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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:29:47 UTC

Update Date

2021-09-26 23:15:54 UTC

HMDB ID

HMDB0258763

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tebufelone

Description

1-(3,5-di-tert-butyl-4-hydroxyphenyl)hex-5-yn-1-one belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Based on a literature review very few articles have been published on 1-(3,5-di-tert-butyl-4-hydroxyphenyl)hex-5-yn-1-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). Tebufelone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Tebufelone is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0258763
     RDKit          3D
Tebufelone
 50 50  0  0  0  0  0  0  0  0999 V2000
    7.9898   -1.2000   -0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8130   -1.4323   -0.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3907   -1.7176   -0.6023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5825   -0.4627   -0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1142   -0.7803   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3004    0.4325   -0.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8954    1.5377   -0.0499 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8463    0.4045   -0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1321    1.5697    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2362    1.5368    0.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9809    2.7981    0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9247    2.9669   -0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0049    3.9770    0.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7874    2.7916    1.7345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689    0.3698    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3523    0.4116    0.3106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2609   -0.8001    0.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0083   -2.0741   -0.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9985   -3.2112   -0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7500   -2.3776    1.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9119   -2.0789   -1.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1266   -0.7742   -0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0235   -1.0007   -0.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1032   -2.2619   -1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2142   -2.4249    0.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9643    0.0566    0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7318    0.1789   -1.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8144   -1.2548   -1.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9421   -1.5050    0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7203    2.4889    0.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9443    2.5930   -0.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5500    2.3886   -1.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9397    4.0309   -1.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3197    3.7843    1.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4080    4.0889   -0.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6061    4.8757    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5927    3.6849    2.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4744    1.9040    2.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8864    2.7753    1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511   -0.3744    0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4528   -3.0745   -1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6027   -4.1355   -0.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3185   -3.3076    0.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6531   -1.5200    1.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8046   -2.6490    1.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3096   -3.2498    1.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8955   -1.0824   -1.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9168   -2.4177   -0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5648   -2.7960   -2.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6709   -1.6830   -0.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 10 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 17 22  2  0
 22  8  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  9 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
M  END


  Mrv1652309112122302D          

 22 22  0  0  0  0            999 V2000
   -4.2868    1.6500    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
   -3.9849    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1599    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    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
   -2.1434   -0.4125    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
   -3.5724   -0.4125    0.0000 O   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
   -2.9684   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    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    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  3  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258763

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)C(=O)CCCC#C

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O2/c1-8-9-10-11-17(21)14-12-15(19(2,3)4)18(22)16(13-14)20(5,6)7/h1,12-13,22H,9-11H2,2-7H3

> <INCHI_KEY>
ZHXUEUKVDMWSKV-UHFFFAOYSA-N

> <FORMULA>
C20H28O2

> <MOLECULAR_WEIGHT>
300.442

> <EXACT_MASS>
300.208930142

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
36.6694570905688

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(3,5-di-tert-butyl-4-hydroxyphenyl)hex-5-yn-1-one

> <ALOGPS_LOGP>
5.56

> <JCHEM_LOGP>
5.544527632666667

> <ALOGPS_LOGS>
-5.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.853584996657204

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.04815564549901

> <JCHEM_PKA_STRONGEST_BASIC>
-6.050354120616057

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
92.66499999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.41e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tebufelone

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0258763
     RDKit          3D
Tebufelone
 50 50  0  0  0  0  0  0  0  0999 V2000
    7.9898   -1.2000   -0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8130   -1.4323   -0.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3907   -1.7176   -0.6023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5825   -0.4627   -0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1142   -0.7803   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3004    0.4325   -0.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8954    1.5377   -0.0499 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8463    0.4045   -0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1321    1.5697    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2362    1.5368    0.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9809    2.7981    0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9247    2.9669   -0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0049    3.9770    0.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7874    2.7916    1.7345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689    0.3698    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3523    0.4116    0.3106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2609   -0.8001    0.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0083   -2.0741   -0.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9985   -3.2112   -0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7500   -2.3776    1.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9119   -2.0789   -1.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1266   -0.7742   -0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0235   -1.0007   -0.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1032   -2.2619   -1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2142   -2.4249    0.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9643    0.0566    0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7318    0.1789   -1.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8144   -1.2548   -1.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9421   -1.5050    0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7203    2.4889    0.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9443    2.5930   -0.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5500    2.3886   -1.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9397    4.0309   -1.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3197    3.7843    1.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4080    4.0889   -0.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6061    4.8757    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5927    3.6849    2.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4744    1.9040    2.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8864    2.7753    1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511   -0.3744    0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4528   -3.0745   -1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6027   -4.1355   -0.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3185   -3.3076    0.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6531   -1.5200    1.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8046   -2.6490    1.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3096   -3.2498    1.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8955   -1.0824   -1.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9168   -2.4177   -0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5648   -2.7960   -2.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6709   -1.6830   -0.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 10 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 17 22  2  0
 22  8  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  9 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -8.002   3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.438   0.976   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.898   3.644   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.541  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.461  -2.310   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  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10                                                            
CONECT   12    9   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16    7   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0258763
HETATM    1  C1  UNL     1       7.990  -1.200  -0.764  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.813  -1.432  -0.680  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.391  -1.718  -0.602  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.583  -0.463  -0.401  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.114  -0.780  -0.323  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.300   0.432  -0.126  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.895   1.538  -0.050  1.00  0.00           O  
HETATM    8  C7  UNL     1       0.846   0.405  -0.016  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.132   1.570   0.168  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.236   1.537   0.270  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.981   2.798   0.467  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.925   2.967  -0.688  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.005   3.977   0.558  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.787   2.792   1.735  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.969   0.370   0.199  1.00  0.00           C  
HETATM   16  O2  UNL     1      -3.352   0.412   0.311  1.00  0.00           O  
HETATM   17  C15 UNL     1      -1.261  -0.800   0.015  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.008  -2.074  -0.068  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.998  -3.211  -0.271  1.00  0.00           C  
HETATM   20  C18 UNL     1      -2.750  -2.378   1.210  1.00  0.00           C  
HETATM   21  C19 UNL     1      -2.912  -2.079  -1.280  1.00  0.00           C  
HETATM   22  C20 UNL     1       0.127  -0.774  -0.090  1.00  0.00           C  
HETATM   23  H1  UNL     1       9.023  -1.001  -0.853  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.103  -2.262  -1.524  1.00  0.00           H  
HETATM   25  H3  UNL     1       5.214  -2.425   0.238  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.964   0.057   0.479  1.00  0.00           H  
HETATM   27  H5  UNL     1       4.732   0.179  -1.306  1.00  0.00           H  
HETATM   28  H6  UNL     1       2.814  -1.255  -1.278  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.942  -1.505   0.498  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.720   2.489   0.223  1.00  0.00           H  
HETATM   31  H9  UNL     1      -3.944   2.593  -0.475  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.550   2.389  -1.562  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.940   4.031  -1.014  1.00  0.00           H  
HETATM   34  H12 UNL     1      -0.320   3.784   1.407  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.408   4.089  -0.350  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.606   4.876   0.807  1.00  0.00           H  
HETATM   37  H15 UNL     1      -2.593   3.685   2.360  1.00  0.00           H  
HETATM   38  H16 UNL     1      -2.474   1.904   2.322  1.00  0.00           H  
HETATM   39  H17 UNL     1      -3.886   2.775   1.531  1.00  0.00           H  
HETATM   40  H18 UNL     1      -3.951  -0.374   0.271  1.00  0.00           H  
HETATM   41  H19 UNL     1      -0.453  -3.074  -1.216  1.00  0.00           H  
HETATM   42  H20 UNL     1      -1.603  -4.135  -0.371  1.00  0.00           H  
HETATM   43  H21 UNL     1      -0.318  -3.308   0.576  1.00  0.00           H  
HETATM   44  H22 UNL     1      -2.653  -1.520   1.933  1.00  0.00           H  
HETATM   45  H23 UNL     1      -3.805  -2.649   1.022  1.00  0.00           H  
HETATM   46  H24 UNL     1      -2.310  -3.250   1.762  1.00  0.00           H  
HETATM   47  H25 UNL     1      -2.896  -1.082  -1.765  1.00  0.00           H  
HETATM   48  H26 UNL     1      -3.917  -2.418  -0.987  1.00  0.00           H  
HETATM   49  H27 UNL     1      -2.565  -2.796  -2.067  1.00  0.00           H  
HETATM   50  H28 UNL     1       0.671  -1.683  -0.233  1.00  0.00           H  
CONECT    1    2    2    2   23
CONECT    2    3
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6   28   29
CONECT    6    7    7    8
CONECT    8    9    9   22
CONECT    9   10   30
CONECT   10   11   15   15
CONECT   11   12   13   14
CONECT   12   31   32   33
CONECT   13   34   35   36
CONECT   14   37   38   39
CONECT   15   16   17
CONECT   16   40
CONECT   17   18   22   22
CONECT   18   19   20   21
CONECT   19   41   42   43
CONECT   20   44   45   46
CONECT   21   47   48   49
CONECT   22   50
END

HMDB0258763
     RDKit          3D
Tebufelone
 50 50  0  0  0  0  0  0  0  0999 V2000
    7.9898   -1.2000   -0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8130   -1.4323   -0.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3907   -1.7176   -0.6023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5825   -0.4627   -0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1142   -0.7803   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3004    0.4325   -0.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8954    1.5377   -0.0499 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8463    0.4045   -0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1321    1.5697    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2362    1.5368    0.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9809    2.7981    0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9247    2.9669   -0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0049    3.9770    0.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7874    2.7916    1.7345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689    0.3698    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3523    0.4116    0.3106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2609   -0.8001    0.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0083   -2.0741   -0.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9985   -3.2112   -0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7500   -2.3776    1.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9119   -2.0789   -1.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1266   -0.7742   -0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0235   -1.0007   -0.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1032   -2.2619   -1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2142   -2.4249    0.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9643    0.0566    0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7318    0.1789   -1.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8144   -1.2548   -1.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9421   -1.5050    0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7203    2.4889    0.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9443    2.5930   -0.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5500    2.3886   -1.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9397    4.0309   -1.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3197    3.7843    1.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4080    4.0889   -0.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6061    4.8757    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5927    3.6849    2.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4744    1.9040    2.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8864    2.7753    1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511   -0.3744    0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4528   -3.0745   -1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6027   -4.1355   -0.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3185   -3.3076    0.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6531   -1.5200    1.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8046   -2.6490    1.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3096   -3.2498    1.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8955   -1.0824   -1.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9168   -2.4177   -0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5648   -2.7960   -2.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6709   -1.6830   -0.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 10 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 17 22  2  0
 22  8  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  9 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl)-5-hexyn-1-one	MeSH

Chemical Formula

C₂₀H₂₈O₂

Average Molecular Weight

300.442

Monoisotopic Molecular Weight

300.208930142

IUPAC Name

1-(3,5-di-tert-butyl-4-hydroxyphenyl)hex-5-yn-1-one

Traditional Name

tebufelone

CAS Registry Number

Not Available

SMILES

CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)C(=O)CCCC#C

InChI Identifier

InChI=1S/C20H28O2/c1-8-9-10-11-17(21)14-12-15(19(2,3)4)18(22)16(13-14)20(5,6)7/h1,12-13,22H,9-11H2,2-7H3

InChI Key

ZHXUEUKVDMWSKV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Butyrophenone
Phenylpropane
Aryl alkyl ketone
Benzoyl
Phenol
Benzenoid
Monocyclic benzene moiety
Acetylide
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.56	ALOGPS
logP	5.54	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	9.05	ChemAxon
pKa (Strongest Basic)	-6.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	92.66 m³·mol⁻¹	ChemAxon
Polarizability	36.67 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	175.638	30932474
DeepCCS	[M-H]-	173.28	30932474
DeepCCS	[M-2H]-	206.47	30932474
DeepCCS	[M+Na]+	181.731	30932474
AllCCS	[M+H]+	172.7	32859911
AllCCS	[M+H-H2O]+	169.6	32859911
AllCCS	[M+NH4]+	175.6	32859911
AllCCS	[M+Na]+	176.4	32859911
AllCCS	[M-H]-	182.0	32859911
AllCCS	[M+Na-2H]-	182.3	32859911
AllCCS	[M+HCOO]-	182.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tebufelone	CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)C(=O)CCCC#C	2704.3	Standard polar	33892256
Tebufelone	CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)C(=O)CCCC#C	2282.6	Standard non polar	33892256
Tebufelone	CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)C(=O)CCCC#C	2142.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tebufelone GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-4290000000-7c1d17dcfbb71adaea96	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tebufelone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tebufelone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tebufelone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

54575

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Tebufelone (HMDB0258763)

MOL for HMDB0258763 (Tebufelone)

3D MOL for HMDB0258763 (Tebufelone)

3D SDF for HMDB0258763 (Tebufelone)

3D-SDF for HMDB0258763 (Tebufelone)

PDB for HMDB0258763 (Tebufelone)

3D PDB for HMDB0258763 (Tebufelone)

SMILES for HMDB0258763 (Tebufelone)

INCHI for HMDB0258763 (Tebufelone)

Structure for HMDB0258763 (Tebufelone)

3D Structure for HMDB0258763 (Tebufelone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra