Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:47:30 UTC

Update Date

2022-03-07 02:53:57 UTC

HMDB ID

HMDB0034017

Secondary Accession Numbers

HMDB34017

Metabolite Identification

Common Name

Kuwanol D

Description

Kuwanol D belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, kuwanol D is considered to be a flavonoid. Kuwanol D has been detected, but not quantified in, fruits. This could make kuwanol D a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Kuwanol D.

Structure

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


  Mrv0541 05061307302D          

 30 31  0  0  0  0            999 V2000
   -6.4302   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    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
 11 10  2  0  0  0  0
 12  9  2  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16  5  2  0  0  0  0
 17  3  1  0  0  0  0
 17  6  1  0  0  0  0
 17  7  2  0  0  0  0
 18  8  1  0  0  0  0
 18 13  2  0  0  0  0
 19  9  1  0  0  0  0
 19 13  1  0  0  0  0
 20 10  1  0  0  0  0
 20 14  2  0  0  0  0
 21 11  1  0  0  0  0
 22 12  1  0  0  0  0
 22 21  1  0  0  0  0
 23 15  2  0  0  0  0
 23 18  1  0  0  0  0
 24 15  1  0  0  0  0
 24 19  2  0  0  0  0
 25 14  1  0  0  0  0
 25 21  2  0  0  0  0
 26 20  1  0  0  0  0
 27 22  2  0  0  0  0
 28 23  1  0  0  0  0
 29 24  1  0  0  0  0
 30 25  1  0  0  0  0
M  END

HMDB0034017
     RDKit          3D
Kuwanol D
 58 59  0  0  0  0  0  0  0  0999 V2000
   -8.1651   -1.2409   -3.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3300   -0.5498   -2.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0144    0.1867   -1.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0070   -0.5917   -2.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1266    0.0773   -1.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2315   -0.9505   -0.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3756   -0.1559    0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0660    0.6290    1.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0708   -0.1611    0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2085    0.5657    1.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0724   -0.1543    1.6359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2064    0.1136    1.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3512   -0.5278    1.7082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6418   -0.1581    1.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8224   -0.5814    1.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1398   -0.2990    0.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0419   -1.0012    1.6322 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6933    0.5542   -0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9708    1.3871   -0.8411 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191    2.2219   -1.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8739    2.1912   -1.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4711    2.9991   -2.9080 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6388    1.3879   -1.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0883    0.5629   -0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9369   -0.1836    0.5281 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1403   -1.4391    2.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2195   -2.1107    3.2535 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8520   -1.7467    3.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2366   -1.0760    2.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4678   -1.3815    3.1023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5098   -2.0017   -3.8723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9981   -1.8081   -2.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4842   -0.5383   -4.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8926    1.2825   -1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5516   -0.1278   -0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0908   -0.0779   -1.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5386   -1.1426   -3.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7224    0.6548   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4449    0.7811   -1.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8160   -1.6532   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6214   -1.4096   -1.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1441    0.2821    1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2177    1.6716    0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6431    0.7841    2.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5801   -0.7442   -0.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7744    1.4294    0.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7243    1.1023    1.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3368    0.8485    0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6160    0.5982    0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7582   -1.3554    2.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9032    1.4417   -0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8847    2.8426   -2.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7484    3.9340   -2.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7379    1.3837   -1.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0791   -0.8028    1.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0682   -2.7814    3.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7451   -2.4807    3.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3587   -1.0381    2.8452 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  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 13 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 29 11  1  0
 24 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 12 48  1  0
 14 49  1  0
 15 50  1  0
 19 51  1  0
 20 52  1  0
 22 53  1  0
 23 54  1  0
 25 55  1  0
 27 56  1  0
 28 57  1  0
 30 58  1  0
M  END


  Mrv0541 05061307302D          

 30 31  0  0  0  0            999 V2000
   -6.4302   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    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
 11 10  2  0  0  0  0
 12  9  2  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16  5  2  0  0  0  0
 17  3  1  0  0  0  0
 17  6  1  0  0  0  0
 17  7  2  0  0  0  0
 18  8  1  0  0  0  0
 18 13  2  0  0  0  0
 19  9  1  0  0  0  0
 19 13  1  0  0  0  0
 20 10  1  0  0  0  0
 20 14  2  0  0  0  0
 21 11  1  0  0  0  0
 22 12  1  0  0  0  0
 22 21  1  0  0  0  0
 23 15  2  0  0  0  0
 23 18  1  0  0  0  0
 24 15  1  0  0  0  0
 24 19  2  0  0  0  0
 25 14  1  0  0  0  0
 25 21  2  0  0  0  0
 26 20  1  0  0  0  0
 27 22  2  0  0  0  0
 28 23  1  0  0  0  0
 29 24  1  0  0  0  0
 30 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034017

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C\CC1=CC(\C=C\C(=O)C2=C(O)C=C(O)C=C2)=C(O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C25H28O5/c1-16(2)5-4-6-17(3)7-8-18-13-19(24(29)15-23(18)28)9-12-22(27)21-11-10-20(26)14-25(21)30/h5,7,9-15,26,28-30H,4,6,8H2,1-3H3/b12-9+,17-7+

> <INCHI_KEY>
ARIUOJMONLRTJR-NNVJOTTFSA-N

> <FORMULA>
C25H28O5

> <MOLECULAR_WEIGHT>
408.4868

> <EXACT_MASS>
408.193674006

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
45.757661677872576

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
5.09

> <JCHEM_LOGP>
6.714345296666667

> <ALOGPS_LOGS>
-5.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.52904399955483

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.713555454777021

> <JCHEM_PKA_STRONGEST_BASIC>
-5.917857103687411

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
122.84599999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.09e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
kuwanol D

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034017
     RDKit          3D
Kuwanol D
 58 59  0  0  0  0  0  0  0  0999 V2000
   -8.1651   -1.2409   -3.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3300   -0.5498   -2.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0144    0.1867   -1.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0070   -0.5917   -2.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1266    0.0773   -1.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2315   -0.9505   -0.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3756   -0.1559    0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0660    0.6290    1.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0708   -0.1611    0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2085    0.5657    1.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0724   -0.1543    1.6359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2064    0.1136    1.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3512   -0.5278    1.7082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6418   -0.1581    1.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8224   -0.5814    1.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1398   -0.2990    0.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0419   -1.0012    1.6322 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6933    0.5542   -0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9708    1.3871   -0.8411 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191    2.2219   -1.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8739    2.1912   -1.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4711    2.9991   -2.9080 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6388    1.3879   -1.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0883    0.5629   -0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9369   -0.1836    0.5281 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1403   -1.4391    2.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2195   -2.1107    3.2535 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8520   -1.7467    3.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2366   -1.0760    2.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4678   -1.3815    3.1023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5098   -2.0017   -3.8723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9981   -1.8081   -2.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4842   -0.5383   -4.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8926    1.2825   -1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5516   -0.1278   -0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0908   -0.0779   -1.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5386   -1.1426   -3.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7224    0.6548   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4449    0.7811   -1.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8160   -1.6532   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6214   -1.4096   -1.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1441    0.2821    1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2177    1.6716    0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6431    0.7841    2.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5801   -0.7442   -0.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7744    1.4294    0.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7243    1.1023    1.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3368    0.8485    0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6160    0.5982    0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7582   -1.3554    2.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9032    1.4417   -0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8847    2.8426   -2.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7484    3.9340   -2.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7379    1.3837   -1.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0791   -0.8028    1.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0682   -2.7814    3.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7451   -2.4807    3.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3587   -1.0381    2.8452 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  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 13 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 29 11  1  0
 24 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 12 48  1  0
 14 49  1  0
 15 50  1  0
 19 51  1  0
 20 52  1  0
 22 53  1  0
 23 54  1  0
 25 55  1  0
 27 56  1  0
 28 57  1  0
 30 58  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     -12.003  25.410   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.336  25.410   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668  20.790   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.336  22.330   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.669  23.100   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.336  20.790   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.002  18.480   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668  17.710   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001  13.090   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.335  15.400   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.002  13.860   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -10.669  24.640   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002  20.020   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.668  16.170   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335  13.860   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -8.002  15.400   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.668  13.090   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.334  11.550   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -9.336  16.170   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -6.668  11.550   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -5.335   9.240   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4    5    6                                                       
CONECT    5    4   16                                                       
CONECT    6    4   17                                                       
CONECT    7    8   17                                                       
CONECT    8    7   18                                                       
CONECT    9   12   19                                                       
CONECT   10   11   20                                                       
CONECT   11   10   21                                                       
CONECT   12    9   22                                                       
CONECT   13   18   19                                                       
CONECT   14   20   25                                                       
CONECT   15   23   24                                                       
CONECT   16    1    2    5                                                  
CONECT   17    3    6    7                                                  
CONECT   18    8   13   23                                                  
CONECT   19    9   13   24                                                  
CONECT   20   10   14   26                                                  
CONECT   21   11   22   25                                                  
CONECT   22   12   21   27                                                  
CONECT   23   15   18   28                                                  
CONECT   24   15   19   29                                                  
CONECT   25   14   21   30                                                  
CONECT   26   20                                                            
CONECT   27   22                                                            
CONECT   28   23                                                            
CONECT   29   24                                                            
CONECT   30   25                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

COMPND    HMDB0034017
HETATM    1  C1  UNL     1      -8.165  -1.241  -3.362  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.330  -0.550  -2.346  1.00  0.00           C  
HETATM    3  C3  UNL     1      -8.014   0.187  -1.259  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.007  -0.592  -2.414  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.127   0.077  -1.431  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.231  -0.951  -0.736  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.376  -0.156   0.249  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.066   0.629   1.252  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.071  -0.161   0.152  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.209   0.566   1.055  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.072  -0.154   1.636  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.206   0.114   1.186  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.351  -0.528   1.708  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.642  -0.158   1.147  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.822  -0.581   1.453  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.140  -0.299   0.982  1.00  0.00           C  
HETATM   17  O1  UNL     1       7.042  -1.001   1.632  1.00  0.00           O  
HETATM   18  C17 UNL     1       6.693   0.554  -0.014  1.00  0.00           C  
HETATM   19  C18 UNL     1       5.971   1.387  -0.841  1.00  0.00           C  
HETATM   20  C19 UNL     1       6.519   2.222  -1.822  1.00  0.00           C  
HETATM   21  C20 UNL     1       7.874   2.191  -1.950  1.00  0.00           C  
HETATM   22  O2  UNL     1       8.471   2.999  -2.908  1.00  0.00           O  
HETATM   23  C21 UNL     1       8.639   1.388  -1.161  1.00  0.00           C  
HETATM   24  C22 UNL     1       8.088   0.563  -0.190  1.00  0.00           C  
HETATM   25  O3  UNL     1       8.937  -0.184   0.528  1.00  0.00           O  
HETATM   26  C23 UNL     1       2.140  -1.439   2.692  1.00  0.00           C  
HETATM   27  O4  UNL     1       3.220  -2.111   3.254  1.00  0.00           O  
HETATM   28  C24 UNL     1       0.852  -1.747   3.184  1.00  0.00           C  
HETATM   29  C25 UNL     1      -0.237  -1.076   2.623  1.00  0.00           C  
HETATM   30  O5  UNL     1      -1.468  -1.382   3.102  1.00  0.00           O  
HETATM   31  H1  UNL     1      -7.510  -2.002  -3.872  1.00  0.00           H  
HETATM   32  H2  UNL     1      -8.998  -1.808  -2.930  1.00  0.00           H  
HETATM   33  H3  UNL     1      -8.484  -0.538  -4.170  1.00  0.00           H  
HETATM   34  H4  UNL     1      -7.893   1.283  -1.344  1.00  0.00           H  
HETATM   35  H5  UNL     1      -7.552  -0.128  -0.293  1.00  0.00           H  
HETATM   36  H6  UNL     1      -9.091  -0.078  -1.189  1.00  0.00           H  
HETATM   37  H7  UNL     1      -5.539  -1.143  -3.228  1.00  0.00           H  
HETATM   38  H8  UNL     1      -5.722   0.655  -0.729  1.00  0.00           H  
HETATM   39  H9  UNL     1      -4.445   0.781  -1.966  1.00  0.00           H  
HETATM   40  H10 UNL     1      -4.816  -1.653  -0.145  1.00  0.00           H  
HETATM   41  H11 UNL     1      -3.621  -1.410  -1.511  1.00  0.00           H  
HETATM   42  H12 UNL     1      -5.144   0.282   1.361  1.00  0.00           H  
HETATM   43  H13 UNL     1      -4.218   1.672   0.822  1.00  0.00           H  
HETATM   44  H14 UNL     1      -3.643   0.784   2.225  1.00  0.00           H  
HETATM   45  H15 UNL     1      -1.580  -0.744  -0.654  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.774   1.429   0.452  1.00  0.00           H  
HETATM   47  H17 UNL     1      -1.724   1.102   1.880  1.00  0.00           H  
HETATM   48  H18 UNL     1       1.337   0.848   0.398  1.00  0.00           H  
HETATM   49  H19 UNL     1       3.616   0.598   0.339  1.00  0.00           H  
HETATM   50  H20 UNL     1       4.758  -1.355   2.298  1.00  0.00           H  
HETATM   51  H21 UNL     1       4.903   1.442  -0.776  1.00  0.00           H  
HETATM   52  H22 UNL     1       5.885   2.843  -2.428  1.00  0.00           H  
HETATM   53  H23 UNL     1       8.748   3.934  -2.639  1.00  0.00           H  
HETATM   54  H24 UNL     1       9.738   1.384  -1.287  1.00  0.00           H  
HETATM   55  H25 UNL     1       9.079  -0.803   1.191  1.00  0.00           H  
HETATM   56  H26 UNL     1       3.068  -2.781   3.982  1.00  0.00           H  
HETATM   57  H27 UNL     1       0.745  -2.481   3.967  1.00  0.00           H  
HETATM   58  H28 UNL     1      -2.359  -1.038   2.845  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4    4
CONECT    3   34   35   36
CONECT    4    5   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8    9    9
CONECT    8   42   43   44
CONECT    9   10   45
CONECT   10   11   46   47
CONECT   11   12   12   29
CONECT   12   13   48
CONECT   13   14   26   26
CONECT   14   15   15   49
CONECT   15   16   50
CONECT   16   17   17   18
CONECT   18   19   19   24
CONECT   19   20   51
CONECT   20   21   21   52
CONECT   21   22   23
CONECT   22   53
CONECT   23   24   24   54
CONECT   24   25
CONECT   25   55
CONECT   26   27   28
CONECT   27   56
CONECT   28   29   29   57
CONECT   29   30
CONECT   30   58
END

HMDB0034017
     RDKit          3D
Kuwanol D
 58 59  0  0  0  0  0  0  0  0999 V2000
   -8.1651   -1.2409   -3.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3300   -0.5498   -2.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0144    0.1867   -1.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0070   -0.5917   -2.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1266    0.0773   -1.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2315   -0.9505   -0.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3756   -0.1559    0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0660    0.6290    1.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0708   -0.1611    0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2085    0.5657    1.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0724   -0.1543    1.6359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2064    0.1136    1.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3512   -0.5278    1.7082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6418   -0.1581    1.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8224   -0.5814    1.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1398   -0.2990    0.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0419   -1.0012    1.6322 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6933    0.5542   -0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9708    1.3871   -0.8411 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191    2.2219   -1.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8739    2.1912   -1.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4711    2.9991   -2.9080 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6388    1.3879   -1.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0883    0.5629   -0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9369   -0.1836    0.5281 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1403   -1.4391    2.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2195   -2.1107    3.2535 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8520   -1.7467    3.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2366   -1.0760    2.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4678   -1.3815    3.1023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5098   -2.0017   -3.8723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9981   -1.8081   -2.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4842   -0.5383   -4.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8926    1.2825   -1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5516   -0.1278   -0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0908   -0.0779   -1.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5386   -1.1426   -3.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7224    0.6548   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4449    0.7811   -1.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8160   -1.6532   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6214   -1.4096   -1.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1441    0.2821    1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2177    1.6716    0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6431    0.7841    2.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5801   -0.7442   -0.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7744    1.4294    0.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7243    1.1023    1.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3368    0.8485    0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6160    0.5982    0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7582   -1.3554    2.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9032    1.4417   -0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8847    2.8426   -2.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7484    3.9340   -2.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7379    1.3837   -1.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0791   -0.8028    1.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0682   -2.7814    3.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7451   -2.4807    3.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3587   -1.0381    2.8452 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  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 13 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 29 11  1  0
 24 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 12 48  1  0
 14 49  1  0
 15 50  1  0
 19 51  1  0
 20 52  1  0
 22 53  1  0
 23 54  1  0
 25 55  1  0
 27 56  1  0
 28 57  1  0
 30 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Geranyl-2,2',4,4'-tetrahydroxychalcone	HMDB

Chemical Formula

C₂₅H₂₈O₅

Average Molecular Weight

408.4868

Monoisotopic Molecular Weight

408.193674006

IUPAC Name

(2E)-1-(2,4-dihydroxyphenyl)-3-{5-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}prop-2-en-1-one

Traditional Name

kuwanol D

CAS Registry Number

123702-93-2

SMILES

CC(C)=CCC\C(C)=C\CC1=CC(\C=C\C(=O)C2=C(O)C=C(O)C=C2)=C(O)C=C1O

InChI Identifier

InChI=1S/C25H28O5/c1-16(2)5-4-6-17(3)7-8-18-13-19(24(29)15-23(18)28)9-12-22(27)21-11-10-20(26)14-25(21)30/h5,7,9-15,26,28-30H,4,6,8H2,1-3H3/b12-9+,17-7+

InChI Key

ARIUOJMONLRTJR-NNVJOTTFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

2'-Hydroxychalcones

Alternative Parents

Substituents

2'-hydroxychalcone
Cinnamylphenol
Hydroxycinnamic acid or derivatives
Aromatic monoterpenoid
Monocyclic monoterpenoid
Monoterpenoid
Benzoyl
Resorcinol
Styrene
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Enone
Acryloyl-group
Vinylogous acid
Alpha,beta-unsaturated ketone
Ketone
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120120 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034017)

Source

Endogenous

Endogenous (HMDB: HMDB0034017)

Plant

Plant (HMDB: HMDB0034017)

Exogenous

Food

Food (HMDB: HMDB0034017)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0034017)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0034017)

Role

Biological role

Energy source (HMDB: HMDB0034017)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034017)

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	0.0079 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	0.0031 g/L	ALOGPS
logP	5.09	ALOGPS
logP	6.71	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	7.71	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	122.85 m³·mol⁻¹	ChemAxon
Polarizability	45.76 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	202.075	30932474
DeepCCS	[M-H]-	199.717	30932474
DeepCCS	[M-2H]-	233.264	30932474
DeepCCS	[M+Na]+	208.504	30932474
AllCCS	[M+H]+	206.6	32859911
AllCCS	[M+H-H2O]+	203.9	32859911
AllCCS	[M+NH4]+	209.2	32859911
AllCCS	[M+Na]+	209.9	32859911
AllCCS	[M-H]-	195.7	32859911
AllCCS	[M+Na-2H]-	196.3	32859911
AllCCS	[M+HCOO]-	197.2	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.	9.49 minutes	32390414
Predicted by Siyang on May 30, 2022	16.5908 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.28 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3304.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	283.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	216.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	157.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	261.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	868.8 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	707.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	84.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1586.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	701.5 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	1425.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	584.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	505.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	196.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	214.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Kuwanol D	CC(C)=CCC\C(C)=C\CC1=CC(\C=C\C(=O)C2=C(O)C=C(O)C=C2)=C(O)C=C1O	5519.5	Standard polar	33892256
Kuwanol D	CC(C)=CCC\C(C)=C\CC1=CC(\C=C\C(=O)C2=C(O)C=C(O)C=C2)=C(O)C=C1O	3349.1	Standard non polar	33892256
Kuwanol D	CC(C)=CCC\C(C)=C\CC1=CC(\C=C\C(=O)C2=C(O)C=C(O)C=C2)=C(O)C=C1O	3865.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Kuwanol D,1TMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O)C=C2O[Si](C)(C)C)=C(O)C=C1O	3734.8	Semi standard non polar	33892256
Kuwanol D,1TMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O[Si](C)(C)C)C=C2O)=C(O)C=C1O	3725.8	Semi standard non polar	33892256
Kuwanol D,1TMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O)C=C2O)=C(O[Si](C)(C)C)C=C1O	3729.7	Semi standard non polar	33892256
Kuwanol D,1TMS,isomer #4	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O)C=C2O)=C(O)C=C1O[Si](C)(C)C	3713.8	Semi standard non polar	33892256
Kuwanol D,2TMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)=C(O)C=C1O	3610.3	Semi standard non polar	33892256
Kuwanol D,2TMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O)C=C2O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C1O	3628.2	Semi standard non polar	33892256
Kuwanol D,2TMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O)C=C2O[Si](C)(C)C)=C(O)C=C1O[Si](C)(C)C	3597.3	Semi standard non polar	33892256
Kuwanol D,2TMS,isomer #4	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O[Si](C)(C)C)C=C2O)=C(O[Si](C)(C)C)C=C1O	3615.5	Semi standard non polar	33892256
Kuwanol D,2TMS,isomer #5	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O[Si](C)(C)C)C=C2O)=C(O)C=C1O[Si](C)(C)C	3582.0	Semi standard non polar	33892256
Kuwanol D,2TMS,isomer #6	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O)C=C2O)=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C	3580.5	Semi standard non polar	33892256
Kuwanol D,3TMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C1O	3572.5	Semi standard non polar	33892256
Kuwanol D,3TMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)=C(O)C=C1O[Si](C)(C)C	3542.0	Semi standard non polar	33892256
Kuwanol D,3TMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O)C=C2O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C	3534.4	Semi standard non polar	33892256
Kuwanol D,3TMS,isomer #4	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O[Si](C)(C)C)C=C2O)=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C	3564.4	Semi standard non polar	33892256
Kuwanol D,4TMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C	3573.8	Semi standard non polar	33892256
Kuwanol D,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O)C=C2O[Si](C)(C)C(C)(C)C)=C(O)C=C1O	4031.3	Semi standard non polar	33892256
Kuwanol D,1TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2O)=C(O)C=C1O	4028.8	Semi standard non polar	33892256
Kuwanol D,1TBDMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O)C=C2O)=C(O[Si](C)(C)C(C)(C)C)C=C1O	4037.9	Semi standard non polar	33892256
Kuwanol D,1TBDMS,isomer #4	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O)C=C2O)=C(O)C=C1O[Si](C)(C)C(C)(C)C	4019.1	Semi standard non polar	33892256
Kuwanol D,2TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)=C(O)C=C1O	4165.9	Semi standard non polar	33892256
Kuwanol D,2TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O)C=C2O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C1O	4194.5	Semi standard non polar	33892256
Kuwanol D,2TBDMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O)C=C2O[Si](C)(C)C(C)(C)C)=C(O)C=C1O[Si](C)(C)C(C)(C)C	4156.3	Semi standard non polar	33892256
Kuwanol D,2TBDMS,isomer #4	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2O)=C(O[Si](C)(C)C(C)(C)C)C=C1O	4196.2	Semi standard non polar	33892256
Kuwanol D,2TBDMS,isomer #5	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2O)=C(O)C=C1O[Si](C)(C)C(C)(C)C	4152.9	Semi standard non polar	33892256
Kuwanol D,2TBDMS,isomer #6	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O)C=C2O)=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	4159.9	Semi standard non polar	33892256
Kuwanol D,3TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C1O	4322.9	Semi standard non polar	33892256
Kuwanol D,3TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)=C(O)C=C1O[Si](C)(C)C(C)(C)C	4277.5	Semi standard non polar	33892256
Kuwanol D,3TBDMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O)C=C2O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	4291.3	Semi standard non polar	33892256
Kuwanol D,3TBDMS,isomer #4	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2O)=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	4306.5	Semi standard non polar	33892256
Kuwanol D,4TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=CC(/C=C/C(=O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	4461.4	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 D GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-6529000000-2b1f26435883b0f43f8c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kuwanol D GC-MS (4 TMS) - 70eV, Positive	splash10-001i-2000009000-cd011b7d80a30bdc4c44	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kuwanol D 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 D 10V, Positive-QTOF	splash10-0a4i-0455900000-d5a7136d2cbcc03bce92	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol D 20V, Positive-QTOF	splash10-052r-2962100000-f97a8c5b758a27e281db	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol D 40V, Positive-QTOF	splash10-014r-6911000000-f53852faa5b63ce20ce1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol D 10V, Negative-QTOF	splash10-0a4i-0111900000-dc54412910e334948c9b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol D 20V, Negative-QTOF	splash10-0a4i-0565900000-8361b148ef5ab55e7def	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol D 40V, Negative-QTOF	splash10-0a4i-4957000000-22f0f07e1421b5d491d3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol D 10V, Positive-QTOF	splash10-0a4i-2353900000-37103a41d663f5012df0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol D 20V, Positive-QTOF	splash10-00lr-9114000000-b7a631d3d68c2e5d1f56	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol D 40V, Positive-QTOF	splash10-001c-8912000000-39b3a094d4657bb8ae00	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol D 10V, Negative-QTOF	splash10-0a4i-0000900000-4232e56e7795651b99e4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol D 20V, Negative-QTOF	splash10-0a4i-0584900000-5ac1b267228bc924c116	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanol D 40V, Negative-QTOF	splash10-08fu-4936000000-0f56e32a5c869e691fe8	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB012255

KNApSAcK ID

C00007137

Chemspider ID

10400593

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14539881

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1839841

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 D (HMDB0034017)

MOL for HMDB0034017 (Kuwanol D)

3D MOL for HMDB0034017 (Kuwanol D)

3D SDF for HMDB0034017 (Kuwanol D)

3D-SDF for HMDB0034017 (Kuwanol D)

PDB for HMDB0034017 (Kuwanol D)

3D PDB for HMDB0034017 (Kuwanol D)

SMILES for HMDB0034017 (Kuwanol D)

INCHI for HMDB0034017 (Kuwanol D)

Structure for HMDB0034017 (Kuwanol D)

3D Structure for HMDB0034017 (Kuwanol D)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra