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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:28 UTC

Update Date

2022-03-07 02:52:43 UTC

HMDB ID

HMDB0030862

Secondary Accession Numbers

HMDB30862

Metabolite Identification

Common Name

Kuwanon E

Description

Kuwanon E belongs to the class of organic compounds known as 3'-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 3'-position. Thus, kuwanon e is considered to be a flavonoid. Based on a literature review very few articles have been published on Kuwanon E.

Structure

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


  Mrv0541 05061305332D          

 31 33  0  0  0  0            999 V2000
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    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
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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
    3.5724    2.0625    0.0000 O   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
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  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  3  1  0  0  0  0
 15  6  1  0  0  0  0
 15  7  2  0  0  0  0
 16  8  1  0  0  0  0
 16  9  2  0  0  0  0
 17 10  2  0  0  0  0
 17 11  1  0  0  0  0
 18  9  1  0  0  0  0
 19 12  2  0  0  0  0
 19 16  1  0  0  0  0
 20 12  1  0  0  0  0
 20 18  2  0  0  0  0
 21 10  1  0  0  0  0
 22 13  1  0  0  0  0
 23 13  1  0  0  0  0
 23 18  1  0  0  0  0
 24 11  2  0  0  0  0
 25 21  2  0  0  0  0
 25 22  1  0  0  0  0
 25 24  1  0  0  0  0
 26 17  1  0  0  0  0
 27 19  1  0  0  0  0
 28 20  1  0  0  0  0
 29 21  1  0  0  0  0
 30 22  2  0  0  0  0
 31 23  1  0  0  0  0
 31 24  1  0  0  0  0
M  END

HMDB0030862
     RDKit          3D
Kuwanon E
 59 61  0  0  0  0  0  0  0  0999 V2000
    8.2348    2.4254    0.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3416    1.3062    0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5215    0.7105   -1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4252    0.9021    1.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4710   -0.2208    0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0586    0.2963    0.8206 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1051   -0.8180    0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9483   -1.9455    1.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3969   -0.7478   -0.5964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3939   -1.7346   -1.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0819   -1.0052   -1.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0260   -1.2216   -0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2142   -0.4503   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3185   -0.6141    0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0486   -1.9389    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5255   -1.6708   -0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1541   -2.4897   -0.6919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1903   -0.5036    0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5561   -0.4583    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3808   -1.5063    0.3098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1792    0.6833    1.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3574    1.7467    1.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9391    2.9197    2.1255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9958    1.6846    1.4331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4006    0.5593    0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0080    0.4813    0.7447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1765    0.5522   -1.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3115    1.3427   -1.7743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0669    0.7988   -2.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542    0.0268   -2.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1834    0.2198   -2.9886 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8639    2.9635    1.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3507    3.1195   -0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2561    1.9951    0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5556    0.8470   -1.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3390    1.1875   -1.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7289   -0.3815   -1.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3698    1.4066    2.1214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7439   -0.6078   -0.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5395   -1.0126    1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0186    1.1031    0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7843    0.6759    1.8412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3393   -1.6226    2.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5483   -2.8773    0.9952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9443   -2.2113    1.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817    0.1642   -1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7229   -2.0288   -2.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2951   -2.6335   -0.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0455   -2.0415    0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6608   -0.8598    1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9254   -2.6328    1.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7062   -2.4557   -0.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3911   -1.5105    0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2272    0.7464    1.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9346    3.0234    2.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3572    2.5063    1.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1807    1.2540   -1.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095    1.5954   -3.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1891    0.9576   -3.6798 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 13 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 30 11  1  0
 26 14  1  0
 25 18  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
 10 48  1  0
 12 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 20 53  1  0
 21 54  1  0
 23 55  1  0
 24 56  1  0
 28 57  1  0
 29 58  1  0
 31 59  1  0
M  END


  Mrv0541 05061305332D          

 31 33  0  0  0  0            999 V2000
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    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
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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
    3.5724    2.0625    0.0000 O   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
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  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  3  1  0  0  0  0
 15  6  1  0  0  0  0
 15  7  2  0  0  0  0
 16  8  1  0  0  0  0
 16  9  2  0  0  0  0
 17 10  2  0  0  0  0
 17 11  1  0  0  0  0
 18  9  1  0  0  0  0
 19 12  2  0  0  0  0
 19 16  1  0  0  0  0
 20 12  1  0  0  0  0
 20 18  2  0  0  0  0
 21 10  1  0  0  0  0
 22 13  1  0  0  0  0
 23 13  1  0  0  0  0
 23 18  1  0  0  0  0
 24 11  2  0  0  0  0
 25 21  2  0  0  0  0
 25 22  1  0  0  0  0
 25 24  1  0  0  0  0
 26 17  1  0  0  0  0
 27 19  1  0  0  0  0
 28 20  1  0  0  0  0
 29 21  1  0  0  0  0
 30 22  2  0  0  0  0
 31 23  1  0  0  0  0
 31 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030862

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C\CC1=CC(C2CC(=O)C3=C(O)C=C(O)C=C3O2)=C(O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C25H28O6/c1-14(2)5-4-6-15(3)7-8-16-9-18(20(28)12-19(16)27)23-13-22(30)25-21(29)10-17(26)11-24(25)31-23/h5,7,9-12,23,26-29H,4,6,8,13H2,1-3H3/b15-7+

> <INCHI_KEY>
GJFHZVPRFLHEBR-VIZOYTHASA-N

> <FORMULA>
C25H28O6

> <MOLECULAR_WEIGHT>
424.4862

> <EXACT_MASS>
424.188588628

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
46.4580205182193

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{5-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
4.59

> <JCHEM_LOGP>
5.9198240030000004

> <ALOGPS_LOGS>
-4.91

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.913346073220037

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.876000746038127

> <JCHEM_PKA_STRONGEST_BASIC>
-3.861324705568916

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
121.31609999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.24e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
kuwanon E

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030862
     RDKit          3D
Kuwanon E
 59 61  0  0  0  0  0  0  0  0999 V2000
    8.2348    2.4254    0.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3416    1.3062    0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5215    0.7105   -1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4252    0.9021    1.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4710   -0.2208    0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0586    0.2963    0.8206 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1051   -0.8180    0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9483   -1.9455    1.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3969   -0.7478   -0.5964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3939   -1.7346   -1.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0819   -1.0052   -1.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0260   -1.2216   -0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2142   -0.4503   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3185   -0.6141    0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0486   -1.9389    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5255   -1.6708   -0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1541   -2.4897   -0.6919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1903   -0.5036    0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5561   -0.4583    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3808   -1.5063    0.3098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1792    0.6833    1.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3574    1.7467    1.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9391    2.9197    2.1255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9958    1.6846    1.4331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4006    0.5593    0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0080    0.4813    0.7447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1765    0.5522   -1.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3115    1.3427   -1.7743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0669    0.7988   -2.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542    0.0268   -2.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1834    0.2198   -2.9886 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8639    2.9635    1.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3507    3.1195   -0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2561    1.9951    0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5556    0.8470   -1.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3390    1.1875   -1.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7289   -0.3815   -1.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3698    1.4066    2.1214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7439   -0.6078   -0.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5395   -1.0126    1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0186    1.1031    0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7843    0.6759    1.8412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3393   -1.6226    2.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5483   -2.8773    0.9952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9443   -2.2113    1.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817    0.1642   -1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7229   -2.0288   -2.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2951   -2.6335   -0.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0455   -2.0415    0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6608   -0.8598    1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9254   -2.6328    1.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7062   -2.4557   -0.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3911   -1.5105    0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2272    0.7464    1.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9346    3.0234    2.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3572    2.5063    1.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1807    1.2540   -1.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095    1.5954   -3.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1891    0.9576   -3.6798 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 13 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 30 11  1  0
 26 14  1  0
 25 18  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
 10 48  1  0
 12 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 20 53  1  0
 21 54  1  0
 23 55  1  0
 24 56  1  0
 28 57  1  0
 29 58  1  0
 31 59  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 -12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.671 -10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.671 -11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.669   0.000   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       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4    5    6                                                       
CONECT    5    4   14                                                       
CONECT    6    4   15                                                       
CONECT    7    8   15                                                       
CONECT    8    7   16                                                       
CONECT    9   16   18                                                       
CONECT   10   17   21                                                       
CONECT   11   17   24                                                       
CONECT   12   19   20                                                       
CONECT   13   22   23                                                       
CONECT   14    1    2    5                                                  
CONECT   15    3    6    7                                                  
CONECT   16    8    9   19                                                  
CONECT   17   10   11   26                                                  
CONECT   18    9   20   23                                                  
CONECT   19   12   16   27                                                  
CONECT   20   12   18   28                                                  
CONECT   21   10   25   29                                                  
CONECT   22   13   25   30                                                  
CONECT   23   13   18   31                                                  
CONECT   24   11   25   31                                                  
CONECT   25   21   22   24                                                  
CONECT   26   17                                                            
CONECT   27   19                                                            
CONECT   28   20                                                            
CONECT   29   21                                                            
CONECT   30   22                                                            
CONECT   31   23   24                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0030862
HETATM    1  C1  UNL     1       8.235   2.425   0.712  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.342   1.306   0.300  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.521   0.710  -1.043  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.425   0.902   1.167  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.471  -0.221   0.846  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.059   0.296   0.821  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.105  -0.818   0.495  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.948  -1.946   1.411  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.397  -0.748  -0.596  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.394  -1.735  -1.115  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.082  -1.005  -1.290  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.026  -1.222  -0.540  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.214  -0.450  -0.658  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.319  -0.614   0.301  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.049  -1.939   0.238  1.00  0.00           C  
HETATM   16  C16 UNL     1      -5.526  -1.671  -0.003  1.00  0.00           C  
HETATM   17  O1  UNL     1      -6.154  -2.490  -0.692  1.00  0.00           O  
HETATM   18  C17 UNL     1      -6.190  -0.504   0.543  1.00  0.00           C  
HETATM   19  C18 UNL     1      -7.556  -0.458   0.683  1.00  0.00           C  
HETATM   20  O2  UNL     1      -8.381  -1.506   0.310  1.00  0.00           O  
HETATM   21  C19 UNL     1      -8.179   0.683   1.212  1.00  0.00           C  
HETATM   22  C20 UNL     1      -7.357   1.747   1.582  1.00  0.00           C  
HETATM   23  O3  UNL     1      -7.939   2.920   2.126  1.00  0.00           O  
HETATM   24  C21 UNL     1      -5.996   1.685   1.433  1.00  0.00           C  
HETATM   25  C22 UNL     1      -5.401   0.559   0.910  1.00  0.00           C  
HETATM   26  O4  UNL     1      -4.008   0.481   0.745  1.00  0.00           O  
HETATM   27  C23 UNL     1      -2.177   0.552  -1.602  1.00  0.00           C  
HETATM   28  O5  UNL     1      -3.312   1.343  -1.774  1.00  0.00           O  
HETATM   29  C24 UNL     1      -1.067   0.799  -2.384  1.00  0.00           C  
HETATM   30  C25 UNL     1       0.054   0.027  -2.233  1.00  0.00           C  
HETATM   31  O6  UNL     1       1.183   0.220  -2.989  1.00  0.00           O  
HETATM   32  H1  UNL     1       7.864   2.963   1.601  1.00  0.00           H  
HETATM   33  H2  UNL     1       8.351   3.120  -0.137  1.00  0.00           H  
HETATM   34  H3  UNL     1       9.256   1.995   0.910  1.00  0.00           H  
HETATM   35  H4  UNL     1       6.556   0.847  -1.595  1.00  0.00           H  
HETATM   36  H5  UNL     1       8.339   1.187  -1.573  1.00  0.00           H  
HETATM   37  H6  UNL     1       7.729  -0.382  -1.007  1.00  0.00           H  
HETATM   38  H7  UNL     1       6.370   1.407   2.121  1.00  0.00           H  
HETATM   39  H8  UNL     1       5.744  -0.608  -0.139  1.00  0.00           H  
HETATM   40  H9  UNL     1       5.540  -1.013   1.621  1.00  0.00           H  
HETATM   41  H10 UNL     1       4.019   1.103   0.045  1.00  0.00           H  
HETATM   42  H11 UNL     1       3.784   0.676   1.841  1.00  0.00           H  
HETATM   43  H12 UNL     1       2.339  -1.623   2.310  1.00  0.00           H  
HETATM   44  H13 UNL     1       2.548  -2.877   0.995  1.00  0.00           H  
HETATM   45  H14 UNL     1       3.944  -2.211   1.878  1.00  0.00           H  
HETATM   46  H15 UNL     1       2.582   0.164  -1.204  1.00  0.00           H  
HETATM   47  H16 UNL     1       1.723  -2.029  -2.124  1.00  0.00           H  
HETATM   48  H17 UNL     1       1.295  -2.633  -0.522  1.00  0.00           H  
HETATM   49  H18 UNL     1      -1.046  -2.041   0.194  1.00  0.00           H  
HETATM   50  H19 UNL     1      -2.661  -0.860   1.313  1.00  0.00           H  
HETATM   51  H20 UNL     1      -3.925  -2.633   1.058  1.00  0.00           H  
HETATM   52  H21 UNL     1      -3.706  -2.456  -0.711  1.00  0.00           H  
HETATM   53  H22 UNL     1      -9.391  -1.511   0.390  1.00  0.00           H  
HETATM   54  H23 UNL     1      -9.227   0.746   1.336  1.00  0.00           H  
HETATM   55  H24 UNL     1      -8.935   3.023   2.263  1.00  0.00           H  
HETATM   56  H25 UNL     1      -5.357   2.506   1.728  1.00  0.00           H  
HETATM   57  H26 UNL     1      -4.181   1.254  -1.391  1.00  0.00           H  
HETATM   58  H27 UNL     1      -1.109   1.595  -3.104  1.00  0.00           H  
HETATM   59  H28 UNL     1       1.189   0.958  -3.680  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    9
CONECT    8   43   44   45
CONECT    9   10   46
CONECT   10   11   47   48
CONECT   11   12   12   30
CONECT   12   13   49
CONECT   13   14   27   27
CONECT   14   15   26   50
CONECT   15   16   51   52
CONECT   16   17   17   18
CONECT   18   19   19   25
CONECT   19   20   21
CONECT   20   53
CONECT   21   22   22   54
CONECT   22   23   24
CONECT   23   55
CONECT   24   25   25   56
CONECT   25   26
CONECT   27   28   29
CONECT   28   57
CONECT   29   30   30   58
CONECT   30   31
CONECT   31   59
END

HMDB0030862
     RDKit          3D
Kuwanon E
 59 61  0  0  0  0  0  0  0  0999 V2000
    8.2348    2.4254    0.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3416    1.3062    0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5215    0.7105   -1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4252    0.9021    1.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4710   -0.2208    0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0586    0.2963    0.8206 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1051   -0.8180    0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9483   -1.9455    1.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3969   -0.7478   -0.5964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3939   -1.7346   -1.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0819   -1.0052   -1.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0260   -1.2216   -0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2142   -0.4503   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3185   -0.6141    0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0486   -1.9389    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5255   -1.6708   -0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1541   -2.4897   -0.6919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1903   -0.5036    0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5561   -0.4583    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3808   -1.5063    0.3098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1792    0.6833    1.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3574    1.7467    1.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9391    2.9197    2.1255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9958    1.6846    1.4331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4006    0.5593    0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0080    0.4813    0.7447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1765    0.5522   -1.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3115    1.3427   -1.7743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0669    0.7988   -2.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542    0.0268   -2.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1834    0.2198   -2.9886 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8639    2.9635    1.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3507    3.1195   -0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2561    1.9951    0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5556    0.8470   -1.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3390    1.1875   -1.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7289   -0.3815   -1.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3698    1.4066    2.1214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7439   -0.6078   -0.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5395   -1.0126    1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0186    1.1031    0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7843    0.6759    1.8412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3393   -1.6226    2.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5483   -2.8773    0.9952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9443   -2.2113    1.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817    0.1642   -1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7229   -2.0288   -2.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2951   -2.6335   -0.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0455   -2.0415    0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6608   -0.8598    1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9254   -2.6328    1.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7062   -2.4557   -0.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3911   -1.5105    0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2272    0.7464    1.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9346    3.0234    2.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3572    2.5063    1.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1807    1.2540   -1.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095    1.5954   -3.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1891    0.9576   -3.6798 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 13 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 30 11  1  0
 26 14  1  0
 25 18  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
 10 48  1  0
 12 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 20 53  1  0
 21 54  1  0
 23 55  1  0
 24 56  1  0
 28 57  1  0
 29 58  1  0
 31 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2',4',5,7-Tetrahydroxy-5'-geranylflavanone	HMDB
2-[5-(3,7-Dimethyl-2,6-octadienyl)-2,4-dihydroxyphenyl]-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one, 9ci	HMDB

Chemical Formula

C₂₅H₂₈O₆

Average Molecular Weight

424.4862

Monoisotopic Molecular Weight

424.188588628

IUPAC Name

2-{5-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

kuwanon E

CAS Registry Number

68401-05-8

SMILES

CC(C)=CCC\C(C)=C\CC1=CC(C2CC(=O)C3=C(O)C=C(O)C=C3O2)=C(O)C=C1O

InChI Identifier

InChI=1S/C25H28O6/c1-14(2)5-4-6-15(3)7-8-16-9-18(20(28)12-19(16)27)23-13-22(30)25-21(29)10-17(26)11-24(25)31-23/h5,7,9-12,23,26-29H,4,6,8,13H2,1-3H3/b15-7+

InChI Key

GJFHZVPRFLHEBR-VIZOYTHASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 3'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

3'-prenylated flavanones

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavanones (LMPK12140462 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030862)
Cell membrane (HMDB: HMDB0030862)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030862)

Source

Endogenous

Endogenous (HMDB: HMDB0030862)

Plant

Plant (HMDB: HMDB0030862)

Exogenous

Food

Food (HMDB: HMDB0030862)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0030862)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	132 - 136 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.013 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	0.0052 g/L	ALOGPS
logP	4.59	ALOGPS
logP	5.92	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	7.88	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	121.32 m³·mol⁻¹	ChemAxon
Polarizability	46.46 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	203.038	31661259
DarkChem	[M-H]-	200.349	31661259
DeepCCS	[M+H]+	203.644	30932474
DeepCCS	[M-H]-	201.286	30932474
DeepCCS	[M-2H]-	234.834	30932474
DeepCCS	[M+Na]+	210.062	30932474
AllCCS	[M+H]+	209.4	32859911
AllCCS	[M+H-H2O]+	206.8	32859911
AllCCS	[M+NH4]+	211.8	32859911
AllCCS	[M+Na]+	212.5	32859911
AllCCS	[M-H]-	202.4	32859911
AllCCS	[M+Na-2H]-	203.1	32859911
AllCCS	[M+HCOO]-	204.0	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.	9.5 minutes	32390414
Predicted by Siyang on May 30, 2022	15.883 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.53 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3159.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	247.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	207.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	149.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	185.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	825.3 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	685.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	87.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1420.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	664.6 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	1429.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	532.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	475.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	211.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	215.8 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	9.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Kuwanon E	CC(C)=CCC\C(C)=C\CC1=CC(C2CC(=O)C3=C(O)C=C(O)C=C3O2)=C(O)C=C1O	5205.7	Standard polar	33892256
Kuwanon E	CC(C)=CCC\C(C)=C\CC1=CC(C2CC(=O)C3=C(O)C=C(O)C=C3O2)=C(O)C=C1O	3539.6	Standard non polar	33892256
Kuwanon E	CC(C)=CCC\C(C)=C\CC1=CC(C2CC(=O)C3=C(O)C=C(O)C=C3O2)=C(O)C=C1O	3949.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Kuwanon E,1TMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C)O2)=C(O)C=C1O	3769.5	Semi standard non polar	33892256
Kuwanon E,1TMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)=C(O)C=C1O	3767.6	Semi standard non polar	33892256
Kuwanon E,1TMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(O)C=C(O)C=C3O2)=C(O[Si](C)(C)C)C=C1O	3709.6	Semi standard non polar	33892256
Kuwanon E,1TMS,isomer #4	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(O)C=C(O)C=C3O2)=C(O)C=C1O[Si](C)(C)C	3742.2	Semi standard non polar	33892256
Kuwanon E,2TMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(C=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)O2)=C(O)C=C1O	3675.3	Semi standard non polar	33892256
Kuwanon E,2TMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C)O2)=C(O[Si](C)(C)C)C=C1O	3628.6	Semi standard non polar	33892256
Kuwanon E,2TMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C)O2)=C(O)C=C1O[Si](C)(C)C	3662.3	Semi standard non polar	33892256
Kuwanon E,2TMS,isomer #4	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)=C(O[Si](C)(C)C)C=C1O	3612.6	Semi standard non polar	33892256
Kuwanon E,2TMS,isomer #5	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)=C(O)C=C1O[Si](C)(C)C	3654.0	Semi standard non polar	33892256
Kuwanon E,2TMS,isomer #6	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(O)C=C(O)C=C3O2)=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C	3570.8	Semi standard non polar	33892256
Kuwanon E,3TMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(C=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)O2)=C(O[Si](C)(C)C)C=C1O	3594.8	Semi standard non polar	33892256
Kuwanon E,3TMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(C=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)O2)=C(O)C=C1O[Si](C)(C)C	3626.4	Semi standard non polar	33892256
Kuwanon E,3TMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C)O2)=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C	3566.2	Semi standard non polar	33892256
Kuwanon E,3TMS,isomer #4	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C	3573.0	Semi standard non polar	33892256
Kuwanon E,4TMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(C=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)O2)=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C	3580.1	Semi standard non polar	33892256
Kuwanon E,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)O2)=C(O)C=C1O	4024.7	Semi standard non polar	33892256
Kuwanon E,1TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)=C(O)C=C1O	4034.5	Semi standard non polar	33892256
Kuwanon E,1TBDMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(O)C=C(O)C=C3O2)=C(O[Si](C)(C)C(C)(C)C)C=C1O	3974.1	Semi standard non polar	33892256
Kuwanon E,1TBDMS,isomer #4	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(O)C=C(O)C=C3O2)=C(O)C=C1O[Si](C)(C)C(C)(C)C	4004.1	Semi standard non polar	33892256
Kuwanon E,2TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(C=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)O2)=C(O)C=C1O	4175.3	Semi standard non polar	33892256
Kuwanon E,2TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)O2)=C(O[Si](C)(C)C(C)(C)C)C=C1O	4144.2	Semi standard non polar	33892256
Kuwanon E,2TBDMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)O2)=C(O)C=C1O[Si](C)(C)C(C)(C)C	4170.5	Semi standard non polar	33892256
Kuwanon E,2TBDMS,isomer #4	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)=C(O[Si](C)(C)C(C)(C)C)C=C1O	4132.9	Semi standard non polar	33892256
Kuwanon E,2TBDMS,isomer #5	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)=C(O)C=C1O[Si](C)(C)C(C)(C)C	4170.4	Semi standard non polar	33892256
Kuwanon E,2TBDMS,isomer #6	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(O)C=C(O)C=C3O2)=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	4094.9	Semi standard non polar	33892256
Kuwanon E,3TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(C=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)O2)=C(O[Si](C)(C)C(C)(C)C)C=C1O	4268.0	Semi standard non polar	33892256
Kuwanon E,3TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(C=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)O2)=C(O)C=C1O[Si](C)(C)C(C)(C)C	4297.5	Semi standard non polar	33892256
Kuwanon E,3TBDMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)O2)=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	4245.3	Semi standard non polar	33892256
Kuwanon E,3TBDMS,isomer #4	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	4238.4	Semi standard non polar	33892256
Kuwanon E,4TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=CC(C2CC(=O)C3=C(C=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)O2)=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	4388.6	Semi standard non polar	33892256

Spectra

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

FDB002822

KNApSAcK ID

C00008328

Chemspider ID

8517751

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10342292

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1823231

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 Kuwanon E (HMDB0030862)

MOL for HMDB0030862 (Kuwanon E)

3D MOL for HMDB0030862 (Kuwanon E)

3D SDF for HMDB0030862 (Kuwanon E)

3D-SDF for HMDB0030862 (Kuwanon E)

PDB for HMDB0030862 (Kuwanon E)

3D PDB for HMDB0030862 (Kuwanon E)

SMILES for HMDB0030862 (Kuwanon E)

INCHI for HMDB0030862 (Kuwanon E)

Structure for HMDB0030862 (Kuwanon E)

3D Structure for HMDB0030862 (Kuwanon E)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized