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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:45:15 UTC

Update Date

2022-03-07 02:54:58 UTC

HMDB ID

HMDB0036595

Secondary Accession Numbers

HMDB36595

Metabolite Identification

Common Name

Luteone

Description

Luteone belongs to the class of organic compounds known as 6-prenylated isoflavanones. These are isoflavanones featuring a C5-isoprenoid unit at the 6-position. Thus, luteone is considered to be a flavonoid. Luteone has been detected, but not quantified in, several different foods, such as common beans (Phaseolus vulgaris), lima beans (Phaseolus lunatus), pulses, and white lupines (Lupinus albus). This could make luteone a potential biomarker for the consumption of these foods. Luteone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Luteone.

Structure

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


  Mrv0541 05061309132D          

 26 28  0  0  0  0            999 V2000
   -2.1434    2.0625    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
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    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    0.8250    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
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    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
    3.5724    2.0625    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  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  6  1  0  0  0  0
 13  5  1  0  0  0  0
 14  9  2  0  0  0  0
 14 12  1  0  0  0  0
 15  7  1  0  0  0  0
 15 12  2  0  0  0  0
 16  8  2  0  0  0  0
 16 13  1  0  0  0  0
 17  8  1  0  0  0  0
 18 17  2  0  0  0  0
 19 13  2  0  0  0  0
 19 18  1  0  0  0  0
 20 14  1  0  0  0  0
 20 18  1  0  0  0  0
 21 11  1  0  0  0  0
 22 15  1  0  0  0  0
 23 16  1  0  0  0  0
 24 19  1  0  0  0  0
 25 20  2  0  0  0  0
 26  9  1  0  0  0  0
 26 17  1  0  0  0  0
M  END

HMDB0036595
     RDKit          3D
Luteone
 44 46  0  0  0  0  0  0  0  0999 V2000
   -5.9550    1.3914   -1.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2520    0.3676   -0.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9848   -0.4253    0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9687    0.1513   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2435   -0.8375   -0.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0292   -0.2873    0.5060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1200    0.4879    1.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3741    0.7635    2.1499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0081    1.0038    2.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2548    0.7189    1.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377    1.1809    2.3373 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5351    0.9252    1.8602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7485    0.1660    0.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0445   -0.1301    0.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2751    0.1495   -1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4926   -0.0774   -1.8016 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5591   -0.5944   -1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7763   -0.8104   -1.7290 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3510   -0.8742    0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1070   -0.6457    0.8482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9634   -0.9589    2.1969 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6244   -0.3369    0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7631   -1.0345   -0.9140 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3842   -0.0490    0.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7596   -0.5444    0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5691   -1.3020   -1.0983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1701    2.2666   -0.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3268    1.5928   -2.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8986    0.8962   -1.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7526   -0.1632    1.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0707   -0.2414    0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8062   -1.4959    0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4470    0.7178   -1.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8982   -1.1682    0.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9786   -1.7546   -0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5015    1.3174    2.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    1.6116    3.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3588    1.3413    2.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4305    0.5562   -1.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6626    0.1411   -2.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5202   -0.1598   -1.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1714   -1.2803    0.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0751   -0.8316    2.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2492   -1.7437   -1.6857 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  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 13 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 14  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
 12 38  1  0
 15 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 21 43  1  0
 26 44  1  0
M  END


  Mrv0541 05061309132D          

 26 28  0  0  0  0            999 V2000
   -2.1434    2.0625    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
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    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    0.8250    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
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    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
    3.5724    2.0625    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  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  6  1  0  0  0  0
 13  5  1  0  0  0  0
 14  9  2  0  0  0  0
 14 12  1  0  0  0  0
 15  7  1  0  0  0  0
 15 12  2  0  0  0  0
 16  8  2  0  0  0  0
 16 13  1  0  0  0  0
 17  8  1  0  0  0  0
 18 17  2  0  0  0  0
 19 13  2  0  0  0  0
 19 18  1  0  0  0  0
 20 14  1  0  0  0  0
 20 18  1  0  0  0  0
 21 11  1  0  0  0  0
 22 15  1  0  0  0  0
 23 16  1  0  0  0  0
 24 19  1  0  0  0  0
 25 20  2  0  0  0  0
 26  9  1  0  0  0  0
 26 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036595

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
MMPVAPMCVABQPS-UHFFFAOYSA-N

> <FORMULA>
C20H18O6

> <MOLECULAR_WEIGHT>
354.3533

> <EXACT_MASS>
354.110338308

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
37.01200748031911

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.26

> <JCHEM_LOGP>
4.501874067333334

> <ALOGPS_LOGS>
-4.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.418734404828838

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.4136967091951655

> <JCHEM_PKA_STRONGEST_BASIC>
-5.2317685298225465

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
97.90659999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.86e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
luteone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036595
     RDKit          3D
Luteone
 44 46  0  0  0  0  0  0  0  0999 V2000
   -5.9550    1.3914   -1.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2520    0.3676   -0.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9848   -0.4253    0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9687    0.1513   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2435   -0.8375   -0.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0292   -0.2873    0.5060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1200    0.4879    1.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3741    0.7635    2.1499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0081    1.0038    2.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2548    0.7189    1.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377    1.1809    2.3373 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5351    0.9252    1.8602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7485    0.1660    0.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0445   -0.1301    0.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2751    0.1495   -1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4926   -0.0774   -1.8016 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5591   -0.5944   -1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7763   -0.8104   -1.7290 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3510   -0.8742    0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1070   -0.6457    0.8482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9634   -0.9589    2.1969 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6244   -0.3369    0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7631   -1.0345   -0.9140 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3842   -0.0490    0.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7596   -0.5444    0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5691   -1.3020   -1.0983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1701    2.2666   -0.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3268    1.5928   -2.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8986    0.8962   -1.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7526   -0.1632    1.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0707   -0.2414    0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8062   -1.4959    0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4470    0.7178   -1.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8982   -1.1682    0.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9786   -1.7546   -0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5015    1.3174    2.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    1.6116    3.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3588    1.3413    2.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4305    0.5562   -1.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6626    0.1411   -2.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5202   -0.1598   -1.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1714   -1.2803    0.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0751   -0.8316    2.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2492   -1.7437   -1.6857 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  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 13 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 14  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
 12 38  1  0
 15 39  1  0
 16 40  1  0
 18 41  1  0
 19 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      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.335   1.540   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   13                                                       
CONECT    6    4   12                                                       
CONECT    7   11   15                                                       
CONECT    8   16   17                                                       
CONECT    9   14   26                                                       
CONECT   10    1    2    3                                                  
CONECT   11    4    7   21                                                  
CONECT   12    6   14   15                                                  
CONECT   13    5   16   19                                                  
CONECT   14    9   12   20                                                  
CONECT   15    7   12   22                                                  
CONECT   16    8   13   23                                                  
CONECT   17    8   18   26                                                  
CONECT   18   17   19   20                                                  
CONECT   19   13   18   24                                                  
CONECT   20   14   18   25                                                  
CONECT   21   11                                                            
CONECT   22   15                                                            
CONECT   23   16                                                            
CONECT   24   19                                                            
CONECT   25   20                                                            
CONECT   26    9   17                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0036595
HETATM    1  C1  UNL     1      -5.955   1.391  -1.629  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.252   0.368  -0.793  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.985  -0.425   0.235  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.969   0.151  -0.980  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.244  -0.837  -0.183  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.029  -0.287   0.506  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.120   0.488   1.639  1.00  0.00           C  
HETATM    8  O1  UNL     1      -3.374   0.763   2.150  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.008   1.004   2.289  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.255   0.719   1.763  1.00  0.00           C  
HETATM   11  O2  UNL     1       1.338   1.181   2.337  1.00  0.00           O  
HETATM   12  C10 UNL     1       2.535   0.925   1.860  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.748   0.166   0.741  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.045  -0.130   0.148  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.275   0.150  -1.207  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.493  -0.077  -1.802  1.00  0.00           C  
HETATM   17  C15 UNL     1       6.559  -0.594  -1.096  1.00  0.00           C  
HETATM   18  O3  UNL     1       7.776  -0.810  -1.729  1.00  0.00           O  
HETATM   19  C16 UNL     1       6.351  -0.874   0.232  1.00  0.00           C  
HETATM   20  C17 UNL     1       5.107  -0.646   0.848  1.00  0.00           C  
HETATM   21  O4  UNL     1       4.963  -0.959   2.197  1.00  0.00           O  
HETATM   22  C18 UNL     1       1.624  -0.337   0.110  1.00  0.00           C  
HETATM   23  O5  UNL     1       1.763  -1.035  -0.914  1.00  0.00           O  
HETATM   24  C19 UNL     1       0.384  -0.049   0.637  1.00  0.00           C  
HETATM   25  C20 UNL     1      -0.760  -0.544   0.020  1.00  0.00           C  
HETATM   26  O6  UNL     1      -0.569  -1.302  -1.098  1.00  0.00           O  
HETATM   27  H1  UNL     1      -6.170   2.267  -0.994  1.00  0.00           H  
HETATM   28  H2  UNL     1      -5.327   1.593  -2.503  1.00  0.00           H  
HETATM   29  H3  UNL     1      -6.899   0.896  -1.975  1.00  0.00           H  
HETATM   30  H4  UNL     1      -5.753  -0.163   1.261  1.00  0.00           H  
HETATM   31  H5  UNL     1      -7.071  -0.241   0.077  1.00  0.00           H  
HETATM   32  H6  UNL     1      -5.806  -1.496   0.078  1.00  0.00           H  
HETATM   33  H7  UNL     1      -3.447   0.718  -1.736  1.00  0.00           H  
HETATM   34  H8  UNL     1      -3.898  -1.168   0.681  1.00  0.00           H  
HETATM   35  H9  UNL     1      -2.979  -1.755  -0.705  1.00  0.00           H  
HETATM   36  H10 UNL     1      -3.501   1.317   2.964  1.00  0.00           H  
HETATM   37  H11 UNL     1      -1.071   1.612   3.175  1.00  0.00           H  
HETATM   38  H12 UNL     1       3.359   1.341   2.387  1.00  0.00           H  
HETATM   39  H13 UNL     1       3.430   0.556  -1.754  1.00  0.00           H  
HETATM   40  H14 UNL     1       5.663   0.141  -2.850  1.00  0.00           H  
HETATM   41  H15 UNL     1       8.520  -0.160  -1.802  1.00  0.00           H  
HETATM   42  H16 UNL     1       7.171  -1.280   0.807  1.00  0.00           H  
HETATM   43  H17 UNL     1       4.075  -0.832   2.636  1.00  0.00           H  
HETATM   44  H18 UNL     1      -1.249  -1.744  -1.686  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   13   38
CONECT   13   14   22
CONECT   14   15   15   20
CONECT   15   16   39
CONECT   16   17   17   40
CONECT   17   18   19
CONECT   18   41
CONECT   19   20   20   42
CONECT   20   21
CONECT   21   43
CONECT   22   23   23   24
CONECT   24   25   25
CONECT   25   26
CONECT   26   44
END

HMDB0036595
     RDKit          3D
Luteone
 44 46  0  0  0  0  0  0  0  0999 V2000
   -5.9550    1.3914   -1.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2520    0.3676   -0.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9848   -0.4253    0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9687    0.1513   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2435   -0.8375   -0.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0292   -0.2873    0.5060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1200    0.4879    1.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3741    0.7635    2.1499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0081    1.0038    2.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2548    0.7189    1.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377    1.1809    2.3373 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5351    0.9252    1.8602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7485    0.1660    0.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0445   -0.1301    0.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2751    0.1495   -1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4926   -0.0774   -1.8016 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5591   -0.5944   -1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7763   -0.8104   -1.7290 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3510   -0.8742    0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1070   -0.6457    0.8482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9634   -0.9589    2.1969 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6244   -0.3369    0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7631   -1.0345   -0.9140 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3842   -0.0490    0.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7596   -0.5444    0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5691   -1.3020   -1.0983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1701    2.2666   -0.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3268    1.5928   -2.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8986    0.8962   -1.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7526   -0.1632    1.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0707   -0.2414    0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8062   -1.4959    0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4470    0.7178   -1.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8982   -1.1682    0.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9786   -1.7546   -0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5015    1.3174    2.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    1.6116    3.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3588    1.3413    2.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4305    0.5562   -1.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6626    0.1411   -2.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5202   -0.1598   -1.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1714   -1.2803    0.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0751   -0.8316    2.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2492   -1.7437   -1.6857 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  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 13 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 14  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
 12 38  1  0
 15 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 21 43  1  0
 26 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one	ChEBI
3-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one, 9ci	HMDB
Luteone?	HMDB
Ruizgenin	HMDB, MeSH
Ruizgenin, (3beta,5alpha,6alpha,25R)-isomer	MeSH
Ruizgenin, (3beta,5alpha,6alpha,25S)-isomer	MeSH
5 beta-Spirostane-3 beta,6 alpha-diol	MeSH
Ruizgenin, (3beta,5alpha,6beta,25R)-isomer	MeSH

Chemical Formula

C₂₀H₁₈O₆

Average Molecular Weight

354.3533

Monoisotopic Molecular Weight

354.110338308

IUPAC Name

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

Traditional Name

luteone

CAS Registry Number

41743-56-0

SMILES

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

InChI Identifier

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

InChI Key

MMPVAPMCVABQPS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-prenylated isoflavanones. These are isoflavanones featuring a C5-isoprenoid unit at the 6-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavans

Direct Parent

6-prenylated isoflavanones

Alternative Parents

Substituents

6-prenylated isoflavanone
Hydroxyisoflavonoid
Isoflavone
Chromone
Benzopyran
1-benzopyran
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

7-hydroxyisoflavones (CHEBI:27917 )
isoflavones (C10498 )
Isoflavonoids (C10498 )
Isoflavonoids (LMPK12050287 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0036595)
Cell membrane (HMDB: HMDB0036595)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036595)

Source

Exogenous

Exogenous (HMDB: HMDB0036595)

Food

Food (HMDB: HMDB0036595)

Pulse

Bean

Common bean (FooDB: FOOD00134)
Lima bean (FooDB: FOOD00133)

Other pulse

White lupine (FooDB: FOOD00403)

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Plant (HMDB: HMDB0036595)
Fabaceae (HMDB: HMDB0036595)

Process

Not Available

Role

Biological role

Industrial application

Agriculture

Pesticide

Fungicide (HMDB: HMDB0036595)

Pesticide (HMDB: HMDB0036595)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	225 - 227 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.019 g/L	ALOGPS
logP	3.26	ALOGPS
logP	4.5	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	6.41	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	97.91 m³·mol⁻¹	ChemAxon
Polarizability	37.01 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]+	180.062	30932474
DeepCCS	[M-H]-	177.704	30932474
DeepCCS	[M-2H]-	211.773	30932474
DeepCCS	[M+Na]+	186.99	30932474
AllCCS	[M+H]+	184.7	32859911
AllCCS	[M+H-H2O]+	181.5	32859911
AllCCS	[M+NH4]+	187.7	32859911
AllCCS	[M+Na]+	188.5	32859911
AllCCS	[M-H]-	184.5	32859911
AllCCS	[M+Na-2H]-	184.1	32859911
AllCCS	[M+HCOO]-	183.8	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.	8.07 minutes	32390414
Predicted by Siyang on May 30, 2022	14.6853 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.33 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2809.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	296.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	167.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	167.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	346.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	719.9 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	711.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	75.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1183.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	541.4 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	1595.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	442.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	507.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	317.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	188.1 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	34.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Luteone	CC(C)=CCC1=C(O)C2=C(OC=C(C2=O)C2=C(O)C=C(O)C=C2)C=C1O	5060.5	Standard polar	33892256
Luteone	CC(C)=CCC1=C(O)C2=C(OC=C(C2=O)C2=C(O)C=C(O)C=C2)C=C1O	3069.4	Standard non polar	33892256
Luteone	CC(C)=CCC1=C(O)C2=C(OC=C(C2=O)C2=C(O)C=C(O)C=C2)C=C1O	3452.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Luteone,1TMS,isomer #1	CC(C)=CCC1=C(O)C=C2OC=C(C3=CC=C(O)C=C3O)C(=O)C2=C1O[Si](C)(C)C	3326.9	Semi standard non polar	33892256
Luteone,1TMS,isomer #2	CC(C)=CCC1=C(O)C=C2OC=C(C3=CC=C(O)C=C3O[Si](C)(C)C)C(=O)C2=C1O	3355.4	Semi standard non polar	33892256
Luteone,1TMS,isomer #3	CC(C)=CCC1=C(O)C=C2OC=C(C3=CC=C(O[Si](C)(C)C)C=C3O)C(=O)C2=C1O	3370.0	Semi standard non polar	33892256
Luteone,1TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC=C(C3=CC=C(O)C=C3O)C(=O)C2=C1O	3361.9	Semi standard non polar	33892256
Luteone,2TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC=C(C3=CC=C(O)C=C3O)C(=O)C2=C1O[Si](C)(C)C	3243.0	Semi standard non polar	33892256
Luteone,2TMS,isomer #2	CC(C)=CCC1=C(O)C=C2OC=C(C3=CC=C(O[Si](C)(C)C)C=C3O)C(=O)C2=C1O[Si](C)(C)C	3219.9	Semi standard non polar	33892256
Luteone,2TMS,isomer #3	CC(C)=CCC1=C(O)C=C2OC=C(C3=CC=C(O)C=C3O[Si](C)(C)C)C(=O)C2=C1O[Si](C)(C)C	3216.3	Semi standard non polar	33892256
Luteone,2TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC=C(C3=CC=C(O)C=C3O[Si](C)(C)C)C(=O)C2=C1O	3233.4	Semi standard non polar	33892256
Luteone,2TMS,isomer #5	CC(C)=CCC1=C(O)C=C2OC=C(C3=CC=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C(=O)C2=C1O	3246.7	Semi standard non polar	33892256
Luteone,2TMS,isomer #6	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC=C(C3=CC=C(O[Si](C)(C)C)C=C3O)C(=O)C2=C1O	3230.9	Semi standard non polar	33892256
Luteone,3TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC=C(C3=CC=C(O[Si](C)(C)C)C=C3O)C(=O)C2=C1O[Si](C)(C)C	3172.6	Semi standard non polar	33892256
Luteone,3TMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC=C(C3=CC=C(O)C=C3O[Si](C)(C)C)C(=O)C2=C1O[Si](C)(C)C	3163.7	Semi standard non polar	33892256
Luteone,3TMS,isomer #3	CC(C)=CCC1=C(O)C=C2OC=C(C3=CC=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C(=O)C2=C1O[Si](C)(C)C	3155.4	Semi standard non polar	33892256
Luteone,3TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC=C(C3=CC=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C(=O)C2=C1O	3164.0	Semi standard non polar	33892256
Luteone,4TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=C2OC=C(C3=CC=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C(=O)C2=C1O[Si](C)(C)C	3161.6	Semi standard non polar	33892256
Luteone,1TBDMS,isomer #1	CC(C)=CCC1=C(O)C=C2OC=C(C3=CC=C(O)C=C3O)C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3651.3	Semi standard non polar	33892256
Luteone,1TBDMS,isomer #2	CC(C)=CCC1=C(O)C=C2OC=C(C3=CC=C(O)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C2=C1O	3634.5	Semi standard non polar	33892256
Luteone,1TBDMS,isomer #3	CC(C)=CCC1=C(O)C=C2OC=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O)C(=O)C2=C1O	3642.1	Semi standard non polar	33892256
Luteone,1TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC=C(C3=CC=C(O)C=C3O)C(=O)C2=C1O	3655.1	Semi standard non polar	33892256
Luteone,2TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC=C(C3=CC=C(O)C=C3O)C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3770.3	Semi standard non polar	33892256
Luteone,2TBDMS,isomer #2	CC(C)=CCC1=C(O)C=C2OC=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O)C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3763.8	Semi standard non polar	33892256
Luteone,2TBDMS,isomer #3	CC(C)=CCC1=C(O)C=C2OC=C(C3=CC=C(O)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3731.2	Semi standard non polar	33892256
Luteone,2TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC=C(C3=CC=C(O)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C2=C1O	3755.8	Semi standard non polar	33892256
Luteone,2TBDMS,isomer #5	CC(C)=CCC1=C(O)C=C2OC=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C2=C1O	3782.6	Semi standard non polar	33892256
Luteone,2TBDMS,isomer #6	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O)C(=O)C2=C1O	3784.4	Semi standard non polar	33892256
Luteone,3TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O)C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3869.4	Semi standard non polar	33892256
Luteone,3TBDMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC=C(C3=CC=C(O)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3826.4	Semi standard non polar	33892256
Luteone,3TBDMS,isomer #3	CC(C)=CCC1=C(O)C=C2OC=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3847.5	Semi standard non polar	33892256
Luteone,3TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C2=C1O	3886.3	Semi standard non polar	33892256
Luteone,4TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3995.5	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 - Luteone GC-MS (Non-derivatized) - 70eV, Positive	splash10-004l-2019000000-e7c452eda2f10db25c9c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Luteone GC-MS (4 TMS) - 70eV, Positive	splash10-004i-1000039000-76d13aaed8969b7e1f29	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Luteone 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 - Luteone 10V, Positive-QTOF	splash10-0a4i-0019000000-cb91f2e2808608ed708b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteone 20V, Positive-QTOF	splash10-05mk-3159000000-a8c6a86cb19263f22104	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteone 40V, Positive-QTOF	splash10-0gb9-9784000000-01cb188e86ce2e000521	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteone 10V, Negative-QTOF	splash10-0udi-0009000000-9551472e266098511e47	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteone 20V, Negative-QTOF	splash10-0udi-0339000000-a6058217e23e60cb0aea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteone 40V, Negative-QTOF	splash10-0a4i-6911000000-38814121556ba6c764d5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteone 10V, Negative-QTOF	splash10-0udi-0009000000-b3503695056246b53ddc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteone 20V, Negative-QTOF	splash10-0udi-0019000000-09ce16917cfa9da61560	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteone 40V, Negative-QTOF	splash10-001i-2792000000-ec230273cd7094fcda33	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteone 10V, Positive-QTOF	splash10-0002-0090000000-0e40d1dc69d66b601127	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteone 20V, Positive-QTOF	splash10-0002-0090000000-f95cd7f394c37bd65111	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Luteone 40V, Positive-QTOF	splash10-009t-0190000000-062259ae8fdd318edbaf	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Luteone_(isoflavone)

METLIN ID

Not Available

PubChem Compound

5281797

PDB ID

Not Available

ChEBI ID

27917

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 Luteone (HMDB0036595)

MOL for HMDB0036595 (Luteone)

3D MOL for HMDB0036595 (Luteone)

3D SDF for HMDB0036595 (Luteone)

3D-SDF for HMDB0036595 (Luteone)

PDB for HMDB0036595 (Luteone)

3D PDB for HMDB0036595 (Luteone)

SMILES for HMDB0036595 (Luteone)

INCHI for HMDB0036595 (Luteone)

Structure for HMDB0036595 (Luteone)

3D Structure for HMDB0036595 (Luteone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra