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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:42:43 UTC

Update Date

2022-03-07 02:55:45 UTC

HMDB ID

HMDB0038397

Secondary Accession Numbers

HMDB38397

Metabolite Identification

Common Name

Gancaonin O

Description

Gancaonin O belongs to the class of organic compounds known as 6-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 6-position. Thus, gancaonin O is considered to be a flavonoid. Gancaonin O has been detected, but not quantified in, several different foods, such as teas (Camellia sinensis), red tea, herbs and spices, green tea, and black tea. This could make gancaonin O a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Gancaonin O.

Structure

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


  Mrv0541 05061310252D          

 26 28  0  0  0  0            999 V2000
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    0.7145    1.2375    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
    5.7158    0.0000    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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
    6.4302   -1.2375    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
    6.4302   -0.4125    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
    2.1434    1.2375    0.0000 C   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
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    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
    2.1434    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  3  1  0  0  0  0
  6  4  2  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  3  2  0  0  0  0
 11  4  1  0  0  0  0
 11  7  2  0  0  0  0
 12  5  1  0  0  0  0
 13  6  1  0  0  0  0
 14  8  2  0  0  0  0
 14 12  1  0  0  0  0
 15  7  1  0  0  0  0
 15 13  2  0  0  0  0
 16  9  1  0  0  0  0
 17  9  2  0  0  0  0
 17 11  1  0  0  0  0
 18  8  1  0  0  0  0
 19 16  1  0  0  0  0
 19 18  2  0  0  0  0
 20 12  2  0  0  0  0
 20 19  1  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 24 16  2  0  0  0  0
 25 20  1  0  0  0  0
 26 17  1  0  0  0  0
 26 18  1  0  0  0  0
M  END

HMDB0038397
     RDKit          3D
Gancaonin O
 44 46  0  0  0  0  0  0  0  0999 V2000
   -5.6969    0.7058    0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3768    0.6411   -0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1409    1.4497   -1.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4015   -0.1415   -1.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6381   -0.9510   -0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989   -0.6145   -0.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7363    0.4872   -0.9060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053    1.3721   -1.5768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812    0.7257   -0.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5060   -0.1268   -0.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7892    0.1191   -0.2415 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6912   -0.6536    0.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0870   -0.2726    0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0613   -1.0264    0.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3835   -0.6131    0.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6966    0.5318    0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0147    0.9425    0.0161 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7145    1.2824   -0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0929    2.4517   -1.1669 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3969    0.8977   -0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3016   -1.7835    1.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9377   -2.0748    1.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5954   -3.1068    1.6738 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0321   -1.2570    0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3216   -1.4997    0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8428   -2.5837    1.0430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6476    1.2889    0.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8893    1.1559    1.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9102   -0.3003    1.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8781    2.0610   -1.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4940    2.0823   -2.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6451    0.7208   -2.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1614   -0.1985   -2.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7826   -2.0508   -0.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9655   -0.7861    0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2783    2.1814   -2.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0051    1.5939   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8424   -1.9359    1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1259   -1.2229    1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2270    1.7850   -0.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3779    2.9913   -1.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047    1.4761   -0.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0075   -2.4266    1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4988   -3.3172    1.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 12 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 25  6  1  0
 24 10  1  0
 20 13  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  8 36  1  0
  9 37  1  0
 14 38  1  0
 15 39  1  0
 17 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 26 44  1  0
M  END


  Mrv0541 05061310252D          

 26 28  0  0  0  0            999 V2000
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    0.7145    1.2375    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
    5.7158    0.0000    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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
    6.4302   -1.2375    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
    6.4302   -0.4125    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
    2.1434    1.2375    0.0000 C   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
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    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
    2.1434    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  3  1  0  0  0  0
  6  4  2  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  3  2  0  0  0  0
 11  4  1  0  0  0  0
 11  7  2  0  0  0  0
 12  5  1  0  0  0  0
 13  6  1  0  0  0  0
 14  8  2  0  0  0  0
 14 12  1  0  0  0  0
 15  7  1  0  0  0  0
 15 13  2  0  0  0  0
 16  9  1  0  0  0  0
 17  9  2  0  0  0  0
 17 11  1  0  0  0  0
 18  8  1  0  0  0  0
 19 16  1  0  0  0  0
 19 18  2  0  0  0  0
 20 12  2  0  0  0  0
 20 19  1  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 24 16  2  0  0  0  0
 25 20  1  0  0  0  0
 26 17  1  0  0  0  0
 26 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038397

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=C(O)C2=C(OC(=CC2=O)C2=CC(O)=C(O)C=C2)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O6/c1-10(2)3-5-12-14(22)8-18-19(20(12)25)16(24)9-17(26-18)11-4-6-13(21)15(23)7-11/h3-4,6-9,21-23,25H,5H2,1-2H3

> <INCHI_KEY>
AFJYQKPCJLMHCC-UHFFFAOYSA-N

> <FORMULA>
C20H18O6

> <MOLECULAR_WEIGHT>
354.3533

> <EXACT_MASS>
354.110338308

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
37.46555617553955

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.34

> <JCHEM_LOGP>
4.131690811333334

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.570386450843216

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.44911945384727

> <JCHEM_PKA_STRONGEST_BASIC>
-5.227070694209357

> <JCHEM_POLAR_SURFACE_AREA>
107.22

> <JCHEM_REFRACTIVITY>
99.13759999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.72e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gancaonin O

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038397
     RDKit          3D
Gancaonin O
 44 46  0  0  0  0  0  0  0  0999 V2000
   -5.6969    0.7058    0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3768    0.6411   -0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1409    1.4497   -1.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4015   -0.1415   -1.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6381   -0.9510   -0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989   -0.6145   -0.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7363    0.4872   -0.9060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053    1.3721   -1.5768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812    0.7257   -0.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5060   -0.1268   -0.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7892    0.1191   -0.2415 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6912   -0.6536    0.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0870   -0.2726    0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0613   -1.0264    0.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3835   -0.6131    0.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6966    0.5318    0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0147    0.9425    0.0161 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7145    1.2824   -0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0929    2.4517   -1.1669 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3969    0.8977   -0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3016   -1.7835    1.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9377   -2.0748    1.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5954   -3.1068    1.6738 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0321   -1.2570    0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3216   -1.4997    0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8428   -2.5837    1.0430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6476    1.2889    0.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8893    1.1559    1.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9102   -0.3003    1.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8781    2.0610   -1.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4940    2.0823   -2.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6451    0.7208   -2.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1614   -0.1985   -2.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7826   -2.0508   -0.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9655   -0.7861    0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2783    2.1814   -2.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0051    1.5939   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8424   -1.9359    1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1259   -1.2229    1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2270    1.7850   -0.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3779    2.9913   -1.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047    1.4761   -0.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0075   -2.4266    1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4988   -3.3172    1.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 12 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 25  6  1  0
 24 10  1  0
 20 13  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  8 36  1  0
  9 37  1  0
 14 38  1  0
 15 39  1  0
 17 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 26 44  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      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      13.337   0.000   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3    5   10                                                       
CONECT    4    6   11                                                       
CONECT    5    3   12                                                       
CONECT    6    4   13                                                       
CONECT    7   11   15                                                       
CONECT    8   14   18                                                       
CONECT    9   16   17                                                       
CONECT   10    1    2    3                                                  
CONECT   11    4    7   17                                                  
CONECT   12    5   14   20                                                  
CONECT   13    6   15   21                                                  
CONECT   14    8   12   22                                                  
CONECT   15    7   13   23                                                  
CONECT   16    9   19   24                                                  
CONECT   17    9   11   26                                                  
CONECT   18    8   19   26                                                  
CONECT   19   16   18   20                                                  
CONECT   20   12   19   25                                                  
CONECT   21   13                                                            
CONECT   22   14                                                            
CONECT   23   15                                                            
CONECT   24   16                                                            
CONECT   25   20                                                            
CONECT   26   17   18                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0038397
HETATM    1  C1  UNL     1      -5.697   0.706   0.714  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.377   0.641  -0.732  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.141   1.450  -1.725  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.401  -0.141  -1.190  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.638  -0.951  -0.222  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.199  -0.614  -0.259  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.736   0.487  -0.906  1.00  0.00           C  
HETATM    8  O1  UNL     1      -2.605   1.372  -1.577  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.381   0.726  -0.894  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.506  -0.127  -0.241  1.00  0.00           C  
HETATM   11  O2  UNL     1       1.789   0.119  -0.241  1.00  0.00           O  
HETATM   12  C10 UNL     1       2.691  -0.654   0.362  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.087  -0.273   0.290  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.061  -1.026   0.883  1.00  0.00           C  
HETATM   15  C13 UNL     1       6.383  -0.613   0.788  1.00  0.00           C  
HETATM   16  C14 UNL     1       6.697   0.532   0.110  1.00  0.00           C  
HETATM   17  O3  UNL     1       8.015   0.942   0.016  1.00  0.00           O  
HETATM   18  C15 UNL     1       5.715   1.282  -0.482  1.00  0.00           C  
HETATM   19  O4  UNL     1       6.093   2.452  -1.167  1.00  0.00           O  
HETATM   20  C16 UNL     1       4.397   0.898  -0.405  1.00  0.00           C  
HETATM   21  C17 UNL     1       2.302  -1.783   1.036  1.00  0.00           C  
HETATM   22  C18 UNL     1       0.938  -2.075   1.056  1.00  0.00           C  
HETATM   23  O5  UNL     1       0.595  -3.107   1.674  1.00  0.00           O  
HETATM   24  C19 UNL     1       0.032  -1.257   0.424  1.00  0.00           C  
HETATM   25  C20 UNL     1      -1.322  -1.500   0.414  1.00  0.00           C  
HETATM   26  O6  UNL     1      -1.843  -2.584   1.043  1.00  0.00           O  
HETATM   27  H1  UNL     1      -6.648   1.289   0.833  1.00  0.00           H  
HETATM   28  H2  UNL     1      -4.889   1.156   1.328  1.00  0.00           H  
HETATM   29  H3  UNL     1      -5.910  -0.300   1.131  1.00  0.00           H  
HETATM   30  H4  UNL     1      -6.878   2.061  -1.175  1.00  0.00           H  
HETATM   31  H5  UNL     1      -5.494   2.082  -2.358  1.00  0.00           H  
HETATM   32  H6  UNL     1      -6.645   0.721  -2.424  1.00  0.00           H  
HETATM   33  H7  UNL     1      -4.161  -0.199  -2.248  1.00  0.00           H  
HETATM   34  H8  UNL     1      -3.783  -2.051  -0.431  1.00  0.00           H  
HETATM   35  H9  UNL     1      -3.966  -0.786   0.825  1.00  0.00           H  
HETATM   36  H10 UNL     1      -2.278   2.181  -2.054  1.00  0.00           H  
HETATM   37  H11 UNL     1       0.005   1.594  -1.402  1.00  0.00           H  
HETATM   38  H12 UNL     1       4.842  -1.936   1.425  1.00  0.00           H  
HETATM   39  H13 UNL     1       7.126  -1.223   1.263  1.00  0.00           H  
HETATM   40  H14 UNL     1       8.227   1.785  -0.485  1.00  0.00           H  
HETATM   41  H15 UNL     1       5.378   2.991  -1.594  1.00  0.00           H  
HETATM   42  H16 UNL     1       3.605   1.476  -0.865  1.00  0.00           H  
HETATM   43  H17 UNL     1       3.008  -2.427   1.533  1.00  0.00           H  
HETATM   44  H18 UNL     1      -1.499  -3.317   1.555  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    4    4
CONECT    3   30   31   32
CONECT    4    5   33
CONECT    5    6   34   35
CONECT    6    7    7   25
CONECT    7    8    9
CONECT    8   36
CONECT    9   10   10   37
CONECT   10   11   24
CONECT   11   12
CONECT   12   13   21   21
CONECT   13   14   14   20
CONECT   14   15   38
CONECT   15   16   16   39
CONECT   16   17   18
CONECT   17   40
CONECT   18   19   20   20
CONECT   19   41
CONECT   20   42
CONECT   21   22   43
CONECT   22   23   23   24
CONECT   24   25   25
CONECT   25   26
CONECT   26   44
END

HMDB0038397
     RDKit          3D
Gancaonin O
 44 46  0  0  0  0  0  0  0  0999 V2000
   -5.6969    0.7058    0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3768    0.6411   -0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1409    1.4497   -1.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4015   -0.1415   -1.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6381   -0.9510   -0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989   -0.6145   -0.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7363    0.4872   -0.9060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053    1.3721   -1.5768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812    0.7257   -0.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5060   -0.1268   -0.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7892    0.1191   -0.2415 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6912   -0.6536    0.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0870   -0.2726    0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0613   -1.0264    0.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3835   -0.6131    0.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6966    0.5318    0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0147    0.9425    0.0161 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7145    1.2824   -0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0929    2.4517   -1.1669 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3969    0.8977   -0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3016   -1.7835    1.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9377   -2.0748    1.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5954   -3.1068    1.6738 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0321   -1.2570    0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3216   -1.4997    0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8428   -2.5837    1.0430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6476    1.2889    0.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8893    1.1559    1.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9102   -0.3003    1.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8781    2.0610   -1.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4940    2.0823   -2.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6451    0.7208   -2.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1614   -0.1985   -2.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7826   -2.0508   -0.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9655   -0.7861    0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2783    2.1814   -2.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0051    1.5939   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8424   -1.9359    1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1259   -1.2229    1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2270    1.7850   -0.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3779    2.9913   -1.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047    1.4761   -0.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0075   -2.4266    1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4988   -3.3172    1.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 12 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 25  6  1  0
 24 10  1  0
 20 13  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  8 36  1  0
  9 37  1  0
 14 38  1  0
 15 39  1  0
 17 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 26 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one	HMDB
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one, 9ci	HMDB

Chemical Formula

C₂₀H₁₈O₆

Average Molecular Weight

354.3533

Monoisotopic Molecular Weight

354.110338308

IUPAC Name

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

Traditional Name

gancaonin O

CAS Registry Number

129145-53-5

SMILES

CC(C)=CCC1=C(O)C2=C(OC(=CC2=O)C2=CC(O)=C(O)C=C2)C=C1O

InChI Identifier

InChI=1S/C20H18O6/c1-10(2)3-5-12-14(22)8-18-19(20(12)25)16(24)9-17(26-18)11-4-6-13(21)15(23)7-11/h3-4,6-9,21-23,25H,5H2,1-2H3

InChI Key

AFJYQKPCJLMHCC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 6-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

6-prenylated flavones

Alternative Parents

Substituents

6-prenylated flavone
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110726 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038397)
Cell membrane (HMDB: HMDB0038397)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038397)

Source

Exogenous

Exogenous (HMDB: HMDB0038397)

Food

Food (HMDB: HMDB0038397)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Endogenous

Plant

Plant (HMDB: HMDB0038397)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038397)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	245 - 248 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.65 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	0.017 g/L	ALOGPS
logP	3.34	ALOGPS
logP	4.13	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	6.45	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	99.14 m³·mol⁻¹	ChemAxon
Polarizability	37.47 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	181.34	30932474
DeepCCS	[M-H]-	178.982	30932474
DeepCCS	[M-2H]-	213.175	30932474
DeepCCS	[M+Na]+	188.402	30932474
AllCCS	[M+H]+	185.6	32859911
AllCCS	[M+H-H2O]+	182.4	32859911
AllCCS	[M+NH4]+	188.6	32859911
AllCCS	[M+Na]+	189.4	32859911
AllCCS	[M-H]-	181.8	32859911
AllCCS	[M+Na-2H]-	181.2	32859911
AllCCS	[M+HCOO]-	180.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.46 minutes	32390414
Predicted by Siyang on May 30, 2022	14.7482 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.37 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	24.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2898.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	316.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	175.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	397.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	696.4 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	678.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	74.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1224.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	592.5 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	1546.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	438.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	501.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	364.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	171.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	51.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gancaonin O	CC(C)=CCC1=C(O)C2=C(OC(=CC2=O)C2=CC(O)=C(O)C=C2)C=C1O	5373.8	Standard polar	33892256
Gancaonin O	CC(C)=CCC1=C(O)C2=C(OC(=CC2=O)C2=CC(O)=C(O)C=C2)C=C1O	3475.9	Standard non polar	33892256
Gancaonin O	CC(C)=CCC1=C(O)C2=C(OC(=CC2=O)C2=CC(O)=C(O)C=C2)C=C1O	3579.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gancaonin O,1TMS,isomer #1	CC(C)=CCC1=C(O)C=C2OC(C3=CC=C(O)C(O)=C3)=CC(=O)C2=C1O[Si](C)(C)C	3571.6	Semi standard non polar	33892256
Gancaonin O,1TMS,isomer #2	CC(C)=CCC1=C(O)C=C2OC(C3=CC=C(O)C(O[Si](C)(C)C)=C3)=CC(=O)C2=C1O	3605.7	Semi standard non polar	33892256
Gancaonin O,1TMS,isomer #3	CC(C)=CCC1=C(O)C=C2OC(C3=CC=C(O[Si](C)(C)C)C(O)=C3)=CC(=O)C2=C1O	3623.1	Semi standard non polar	33892256
Gancaonin O,1TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC(C3=CC=C(O)C(O)=C3)=CC(=O)C2=C1O	3592.5	Semi standard non polar	33892256
Gancaonin O,2TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC(C3=CC=C(O)C(O)=C3)=CC(=O)C2=C1O[Si](C)(C)C	3445.4	Semi standard non polar	33892256
Gancaonin O,2TMS,isomer #2	CC(C)=CCC1=C(O)C=C2OC(C3=CC=C(O[Si](C)(C)C)C(O)=C3)=CC(=O)C2=C1O[Si](C)(C)C	3481.0	Semi standard non polar	33892256
Gancaonin O,2TMS,isomer #3	CC(C)=CCC1=C(O)C=C2OC(C3=CC=C(O)C(O[Si](C)(C)C)=C3)=CC(=O)C2=C1O[Si](C)(C)C	3449.5	Semi standard non polar	33892256
Gancaonin O,2TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC(C3=CC=C(O)C(O[Si](C)(C)C)=C3)=CC(=O)C2=C1O	3484.6	Semi standard non polar	33892256
Gancaonin O,2TMS,isomer #5	CC(C)=CCC1=C(O)C=C2OC(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=CC(=O)C2=C1O	3479.5	Semi standard non polar	33892256
Gancaonin O,2TMS,isomer #6	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC(C3=CC=C(O[Si](C)(C)C)C(O)=C3)=CC(=O)C2=C1O	3510.2	Semi standard non polar	33892256
Gancaonin O,3TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC(C3=CC=C(O[Si](C)(C)C)C(O)=C3)=CC(=O)C2=C1O[Si](C)(C)C	3457.9	Semi standard non polar	33892256
Gancaonin O,3TMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC(C3=CC=C(O)C(O[Si](C)(C)C)=C3)=CC(=O)C2=C1O[Si](C)(C)C	3435.8	Semi standard non polar	33892256
Gancaonin O,3TMS,isomer #3	CC(C)=CCC1=C(O)C=C2OC(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=CC(=O)C2=C1O[Si](C)(C)C	3363.0	Semi standard non polar	33892256
Gancaonin O,3TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=CC(=O)C2=C1O	3409.4	Semi standard non polar	33892256
Gancaonin O,4TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=CC(=O)C2=C1O[Si](C)(C)C	3424.1	Semi standard non polar	33892256
Gancaonin O,1TBDMS,isomer #1	CC(C)=CCC1=C(O)C=C2OC(C3=CC=C(O)C(O)=C3)=CC(=O)C2=C1O[Si](C)(C)C(C)(C)C	3845.5	Semi standard non polar	33892256
Gancaonin O,1TBDMS,isomer #2	CC(C)=CCC1=C(O)C=C2OC(C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)=CC(=O)C2=C1O	3846.3	Semi standard non polar	33892256
Gancaonin O,1TBDMS,isomer #3	CC(C)=CCC1=C(O)C=C2OC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)=CC(=O)C2=C1O	3866.3	Semi standard non polar	33892256
Gancaonin O,1TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC(C3=CC=C(O)C(O)=C3)=CC(=O)C2=C1O	3846.4	Semi standard non polar	33892256
Gancaonin O,2TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC(C3=CC=C(O)C(O)=C3)=CC(=O)C2=C1O[Si](C)(C)C(C)(C)C	3969.4	Semi standard non polar	33892256
Gancaonin O,2TBDMS,isomer #2	CC(C)=CCC1=C(O)C=C2OC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)=CC(=O)C2=C1O[Si](C)(C)C(C)(C)C	3999.5	Semi standard non polar	33892256
Gancaonin O,2TBDMS,isomer #3	CC(C)=CCC1=C(O)C=C2OC(C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)=CC(=O)C2=C1O[Si](C)(C)C(C)(C)C	3954.0	Semi standard non polar	33892256
Gancaonin O,2TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC(C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)=CC(=O)C2=C1O	3967.8	Semi standard non polar	33892256
Gancaonin O,2TBDMS,isomer #5	CC(C)=CCC1=C(O)C=C2OC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)=CC(=O)C2=C1O	3991.5	Semi standard non polar	33892256
Gancaonin O,2TBDMS,isomer #6	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)=CC(=O)C2=C1O	4011.6	Semi standard non polar	33892256
Gancaonin O,3TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)=CC(=O)C2=C1O[Si](C)(C)C(C)(C)C	4195.7	Semi standard non polar	33892256
Gancaonin O,3TBDMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC(C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)=CC(=O)C2=C1O[Si](C)(C)C(C)(C)C	4147.2	Semi standard non polar	33892256
Gancaonin O,3TBDMS,isomer #3	CC(C)=CCC1=C(O)C=C2OC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)=CC(=O)C2=C1O[Si](C)(C)C(C)(C)C	4092.7	Semi standard non polar	33892256
Gancaonin O,3TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)=CC(=O)C2=C1O	4161.1	Semi standard non polar	33892256
Gancaonin O,4TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)=CC(=O)C2=C1O[Si](C)(C)C(C)(C)C	4283.9	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 - Gancaonin O GC-MS (Non-derivatized) - 70eV, Positive	splash10-002u-3039000000-7191bcdaa059347736d4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gancaonin O GC-MS (4 TMS) - 70eV, Positive	splash10-004i-1000049000-ee2bb8ed668995bea113	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gancaonin O GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gancaonin O 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 - Gancaonin O 10V, Positive-QTOF	splash10-0a4i-0019000000-025088f6ed758d49c719	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin O 20V, Positive-QTOF	splash10-0aos-3169000000-0f60b3af4a46e26f57d9	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin O 40V, Positive-QTOF	splash10-0ll0-7951000000-466c1472c7d746221afe	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin O 10V, Negative-QTOF	splash10-0udi-0009000000-4941cbf7e00607a50402	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin O 20V, Negative-QTOF	splash10-0udi-0029000000-eb7feb8bd154d3ea8196	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin O 40V, Negative-QTOF	splash10-0a6r-1921000000-79ad4b6e98853306484b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin O 10V, Negative-QTOF	splash10-0udi-0009000000-6f322a051fa53b6f9d02	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin O 20V, Negative-QTOF	splash10-0udi-0009000000-51c15b3de54e69a1e917	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin O 40V, Negative-QTOF	splash10-004i-0963000000-2c83c955096e9021729f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin O 10V, Positive-QTOF	splash10-0a4i-0009000000-b1e99b126fa654ba9739	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin O 20V, Positive-QTOF	splash10-0a4i-0009000000-b1e99b126fa654ba9739	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin O 40V, Positive-QTOF	splash10-05fr-0396000000-5c4eb9e3d7c7b6a7b7a5	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017748

KNApSAcK ID

C00013419

Chemspider ID

10211356

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14604081

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1867971

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 Gancaonin O (HMDB0038397)

MOL for HMDB0038397 (Gancaonin O)

3D MOL for HMDB0038397 (Gancaonin O)

3D SDF for HMDB0038397 (Gancaonin O)

3D-SDF for HMDB0038397 (Gancaonin O)

PDB for HMDB0038397 (Gancaonin O)

3D PDB for HMDB0038397 (Gancaonin O)

SMILES for HMDB0038397 (Gancaonin O)

INCHI for HMDB0038397 (Gancaonin O)

Structure for HMDB0038397 (Gancaonin O)

3D Structure for HMDB0038397 (Gancaonin O)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra