepCCS	[M-2H]-	232.57	30932474
DeepCCS	[M+Na]+	208.027	30932474
AllCCS	[M+H]+	208.8	32859911
AllCCS	[M+H-H2O]+	206.1	32859911
AllCCS	[M+NH4]+	211.3	32859911
AllCCS	[M+Na]+	212.0	32859911
AllCCS	[M-H]-	202.2	32859911
AllCCS	[M+Na-2H]-	202.7	32859911
AllCCS	[M+HCOO]-	203.4	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.	8.82 minutes	32390414
Predicted by Siyang on May 30, 2022	13.3809 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.49 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2943.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	186.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	198.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	152.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	141.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	754.3 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	631.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	112.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1289.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	530.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1322.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	497.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	419.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	231.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	258.1 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	9.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Kuwanol C	CC(C)=CCCC1(C)OC2=CC3=C(C(=O)CC(O3)C3=C(O)C=C(O)C=C3)C(O)=C2C=C1	4858.2	Standard polar	33892256
Kuwanol C	CC(C)=CCCC1(C)OC2=CC3=C(C(=O)CC(O3)C3=C(O)C=C(O)C=C3)C(O)=C2C=C1	3536.9	Standard non polar	33892256
Kuwanol C	CC(C)=CCCC1(C)OC2=CC3=C(C(=O)CC(O3)C3=C(O)C=C(O)C=C3)C(O)=C2C=C1	3814.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Kuwanol C,1TMS,isomer #1	CC(C)=CCCC1(C)C=CC2=C(C=C3OC(C4=CC=C(O)C=C4O[Si](C)(C)C)CC(=O)C3=C2O)O1	3503.4	Semi standard non polar	33892256
Kuwanol C,1TMS,isomer #2	CC(C)=CCCC1(C)C=CC2=C(C=C3OC(C4=CC=C(O[Si](C)(C)C)C=C4O)CC(=O)C3=C2O)O1	3569.0	Semi standard non polar	33892256
Kuwanol C,1TMS,isomer #3	CC(C)=CCCC1(C)C=CC2=C(C=C3OC(C4=CC=C(O)C=C4O)CC(=O)C3=C2O[Si](C)(C)C)O1	3583.5	Semi standard non polar	33892256
Kuwanol C,2TMS,isomer #1	CC(C)=CCCC1(C)C=CC2=C(C=C3OC(C4=CC=C(O)C=C4O[Si](C)(C)C)CC(=O)C3=C2O[Si](C)(C)C)O1	3435.7	Semi standard non polar	33892256
Kuwanol C,2TMS,isomer #2	CC(C)=CCCC1(C)C=CC2=C(C=C3OC(C4=CC=C(O[Si](C)(C)C)C=C4O[Si](C)(C)C)CC(=O)C3=C2O)O1	3443.7	Semi standard non polar	33892256
Kuwanol C,2TMS,isomer #3	CC(C)=CCCC1(C)C=CC2=C(C=C3OC(C4=CC=C(O[Si](C)(C)C)C=C4O)CC(=O)C3=C2O[Si](C)(C)C)O1	3513.5	Semi standard non polar	33892256
Kuwanol C,3TMS,isomer #1	CC(C)=CCCC1(C)C=CC2=C(C=C3OC(C4=CC=C(O[Si](C)(C)C)C=C4O[Si](C)(C)C)CC(=O)C3=C2O[Si](C)(C)C)O1	3429.1	Semi standard non polar	33892256
Kuwanol C,1TBDMS,isomer #1	CC(C)=CCCC1(C)C=CC2=C(C=C3OC(C4=CC=C(O)C=C4O[Si](C)(C)C(C)(C)C)CC(=O)C3=C2O)O1	3740.3	Semi standard non polar	33892256
Kuwanol C,1TBDMS,isomer #2	CC(C)=CCCC1(C)C=CC2=C(C=C3OC(C4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4O)CC(=O)C3=C2O)O1	3823.1	Semi standard non polar	33892256
Kuwanol C,1TBDMS,isomer #3	CC(C)=CCCC1(C)C=CC2=C(C=C3OC(C4=CC=C(O)C=C4O)CC(=O)C3=C2O[Si](C)(C)C(C)(C)C)O1	3814.0	Semi standard non polar	33892256
Kuwanol C,2TBDMS,isomer #1	CC(C)=CCCC1(C)C=CC2=C(C=C3OC(C4=CC=C(O)C=C4O[Si](C)(C)C(C)(C)C)CC(=O)C3=C2O[Si](C)(C)C(C)(C)C)O1	3896.0	Semi standard non polar	33892256
Kuwanol C,2TBDMS,isomer #2	CC(C)=CCCC1(C)C=CC2=C(C=C3OC(C4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4O[Si](C)(C)C(C)(C)C)CC(=O)C3=C2O)O1	3913.6	Semi standard non polar	33892256
Kuwanol C,2TBDMS,isomer #3	CC(C)=CCCC1(C)C=CC2=C(C=C3OC(C4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4O)CC(=O)C3=C2O[Si](C)(C)C(C)(C)C)O1	3989.1	Semi standard non polar	33892256
Kuwanol C,3TBDMS,isomer #1	CC(C)=CCCC1(C)C=CC2=C(C=C3OC(C4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4O[Si](C)(C)C(C)(C)C)CC(=O)C3=C2O[Si](C)(C)C(C)(C)C)O1	4084.1	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 - Kuwanol C GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9013400000-50910ceabaf870ee025a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kuwanol C GC-MS (3 TMS) - 70eV, Positive	splash10-00di-5000049000-4ed13427e9e57f2a0b29	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kuwanol C 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 - Kuwanol C 10V, Positive-QTOF	splash10-00di-1233900000-bdce352b9549fc87c21f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol C 20V, Positive-QTOF	splash10-0g4j-4896300000-4b787678fc870f2b8c9b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol C 40V, Positive-QTOF	splash10-014i-5930000000-86367632ec14b6ead6b3	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol C 10V, Negative-QTOF	splash10-00di-0110900000-be453632258182f50259	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol C 20V, Negative-QTOF	splash10-00di-0292700000-332653baf74392d44455	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol C 40V, Negative-QTOF	splash10-0ap3-3960000000-5cf006da282700d787e4	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol C 10V, Negative-QTOF	splash10-00di-0000900000-992577a540f8cfc09aec	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol C 20V, Negative-QTOF	splash10-00dr-0090800000-35b69cfb4d2dbac65325	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol C 40V, Negative-QTOF	splash10-000i-0940000000-7c5b16f7e9399f6d0365	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol C 10V, Positive-QTOF	splash10-00di-0000900000-9a76091e85d6c52ac33b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol C 20V, Positive-QTOF	splash10-007a-0490600000-31930cca5a4d5d8bb15a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol C 40V, Positive-QTOF	splash10-000i-0390000000-367c09ed909c72a11737	2021-09-24	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

FDB012361

KNApSAcK ID

C00008428

Chemspider ID

10400591

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14539879

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1840501

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.. .

Showing metabocard for Kuwanol C (HMDB0034098)

MOL for HMDB0034098 (Kuwanol C)

3D MOL for HMDB0034098 (Kuwanol C)

3D SDF for HMDB0034098 (Kuwanol C)

3D-SDF for HMDB0034098 (Kuwanol C)

PDB for HMDB0034098 (Kuwanol C)

3D PDB for HMDB0034098 (Kuwanol C)

SMILES for HMDB0034098 (Kuwanol C)

INCHI for HMDB0034098 (Kuwanol C)

Structure for HMDB0034098 (Kuwanol C)

3D Structure for HMDB0034098 (Kuwanol C)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra