Showing metabocard for 4'-hydroxyacetophenone (MMDBc0054277)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 23:03:53 UTC
Update Date2024-09-29 13:11:31 UTC
Metabolite IDMMDBc0054277
Metabolite Identification
Common Name4'-hydroxyacetophenone
Description4'-Hydroxyacetophenone, also known as 4-acetylphenol, 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. 4'-Hydroxyacetophenone is an extremely weak basic (essentially neutral) compound (based on its pKa). 4'-Hydroxyacetophenone exists in all living organisms, ranging from bacteria to humans. 4'-Hydroxyacetophenone is a mild, sweet, and balsam tasting compound. Outside of the human body, 4'-Hydroxyacetophenone has been detected, but not quantified in, sweet oranges. This could make 4'-hydroxyacetophenone a potential biomarker for the consumption of these foods. A monohydroxyacetophenone carrying a hydroxy substituent at position 4'.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x0000559d0539d5a8>


  Mrv1652309272007432D          

 10 10  0  0  0  0            999 V2000
10000.840010000.1934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.693910001.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.406010001.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.693910002.6626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.983010001.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.268510001.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.553810001.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.553810000.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.268310000.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.983010000.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  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
 10  5  1  0  0  0  0
  1  8  1  0  0  0  0
  5  2  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x0000559d0539d5a8>

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3D SDF for #<Metabolite:0x0000559d0539d5a8>

  Mrv1652309272007432D          

 10 10  0  0  0  0            999 V2000
10000.840010000.1934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.693910001.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.406010001.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.693910002.6626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.983010001.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.268510001.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.553810001.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.553810000.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.268310000.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.983010000.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  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
 10  5  1  0  0  0  0
  1  8  1  0  0  0  0
  5  2  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054277

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H8O2/c1-6(9)7-2-4-8(10)5-3-7/h2-5,10H,1H3

> <INCHI_KEY>
TXFPEBPIARQUIG-UHFFFAOYSA-N

> <FORMULA>
C8H8O2

> <MOLECULAR_WEIGHT>
136.1479

> <EXACT_MASS>
136.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
14.034365608159149

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(4-hydroxyphenyl)ethan-1-one

> <ALOGPS_LOGP>
1.62

> <JCHEM_LOGP>
1.2273280129999997

> <ALOGPS_LOGS>
-1.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.707536719223388

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.787621687108215

> <JCHEM_PKA_STRONGEST_BASIC>
-6.926473360337568

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
38.44170000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.02e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxyacetophenone

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for #<Metabolite:0x0000559d0539d5a8>
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PDB for #<Metabolite:0x0000559d0539d5a8>
HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  O   UNK     0    8668.2358667.028   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8673.5628670.100   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8674.8918669.332   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8673.5628671.637   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8672.2358669.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8670.9018670.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8669.5678669.333   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8669.5678667.793   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8670.9018667.023   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8672.2358667.793   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2    3    4    5                                                  
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    6   10    2                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9    1                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END

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3D PDB for #<Metabolite:0x0000559d0539d5a8>
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SMILES for #<Metabolite:0x0000559d0539d5a8>
CC(=O)C1=CC=C(O)C=C1
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INCHI for #<Metabolite:0x0000559d0539d5a8>
InChI=1S/C8H8O2/c1-6(9)7-2-4-8(10)5-3-7/h2-5,10H,1H3
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Synonyms
ValueSource
(4-Hydroxyphenyl)ethan-1-oneChEBI
4-AcetylphenolChEBI
4-HydroxyacetophenoneChEBI
Methyl p-hydroxyphenyl ketoneChEBI
p-HydroxyacetophenoneChEBI
p-Hydroxyphenyl methyl ketoneChEBI
Para-hydroxyacetophenoneChEBI
1-(4-Hydroxyphenyl)ethanoneMeSH
PiceolMeSH
1-(4-Hydroxyphenyl)-1-ethanonePhytoBank
4-AcetophenolPhytoBank
4-Hydroxyphenyl methyl ketonePhytoBank
4-HydroxyphenylethanonePhytoBank
4'-HydroxyacetophenonePhytoBank
4’-HydroxyacetophenonePhytoBank
Methyl 4-hydroxyphenyl ketonePhytoBank
p-AcetophenolPhytoBank
p-AcetylphenolPhytoBank
Molecular FormulaC8H8O2
Average Mass136.1479
Monoisotopic Mass136.0524295
IUPAC Name1-(4-hydroxyphenyl)ethan-1-one
Traditional Name4-hydroxyacetophenone
CAS Registry NumberNot Available
SMILES
CC(=O)C1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C8H8O2/c1-6(9)7-2-4-8(10)5-3-7/h2-5,10H,1H3
InChI KeyTXFPEBPIARQUIG-UHFFFAOYSA-N