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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:30:49 UTC

Update Date

2022-03-07 02:52:11 UTC

HMDB ID

HMDB0029506

Secondary Accession Numbers

HMDB29506

Metabolite Identification

Common Name

Kuwanon B

Description

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

Structure

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


  Mrv0541 05061304482D          

 31 34  0  0  0  0            999 V2000
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4269   -3.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9572   -2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    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
    4.2868    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
    6.4302   -1.2375    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
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  2  0  0  0  0
 10  9  2  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  5  2  0  0  0  0
 14 11  2  0  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 16  7  1  0  0  0  0
 17  6  1  0  0  0  0
 18 11  1  0  0  0  0
 19  8  1  0  0  0  0
 19 15  2  0  0  0  0
 20 12  2  0  0  0  0
 21 18  2  0  0  0  0
 21 20  1  0  0  0  0
 22 15  1  0  0  0  0
 22 16  2  0  0  0  0
 23 17  1  0  0  0  0
 23 21  1  0  0  0  0
 24 16  1  0  0  0  0
 24 17  2  0  0  0  0
 25  3  1  0  0  0  0
 25  4  1  0  0  0  0
 25 10  1  0  0  0  0
 26 14  1  0  0  0  0
 27 18  1  0  0  0  0
 28 22  1  0  0  0  0
 29 23  2  0  0  0  0
 30 20  1  0  0  0  0
 30 24  1  0  0  0  0
 31 19  1  0  0  0  0
 31 25  1  0  0  0  0
M  END

HMDB0029506
     RDKit          3D
Kuwanon B
 55 58  0  0  0  0  0  0  0  0999 V2000
   -3.8922   -4.1024    1.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4475   -3.1934    0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1953   -3.2963   -1.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4389   -2.3663    0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0265   -1.4870   -0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8864   -0.0595   -0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7424    0.5667   -0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5981    0.0015    0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8659   -1.3067    0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2068   -1.7495    0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2569   -0.9030   -0.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9866    0.4136   -0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6670    0.8785   -0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5039    2.1970   -0.4438 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0836    1.3178   -0.6021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2929    0.8349   -0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6788   -0.5714   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7293   -0.7137    0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2801   -1.1268   -1.7790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5674   -1.3414   -0.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8303    1.8698    0.3293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8978    2.5909    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813    3.9317    0.7085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0054    4.7117    0.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9326    6.0616    1.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1856    4.1301    0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2503    2.7793   -0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4682    2.3173   -0.3640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1159    2.0168   -0.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0833    0.6970   -0.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1240    0.1205   -0.7284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4611   -3.4563    2.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0250   -4.5593    1.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5575   -4.8951    0.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8106   -4.2436   -1.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9303   -2.4565   -1.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5830   -3.3239   -1.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9477   -2.3500    1.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1400   -1.7997   -1.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8436   -1.5268   -1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1307   -2.0494    0.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3943   -2.7869    0.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8558    2.8787   -0.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779    2.3635   -0.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0835    1.5430   -0.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2715   -0.9777    1.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4560   -1.4956    0.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2190    0.2852    0.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3738   -0.9995   -1.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8654   -0.5082   -2.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0015   -2.1997   -1.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9417    4.3762    0.9940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7634    6.7824    0.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0702    4.7336    0.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7687    1.4465   -0.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
  7 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  2  0
 30  6  1  0
 13  8  1  0
 29 22  1  0
 20 11  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  9 41  1  0
 10 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 23 52  1  0
 25 53  1  0
 26 54  1  0
 28 55  1  0
M  END


  Mrv0541 05061304482D          

 31 34  0  0  0  0            999 V2000
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4269   -3.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9572   -2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    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
    4.2868    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
    6.4302   -1.2375    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
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  2  0  0  0  0
 10  9  2  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  5  2  0  0  0  0
 14 11  2  0  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 16  7  1  0  0  0  0
 17  6  1  0  0  0  0
 18 11  1  0  0  0  0
 19  8  1  0  0  0  0
 19 15  2  0  0  0  0
 20 12  2  0  0  0  0
 21 18  2  0  0  0  0
 21 20  1  0  0  0  0
 22 15  1  0  0  0  0
 22 16  2  0  0  0  0
 23 17  1  0  0  0  0
 23 21  1  0  0  0  0
 24 16  1  0  0  0  0
 24 17  2  0  0  0  0
 25  3  1  0  0  0  0
 25  4  1  0  0  0  0
 25 10  1  0  0  0  0
 26 14  1  0  0  0  0
 27 18  1  0  0  0  0
 28 22  1  0  0  0  0
 29 23  2  0  0  0  0
 30 20  1  0  0  0  0
 30 24  1  0  0  0  0
 31 19  1  0  0  0  0
 31 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029506

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=C(OC2=CC(O)=CC(O)=C2C1=O)C1=C(O)C2=C(OC(C)(C)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H24O6/c1-13(2)5-6-17-23(29)21-18(27)11-14(26)12-20(21)30-24(17)16-7-8-19-15(22(16)28)9-10-25(3,4)31-19/h5,7-12,26-28H,6H2,1-4H3

> <INCHI_KEY>
GHYDRKXFHRBWGZ-UHFFFAOYSA-N

> <FORMULA>
C25H24O6

> <MOLECULAR_WEIGHT>
420.4545

> <EXACT_MASS>
420.1572885

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
45.45042230622752

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.93

> <JCHEM_LOGP>
5.218008635000001

> <ALOGPS_LOGS>
-4.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.0941808014266

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.5972064390945055

> <JCHEM_PKA_STRONGEST_BASIC>
-4.795212046826673

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
120.86599999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
kuwanon B

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029506
     RDKit          3D
Kuwanon B
 55 58  0  0  0  0  0  0  0  0999 V2000
   -3.8922   -4.1024    1.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4475   -3.1934    0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1953   -3.2963   -1.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4389   -2.3663    0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0265   -1.4870   -0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8864   -0.0595   -0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7424    0.5667   -0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5981    0.0015    0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8659   -1.3067    0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2068   -1.7495    0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2569   -0.9030   -0.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9866    0.4136   -0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6670    0.8785   -0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5039    2.1970   -0.4438 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0836    1.3178   -0.6021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2929    0.8349   -0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6788   -0.5714   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7293   -0.7137    0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2801   -1.1268   -1.7790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5674   -1.3414   -0.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8303    1.8698    0.3293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8978    2.5909    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813    3.9317    0.7085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0054    4.7117    0.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9326    6.0616    1.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1856    4.1301    0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2503    2.7793   -0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4682    2.3173   -0.3640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1159    2.0168   -0.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0833    0.6970   -0.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1240    0.1205   -0.7284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4611   -3.4563    2.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0250   -4.5593    1.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5575   -4.8951    0.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8106   -4.2436   -1.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9303   -2.4565   -1.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5830   -3.3239   -1.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9477   -2.3500    1.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1400   -1.7997   -1.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8436   -1.5268   -1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1307   -2.0494    0.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3943   -2.7869    0.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8558    2.8787   -0.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779    2.3635   -0.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0835    1.5430   -0.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2715   -0.9777    1.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4560   -1.4956    0.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2190    0.2852    0.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3738   -0.9995   -1.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8654   -0.5082   -2.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0015   -2.1997   -1.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9417    4.3762    0.9940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7634    6.7824    0.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0702    4.7336    0.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7687    1.4465   -0.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
  7 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  2  0
 30  6  1  0
 13  8  1  0
 29 22  1  0
 20 11  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  9 41  1  0
 10 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 23 52  1  0
 25 53  1  0
 26 54  1  0
 28 55  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      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.864  -6.067   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.853  -4.353   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336   2.310   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      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669   4.620   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      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   25                                                            
CONECT    4   25                                                            
CONECT    5    6   13                                                       
CONECT    6    5   17                                                       
CONECT    7    8   16                                                       
CONECT    8    7   19                                                       
CONECT    9   10   15                                                       
CONECT   10    9   25                                                       
CONECT   11   14   18                                                       
CONECT   12   14   20                                                       
CONECT   13    1    2    5                                                  
CONECT   14   11   12   26                                                  
CONECT   15    9   19   22                                                  
CONECT   16    7   22   24                                                  
CONECT   17    6   23   24                                                  
CONECT   18   11   21   27                                                  
CONECT   19    8   15   31                                                  
CONECT   20   12   21   30                                                  
CONECT   21   18   20   23                                                  
CONECT   22   15   16   28                                                  
CONECT   23   17   21   29                                                  
CONECT   24   16   17   30                                                  
CONECT   25    3    4   10   31                                             
CONECT   26   14                                                            
CONECT   27   18                                                            
CONECT   28   22                                                            
CONECT   29   23                                                            
CONECT   30   20   24                                                       
CONECT   31   19   25                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0029506
HETATM    1  C1  UNL     1      -3.892  -4.102   1.332  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.447  -3.193   0.217  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.195  -3.296  -1.049  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.439  -2.366   0.362  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.027  -1.487  -0.741  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.886  -0.059  -0.383  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.742   0.567  -0.012  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.598   0.001   0.048  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.866  -1.307   0.254  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.207  -1.750   0.188  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.257  -0.903  -0.075  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.987   0.414  -0.282  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.667   0.879  -0.223  1.00  0.00           C  
HETATM   14  O1  UNL     1       1.504   2.197  -0.444  1.00  0.00           O  
HETATM   15  C14 UNL     1       4.084   1.318  -0.602  1.00  0.00           C  
HETATM   16  C15 UNL     1       5.293   0.835  -0.686  1.00  0.00           C  
HETATM   17  C16 UNL     1       5.679  -0.571  -0.487  1.00  0.00           C  
HETATM   18  C17 UNL     1       6.729  -0.714   0.615  1.00  0.00           C  
HETATM   19  C18 UNL     1       6.280  -1.127  -1.779  1.00  0.00           C  
HETATM   20  O2  UNL     1       4.567  -1.341  -0.133  1.00  0.00           O  
HETATM   21  O3  UNL     1      -0.830   1.870   0.329  1.00  0.00           O  
HETATM   22  C19 UNL     1      -1.898   2.591   0.339  1.00  0.00           C  
HETATM   23  C20 UNL     1      -1.881   3.932   0.709  1.00  0.00           C  
HETATM   24  C21 UNL     1      -3.005   4.712   0.724  1.00  0.00           C  
HETATM   25  O4  UNL     1      -2.933   6.062   1.107  1.00  0.00           O  
HETATM   26  C22 UNL     1      -4.186   4.130   0.358  1.00  0.00           C  
HETATM   27  C23 UNL     1      -4.250   2.779  -0.023  1.00  0.00           C  
HETATM   28  O5  UNL     1      -5.468   2.317  -0.364  1.00  0.00           O  
HETATM   29  C24 UNL     1      -3.116   2.017  -0.032  1.00  0.00           C  
HETATM   30  C25 UNL     1      -3.083   0.697  -0.387  1.00  0.00           C  
HETATM   31  O6  UNL     1      -4.124   0.121  -0.728  1.00  0.00           O  
HETATM   32  H1  UNL     1      -4.461  -3.456   2.049  1.00  0.00           H  
HETATM   33  H2  UNL     1      -3.025  -4.559   1.834  1.00  0.00           H  
HETATM   34  H3  UNL     1      -4.558  -4.895   0.977  1.00  0.00           H  
HETATM   35  H4  UNL     1      -4.811  -4.244  -1.081  1.00  0.00           H  
HETATM   36  H5  UNL     1      -4.930  -2.457  -1.081  1.00  0.00           H  
HETATM   37  H6  UNL     1      -3.583  -3.324  -1.957  1.00  0.00           H  
HETATM   38  H7  UNL     1      -1.948  -2.350   1.313  1.00  0.00           H  
HETATM   39  H8  UNL     1      -1.140  -1.800  -1.314  1.00  0.00           H  
HETATM   40  H9  UNL     1      -2.844  -1.527  -1.571  1.00  0.00           H  
HETATM   41  H10 UNL     1       0.131  -2.049   0.501  1.00  0.00           H  
HETATM   42  H11 UNL     1       2.394  -2.787   0.353  1.00  0.00           H  
HETATM   43  H12 UNL     1       0.856   2.879  -0.507  1.00  0.00           H  
HETATM   44  H13 UNL     1       3.878   2.363  -0.764  1.00  0.00           H  
HETATM   45  H14 UNL     1       6.084   1.543  -0.927  1.00  0.00           H  
HETATM   46  H15 UNL     1       6.271  -0.978   1.589  1.00  0.00           H  
HETATM   47  H16 UNL     1       7.456  -1.496   0.350  1.00  0.00           H  
HETATM   48  H17 UNL     1       7.219   0.285   0.742  1.00  0.00           H  
HETATM   49  H18 UNL     1       7.374  -1.000  -1.759  1.00  0.00           H  
HETATM   50  H19 UNL     1       5.865  -0.508  -2.595  1.00  0.00           H  
HETATM   51  H20 UNL     1       6.001  -2.200  -1.891  1.00  0.00           H  
HETATM   52  H21 UNL     1      -0.942   4.376   0.994  1.00  0.00           H  
HETATM   53  H22 UNL     1      -2.763   6.782   0.450  1.00  0.00           H  
HETATM   54  H23 UNL     1      -5.070   4.734   0.368  1.00  0.00           H  
HETATM   55  H24 UNL     1      -5.769   1.446  -0.654  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4    4
CONECT    3   35   36   37
CONECT    4    5   38
CONECT    5    6   39   40
CONECT    6    7    7   30
CONECT    7    8   21
CONECT    8    9    9   13
CONECT    9   10   41
CONECT   10   11   11   42
CONECT   11   12   20
CONECT   12   13   13   15
CONECT   13   14
CONECT   14   43
CONECT   15   16   16   44
CONECT   16   17   45
CONECT   17   18   19   20
CONECT   18   46   47   48
CONECT   19   49   50   51
CONECT   21   22
CONECT   22   23   23   29
CONECT   23   24   52
CONECT   24   25   26   26
CONECT   25   53
CONECT   26   27   54
CONECT   27   28   29   29
CONECT   28   55
CONECT   29   30
CONECT   30   31   31
END

HMDB0029506
     RDKit          3D
Kuwanon B
 55 58  0  0  0  0  0  0  0  0999 V2000
   -3.8922   -4.1024    1.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4475   -3.1934    0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1953   -3.2963   -1.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4389   -2.3663    0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0265   -1.4870   -0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8864   -0.0595   -0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7424    0.5667   -0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5981    0.0015    0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8659   -1.3067    0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2068   -1.7495    0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2569   -0.9030   -0.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9866    0.4136   -0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6670    0.8785   -0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5039    2.1970   -0.4438 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0836    1.3178   -0.6021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2929    0.8349   -0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6788   -0.5714   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7293   -0.7137    0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2801   -1.1268   -1.7790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5674   -1.3414   -0.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8303    1.8698    0.3293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8978    2.5909    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813    3.9317    0.7085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0054    4.7117    0.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9326    6.0616    1.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1856    4.1301    0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2503    2.7793   -0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4682    2.3173   -0.3640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1159    2.0168   -0.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0833    0.6970   -0.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1240    0.1205   -0.7284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4611   -3.4563    2.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0250   -4.5593    1.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5575   -4.8951    0.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8106   -4.2436   -1.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9303   -2.4565   -1.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5830   -3.3239   -1.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9477   -2.3500    1.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1400   -1.7997   -1.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8436   -1.5268   -1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1307   -2.0494    0.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3943   -2.7869    0.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8558    2.8787   -0.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779    2.3635   -0.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0835    1.5430   -0.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2715   -0.9777    1.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4560   -1.4956    0.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2190    0.2852    0.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3738   -0.9995   -1.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8654   -0.5082   -2.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0015   -2.1997   -1.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9417    4.3762    0.9940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7634    6.7824    0.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0702    4.7336    0.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7687    1.4465   -0.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
  7 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  2  0
 30  6  1  0
 13  8  1  0
 29 22  1  0
 20 11  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  9 41  1  0
 10 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 23 52  1  0
 25 53  1  0
 26 54  1  0
 28 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,7-Dihydroxy-2-(5-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-3-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one, 9ci	HMDB

Chemical Formula

C₂₅H₂₄O₆

Average Molecular Weight

420.4545

Monoisotopic Molecular Weight

420.1572885

IUPAC Name

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

Traditional Name

kuwanon B

CAS Registry Number

62949-78-4

SMILES

CC(C)=CCC1=C(OC2=CC(O)=CC(O)=C2C1=O)C1=C(O)C2=C(OC(C)(C)C=C2)C=C1

InChI Identifier

InChI=1S/C25H24O6/c1-13(2)5-6-17-23(29)21-18(27)11-14(26)12-20(21)30-24(17)16-7-8-19-15(22(16)28)9-10-25(3,4)31-19/h5,7-12,26-28H,6H2,1-4H3

InChI Key

GHYDRKXFHRBWGZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

3-prenylated flavones

Alternative Parents

Substituents

3-prenylated flavone
Pyranoflavonoid
Hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
2,2-dimethyl-1-benzopyran
Chromone
1-benzopyran
Benzopyran
1-hydroxy-4-unsubstituted benzenoid
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110917 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029506)
Cell membrane (HMDB: HMDB0029506)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029506)

Source

Endogenous

Endogenous (HMDB: HMDB0029506)

Plant

Plant (HMDB: HMDB0029506)

Exogenous

Food

Food (HMDB: HMDB0029506)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0029506)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	250 - 254 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.012 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0044 g/L	ALOGPS
logP	4.93	ALOGPS
logP	5.22	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	6.6	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	120.87 m³·mol⁻¹	ChemAxon
Polarizability	45.45 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	200.122	30932474
DeepCCS	[M-H]-	197.727	30932474
DeepCCS	[M-2H]-	230.61	30932474
DeepCCS	[M+Na]+	206.035	30932474
AllCCS	[M+H]+	201.8	32859911
AllCCS	[M+H-H2O]+	199.0	32859911
AllCCS	[M+NH4]+	204.3	32859911
AllCCS	[M+Na]+	205.0	32859911
AllCCS	[M-H]-	199.1	32859911
AllCCS	[M+Na-2H]-	198.7	32859911
AllCCS	[M+HCOO]-	198.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.74 minutes	32390414
Predicted by Siyang on May 30, 2022	15.2275 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	3346.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	255.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	210.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	158.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	195.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	805.2 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	666.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	131.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1371.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	642.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1413.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	519.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	490.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	234.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	238.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Kuwanon B	CC(C)=CCC1=C(OC2=CC(O)=CC(O)=C2C1=O)C1=C(O)C2=C(OC(C)(C)C=C2)C=C1	5015.9	Standard polar	33892256
Kuwanon B	CC(C)=CCC1=C(OC2=CC(O)=CC(O)=C2C1=O)C1=C(O)C2=C(OC(C)(C)C=C2)C=C1	3562.7	Standard non polar	33892256
Kuwanon B	CC(C)=CCC1=C(OC2=CC(O)=CC(O)=C2C1=O)C1=C(O)C2=C(OC(C)(C)C=C2)C=C1	3685.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Kuwanon B,1TMS,isomer #1	CC(C)=CCC1=C(C2=CC=C3OC(C)(C)C=CC3=C2O)OC2=CC(O[Si](C)(C)C)=CC(O)=C2C1=O	3510.5	Semi standard non polar	33892256
Kuwanon B,1TMS,isomer #2	CC(C)=CCC1=C(C2=CC=C3OC(C)(C)C=CC3=C2O)OC2=CC(O)=CC(O[Si](C)(C)C)=C2C1=O	3475.1	Semi standard non polar	33892256
Kuwanon B,1TMS,isomer #3	CC(C)=CCC1=C(C2=CC=C3OC(C)(C)C=CC3=C2O[Si](C)(C)C)OC2=CC(O)=CC(O)=C2C1=O	3492.3	Semi standard non polar	33892256
Kuwanon B,2TMS,isomer #1	CC(C)=CCC1=C(C2=CC=C3OC(C)(C)C=CC3=C2O[Si](C)(C)C)OC2=CC(O[Si](C)(C)C)=CC(O)=C2C1=O	3419.5	Semi standard non polar	33892256
Kuwanon B,2TMS,isomer #2	CC(C)=CCC1=C(C2=CC=C3OC(C)(C)C=CC3=C2O)OC2=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C1=O	3406.6	Semi standard non polar	33892256
Kuwanon B,2TMS,isomer #3	CC(C)=CCC1=C(C2=CC=C3OC(C)(C)C=CC3=C2O[Si](C)(C)C)OC2=CC(O)=CC(O[Si](C)(C)C)=C2C1=O	3387.6	Semi standard non polar	33892256
Kuwanon B,3TMS,isomer #1	CC(C)=CCC1=C(C2=CC=C3OC(C)(C)C=CC3=C2O[Si](C)(C)C)OC2=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C1=O	3403.7	Semi standard non polar	33892256
Kuwanon B,1TBDMS,isomer #1	CC(C)=CCC1=C(C2=CC=C3OC(C)(C)C=CC3=C2O)OC2=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C2C1=O	3770.9	Semi standard non polar	33892256
Kuwanon B,1TBDMS,isomer #2	CC(C)=CCC1=C(C2=CC=C3OC(C)(C)C=CC3=C2O)OC2=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O	3730.5	Semi standard non polar	33892256
Kuwanon B,1TBDMS,isomer #3	CC(C)=CCC1=C(C2=CC=C3OC(C)(C)C=CC3=C2O[Si](C)(C)C(C)(C)C)OC2=CC(O)=CC(O)=C2C1=O	3737.7	Semi standard non polar	33892256
Kuwanon B,2TBDMS,isomer #1	CC(C)=CCC1=C(C2=CC=C3OC(C)(C)C=CC3=C2O[Si](C)(C)C(C)(C)C)OC2=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C2C1=O	3879.3	Semi standard non polar	33892256
Kuwanon B,2TBDMS,isomer #2	CC(C)=CCC1=C(C2=CC=C3OC(C)(C)C=CC3=C2O)OC2=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O	3869.7	Semi standard non polar	33892256
Kuwanon B,2TBDMS,isomer #3	CC(C)=CCC1=C(C2=CC=C3OC(C)(C)C=CC3=C2O[Si](C)(C)C(C)(C)C)OC2=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O	3838.3	Semi standard non polar	33892256
Kuwanon B,3TBDMS,isomer #1	CC(C)=CCC1=C(C2=CC=C3OC(C)(C)C=CC3=C2O[Si](C)(C)C(C)(C)C)OC2=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O	4024.7	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 - Kuwanon B GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-4209700000-407e44854a8344973bee	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kuwanon B GC-MS (3 TMS) - 70eV, Positive	splash10-00di-2100049000-611c5714eb7a8fce2421	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kuwanon B GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon B 10V, Positive-QTOF	splash10-00di-1013900000-1e3ff6f555254fc6e7a0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon B 20V, Positive-QTOF	splash10-014i-2019300000-e2c26514a400201e0b15	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon B 40V, Positive-QTOF	splash10-0gdj-5294000000-e96332206e798add116c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon B 10V, Negative-QTOF	splash10-014i-0000900000-bd81d1902893635aa314	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon B 20V, Negative-QTOF	splash10-014i-0006900000-acc18d01dc5801b0413e	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon B 40V, Negative-QTOF	splash10-0k9i-1937100000-5e0f7b9a253d7a0f24bd	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon B 10V, Positive-QTOF	splash10-00di-0000900000-2c722d7f3ff1673a173f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon B 20V, Positive-QTOF	splash10-00di-0000900000-2c722d7f3ff1673a173f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon B 40V, Positive-QTOF	splash10-0uk9-0960600000-58be6e708439ce7389d1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon B 10V, Negative-QTOF	splash10-014i-0000900000-e89f00937a4f746a0b2c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon B 20V, Negative-QTOF	splash10-014i-0000900000-e89f00937a4f746a0b2c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon B 40V, Negative-QTOF	splash10-0a4i-0609200000-67f18785bb351f49916e	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000641

KNApSAcK ID

C00004056

Chemspider ID

24843909

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44258295

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1810041

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Kuwanon B (HMDB0029506)

MOL for HMDB0029506 (Kuwanon B)

3D MOL for HMDB0029506 (Kuwanon B)

3D SDF for HMDB0029506 (Kuwanon B)

3D-SDF for HMDB0029506 (Kuwanon B)

PDB for HMDB0029506 (Kuwanon B)

3D PDB for HMDB0029506 (Kuwanon B)

SMILES for HMDB0029506 (Kuwanon B)

INCHI for HMDB0029506 (Kuwanon B)

Structure for HMDB0029506 (Kuwanon B)

3D Structure for HMDB0029506 (Kuwanon B)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra