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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:50:15 UTC

Update Date

2022-03-07 02:55:24 UTC

HMDB ID

HMDB0037585

Secondary Accession Numbers

HMDB37585

Metabolite Identification

Common Name

Selinone

Description

Selinone belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3. Thus, selinone is considered to be a flavonoid. Selinone has been detected, but not quantified in, a few different foods, such as fats and oils, green vegetables, and herbs and spices. This could make selinone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Selinone.

Structure

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

HMDB0037585
     RDKit          3D
Selinone
 45 47  0  0  0  0  0  0  0  0999 V2000
    7.6783    1.7831   -0.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4354    0.9645   -0.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -0.4917    0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2932    1.5101   -0.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0606    0.7011   -0.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1031    1.2432    0.2134 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8592    0.6841    0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524    1.2288    1.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3091    0.7322    1.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6885   -0.3687    0.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541   -0.9416    0.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3659   -1.9154   -0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8120   -2.2512   -0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2708   -3.4044   -0.0773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7512   -1.1098   -0.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0348   -1.2328   -0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5269   -2.4101   -1.1846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8345   -0.0882   -0.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4002    1.1173   -0.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2213    2.2361   -0.0825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1048    1.1701    0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2589    0.0908    0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9647    0.1222    0.7776 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2130   -0.9239   -0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4791   -0.4058   -0.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3565    1.3575    0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4182    2.8066    0.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2000    1.7802   -1.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7223   -0.7841    0.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2452   -1.0530   -0.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5050   -0.7789    0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2551    2.5590   -0.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2473   -0.3732   -0.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6257    0.7527   -1.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2162    2.1009    1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0261    1.1515    2.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0953   -1.5413    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -1.4736   -1.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7313   -2.8256   -0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0401   -3.2495   -1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8455   -0.1590   -0.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1605    2.2600   -0.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6973    2.0968    0.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0896   -1.7832   -0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1566   -0.8838   -1.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 10 24  1  0
 24 25  2  0
 25  7  1  0
 23 11  1  0
 22 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  8 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 17 40  1  0
 18 41  1  0
 20 42  1  0
 21 43  1  0
 24 44  1  0
 25 45  1  0
M  END


  Mrv0541 05061309522D          

 25 27  0  0  0  0            999 V2000
    9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    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
    5.7158   -1.6500    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
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    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    0.0000    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    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
  8  7  1  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12  7  2  0  0  0  0
 13  3  2  0  0  0  0
 13  4  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  5  2  0  0  0  0
 15  6  1  0  0  0  0
 16  9  1  0  0  0  0
 17 11  1  0  0  0  0
 18 11  1  0  0  0  0
 18 13  1  0  0  0  0
 19 10  2  0  0  0  0
 20 16  2  0  0  0  0
 20 17  1  0  0  0  0
 20 19  1  0  0  0  0
 21 14  1  0  0  0  0
 22 16  1  0  0  0  0
 23 17  2  0  0  0  0
 24  8  1  0  0  0  0
 24 15  1  0  0  0  0
 25 18  1  0  0  0  0
 25 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037585

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCOC1=CC=C(C=C1)C1CC(=O)C2=C(O)C=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O5/c1-12(2)7-8-24-15-5-3-13(4-6-15)18-11-17(23)20-16(22)9-14(21)10-19(20)25-18/h3-7,9-10,18,21-22H,8,11H2,1-2H3

> <INCHI_KEY>
GYSDUVRPSWKYDJ-UHFFFAOYSA-N

> <FORMULA>
C20H20O5

> <MOLECULAR_WEIGHT>
340.3698

> <EXACT_MASS>
340.13107375

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
37.10636615968449

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
3.11

> <JCHEM_LOGP>
4.342248196000001

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.653155606714913

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.921833859807965

> <JCHEM_PKA_STRONGEST_BASIC>
-3.861319654049411

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
94.89029999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.46e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
selinone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037585
     RDKit          3D
Selinone
 45 47  0  0  0  0  0  0  0  0999 V2000
    7.6783    1.7831   -0.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4354    0.9645   -0.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -0.4917    0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2932    1.5101   -0.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0606    0.7011   -0.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1031    1.2432    0.2134 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8592    0.6841    0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524    1.2288    1.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3091    0.7322    1.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6885   -0.3687    0.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541   -0.9416    0.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3659   -1.9154   -0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8120   -2.2512   -0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2708   -3.4044   -0.0773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7512   -1.1098   -0.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0348   -1.2328   -0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5269   -2.4101   -1.1846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8345   -0.0882   -0.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4002    1.1173   -0.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2213    2.2361   -0.0825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1048    1.1701    0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2589    0.0908    0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9647    0.1222    0.7776 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2130   -0.9239   -0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4791   -0.4058   -0.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3565    1.3575    0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4182    2.8066    0.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2000    1.7802   -1.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7223   -0.7841    0.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2452   -1.0530   -0.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5050   -0.7789    0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2551    2.5590   -0.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2473   -0.3732   -0.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6257    0.7527   -1.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2162    2.1009    1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0261    1.1515    2.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0953   -1.5413    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -1.4736   -1.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7313   -2.8256   -0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0401   -3.2495   -1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8455   -0.1590   -0.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1605    2.2600   -0.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6973    2.0968    0.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0896   -1.7832   -0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1566   -0.8838   -1.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 10 24  1  0
 24 25  2  0
 25  7  1  0
 23 11  1  0
 22 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  8 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 17 40  1  0
 18 41  1  0
 20 42  1  0
 21 43  1  0
 24 44  1  0
 25 45  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      17.338  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.671  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.671  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.004  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336  -0.770   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  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3    5   13                                                       
CONECT    4    6   13                                                       
CONECT    5    3   15                                                       
CONECT    6    4   15                                                       
CONECT    7    8   12                                                       
CONECT    8    7   24                                                       
CONECT    9   14   16                                                       
CONECT   10   14   19                                                       
CONECT   11   17   18                                                       
CONECT   12    1    2    7                                                  
CONECT   13    3    4   18                                                  
CONECT   14    9   10   21                                                  
CONECT   15    5    6   24                                                  
CONECT   16    9   20   22                                                  
CONECT   17   11   20   23                                                  
CONECT   18   11   13   25                                                  
CONECT   19   10   20   25                                                  
CONECT   20   16   17   19                                                  
CONECT   21   14                                                            
CONECT   22   16                                                            
CONECT   23   17                                                            
CONECT   24    8   15                                                       
CONECT   25   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0037585
HETATM    1  C1  UNL     1       7.678   1.783  -0.106  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.435   0.964  -0.212  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.489  -0.492   0.102  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.293   1.510  -0.579  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.061   0.701  -0.685  1.00  0.00           C  
HETATM    6  O1  UNL     1       3.103   1.243   0.213  1.00  0.00           O  
HETATM    7  C6  UNL     1       1.859   0.684   0.322  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.952   1.229   1.199  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.309   0.732   1.368  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.689  -0.369   0.621  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.054  -0.942   0.774  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.366  -1.915  -0.341  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.812  -2.251  -0.196  1.00  0.00           C  
HETATM   14  O2  UNL     1      -4.271  -3.404  -0.077  1.00  0.00           O  
HETATM   15  C13 UNL     1      -4.751  -1.110  -0.194  1.00  0.00           C  
HETATM   16  C14 UNL     1      -6.035  -1.233  -0.673  1.00  0.00           C  
HETATM   17  O3  UNL     1      -6.527  -2.410  -1.185  1.00  0.00           O  
HETATM   18  C15 UNL     1      -6.834  -0.088  -0.619  1.00  0.00           C  
HETATM   19  C16 UNL     1      -6.400   1.117  -0.122  1.00  0.00           C  
HETATM   20  O4  UNL     1      -7.221   2.236  -0.083  1.00  0.00           O  
HETATM   21  C17 UNL     1      -5.105   1.170   0.340  1.00  0.00           C  
HETATM   22  C18 UNL     1      -4.259   0.091   0.321  1.00  0.00           C  
HETATM   23  O5  UNL     1      -2.965   0.122   0.778  1.00  0.00           O  
HETATM   24  C19 UNL     1       0.213  -0.924  -0.262  1.00  0.00           C  
HETATM   25  C20 UNL     1       1.479  -0.406  -0.415  1.00  0.00           C  
HETATM   26  H1  UNL     1       8.357   1.358   0.670  1.00  0.00           H  
HETATM   27  H2  UNL     1       7.418   2.807   0.204  1.00  0.00           H  
HETATM   28  H3  UNL     1       8.200   1.780  -1.069  1.00  0.00           H  
HETATM   29  H4  UNL     1       5.722  -0.784   0.851  1.00  0.00           H  
HETATM   30  H5  UNL     1       6.245  -1.053  -0.839  1.00  0.00           H  
HETATM   31  H6  UNL     1       7.505  -0.779   0.390  1.00  0.00           H  
HETATM   32  H7  UNL     1       5.255   2.559  -0.805  1.00  0.00           H  
HETATM   33  H8  UNL     1       4.247  -0.373  -0.497  1.00  0.00           H  
HETATM   34  H9  UNL     1       3.626   0.753  -1.716  1.00  0.00           H  
HETATM   35  H10 UNL     1       1.216   2.101   1.807  1.00  0.00           H  
HETATM   36  H11 UNL     1      -1.026   1.152   2.051  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.095  -1.541   1.723  1.00  0.00           H  
HETATM   38  H13 UNL     1      -2.229  -1.474  -1.349  1.00  0.00           H  
HETATM   39  H14 UNL     1      -1.731  -2.826  -0.246  1.00  0.00           H  
HETATM   40  H15 UNL     1      -6.040  -3.249  -1.279  1.00  0.00           H  
HETATM   41  H16 UNL     1      -7.846  -0.159  -0.987  1.00  0.00           H  
HETATM   42  H17 UNL     1      -8.161   2.260  -0.399  1.00  0.00           H  
HETATM   43  H18 UNL     1      -4.697   2.097   0.747  1.00  0.00           H  
HETATM   44  H19 UNL     1      -0.090  -1.783  -0.841  1.00  0.00           H  
HETATM   45  H20 UNL     1       2.157  -0.884  -1.129  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    4    4
CONECT    3   29   30   31
CONECT    4    5   32
CONECT    5    6   33   34
CONECT    6    7
CONECT    7    8    8   25
CONECT    8    9   35
CONECT    9   10   10   36
CONECT   10   11   24
CONECT   11   12   23   37
CONECT   12   13   38   39
CONECT   13   14   14   15
CONECT   15   16   16   22
CONECT   16   17   18
CONECT   17   40
CONECT   18   19   19   41
CONECT   19   20   21
CONECT   20   42
CONECT   21   22   22   43
CONECT   22   23
CONECT   24   25   25   44
CONECT   25   45
END

HMDB0037585
     RDKit          3D
Selinone
 45 47  0  0  0  0  0  0  0  0999 V2000
    7.6783    1.7831   -0.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4354    0.9645   -0.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -0.4917    0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2932    1.5101   -0.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0606    0.7011   -0.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1031    1.2432    0.2134 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8592    0.6841    0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524    1.2288    1.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3091    0.7322    1.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6885   -0.3687    0.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541   -0.9416    0.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3659   -1.9154   -0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8120   -2.2512   -0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2708   -3.4044   -0.0773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7512   -1.1098   -0.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0348   -1.2328   -0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5269   -2.4101   -1.1846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8345   -0.0882   -0.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4002    1.1173   -0.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2213    2.2361   -0.0825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1048    1.1701    0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2589    0.0908    0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9647    0.1222    0.7776 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2130   -0.9239   -0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4791   -0.4058   -0.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3565    1.3575    0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4182    2.8066    0.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2000    1.7802   -1.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7223   -0.7841    0.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2452   -1.0530   -0.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5050   -0.7789    0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2551    2.5590   -0.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2473   -0.3732   -0.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6257    0.7527   -1.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2162    2.1009    1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0261    1.1515    2.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0953   -1.5413    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -1.4736   -1.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7313   -2.8256   -0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0401   -3.2495   -1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8455   -0.1590   -0.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1605    2.2600   -0.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6973    2.0968    0.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0896   -1.7832   -0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1566   -0.8838   -1.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 10 24  1  0
 24 25  2  0
 25  7  1  0
 23 11  1  0
 22 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  8 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 17 40  1  0
 18 41  1  0
 20 42  1  0
 21 43  1  0
 24 44  1  0
 25 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4'-O-Prenylnaringenin	HMDB
5,7-Dihydroxy-4'-prenyloxyflavanone	HMDB
Archangelone	HMDB

Chemical Formula

C₂₀H₂₀O₅

Average Molecular Weight

340.3698

Monoisotopic Molecular Weight

340.13107375

IUPAC Name

5,7-dihydroxy-2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

selinone

CAS Registry Number

14117-54-5

SMILES

CC(C)=CCOC1=CC=C(C=C1)C1CC(=O)C2=C(O)C=C(O)C=C2O1

InChI Identifier

InChI=1S/C20H20O5/c1-12(2)7-8-24-15-5-3-13(4-6-15)18-11-17(23)20-16(22)9-14(21)10-19(20)25-18/h3-7,9-10,18,21-22H,8,11H2,1-2H3

InChI Key

GYSDUVRPSWKYDJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavanones

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavanones (LMPK12140278 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0037585)

Cellular substructure

Membrane (HMDB: HMDB0037585)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037585)

Source

Exogenous

Food

Food (HMDB: HMDB0037585)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0037585)

Not Available

Nutrient (HMDB: HMDB0037585)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	151 - 152 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.5 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	0.015 g/L	ALOGPS
logP	3.11	ALOGPS
logP	4.34	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	7.92	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	94.89 m³·mol⁻¹	ChemAxon
Polarizability	37.11 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
DarkChem	[M+H]+	183.081	31661259
DarkChem	[M-H]-	182.415	31661259
DeepCCS	[M+H]+	178.258	30932474
DeepCCS	[M-H]-	175.9	30932474
DeepCCS	[M-2H]-	209.461	30932474
DeepCCS	[M+Na]+	184.689	30932474
AllCCS	[M+H]+	182.7	32859911
AllCCS	[M+H-H2O]+	179.5	32859911
AllCCS	[M+NH4]+	185.6	32859911
AllCCS	[M+Na]+	186.4	32859911
AllCCS	[M-H]-	184.1	32859911
AllCCS	[M+Na-2H]-	183.7	32859911
AllCCS	[M+HCOO]-	183.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Selinone	CC(C)=CCOC1=CC=C(C=C1)C1CC(=O)C2=C(O)C=C(O)C=C2O1	4229.1	Standard polar	33892256
Selinone	CC(C)=CCOC1=CC=C(C=C1)C1CC(=O)C2=C(O)C=C(O)C=C2O1	3046.7	Standard non polar	33892256
Selinone	CC(C)=CCOC1=CC=C(C=C1)C1CC(=O)C2=C(O)C=C(O)C=C2O1	3188.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Selinone,1TMS,isomer #1	CC(C)=CCOC1=CC=C(C2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C)O2)C=C1	3173.4	Semi standard non polar	33892256
Selinone,1TMS,isomer #2	CC(C)=CCOC1=CC=C(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C=C1	3159.9	Semi standard non polar	33892256
Selinone,2TMS,isomer #1	CC(C)=CCOC1=CC=C(C2CC(=O)C3=C(C=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)O2)C=C1	3155.5	Semi standard non polar	33892256
Selinone,1TBDMS,isomer #1	CC(C)=CCOC1=CC=C(C2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)O2)C=C1	3406.3	Semi standard non polar	33892256
Selinone,1TBDMS,isomer #2	CC(C)=CCOC1=CC=C(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1	3396.9	Semi standard non polar	33892256
Selinone,2TBDMS,isomer #1	CC(C)=CCOC1=CC=C(C2CC(=O)C3=C(C=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)O2)C=C1	3576.7	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 - Selinone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-7493000000-39a9a1d3dce358a56391	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Selinone GC-MS (2 TMS) - 70eV, Positive	splash10-0v4i-3200900000-8ce098caeaf508a112d4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Selinone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Selinone 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 - Selinone 10V, Positive-QTOF	splash10-0006-2329000000-a257370a6c427d46ac04	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selinone 20V, Positive-QTOF	splash10-014i-9633000000-5f4ca6e115077b64da94	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selinone 40V, Positive-QTOF	splash10-0uxr-6900000000-7be9c32e4b2ea07206fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selinone 10V, Negative-QTOF	splash10-000i-0139000000-1b0df43d34d0d0da844f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selinone 20V, Negative-QTOF	splash10-00di-1292000000-b06f95896f8dc463b0a4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selinone 40V, Negative-QTOF	splash10-0zi3-4890000000-8c96ca3824a11c92b6a6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selinone 10V, Positive-QTOF	splash10-0006-0009000000-dd4479d6058cdf87ccc7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selinone 20V, Positive-QTOF	splash10-0udm-0904000000-f5ba7f822fc33a8e919a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selinone 40V, Positive-QTOF	splash10-0udi-0900000000-db5ec95629d9662cee70	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selinone 10V, Negative-QTOF	splash10-000i-0009000000-b61a6a678d9c858cdfb2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selinone 20V, Negative-QTOF	splash10-0f79-0908000000-968123428c345b9f247e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selinone 40V, Negative-QTOF	splash10-000i-0910000000-01ba447d257e1ebf79e3	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

FDB016689

KNApSAcK ID

C00008235

Chemspider ID

24846383

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12305191

PDB ID

Not Available

ChEBI ID

66460

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1862471

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 Selinone (HMDB0037585)

MOL for HMDB0037585 (Selinone)

3D MOL for HMDB0037585 (Selinone)

3D SDF for HMDB0037585 (Selinone)

3D-SDF for HMDB0037585 (Selinone)

PDB for HMDB0037585 (Selinone)

3D PDB for HMDB0037585 (Selinone)

SMILES for HMDB0037585 (Selinone)

INCHI for HMDB0037585 (Selinone)

Structure for HMDB0037585 (Selinone)

3D Structure for HMDB0037585 (Selinone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra