Np mrd loader

Showing NP-Card for p-Hydroxyacetophenone (NP0002808)

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Record Information
Version1.0
Created at2020-11-23 19:40:58 UTC
Updated at2021-08-19 23:59:25 UTC
NP-MRD IDNP0002808
Secondary Accession NumbersNone
Natural Product Identification
Common Namep-Hydroxyacetophenone
Provided ByBMRBBMRB logo
Description4'-Hydroxyacetophenone is also known as 4-acetylphenol. 4'-Hydroxyacetophenone exists in all living organisms, ranging from bacteria to humans. 4'-Hydroxyacetophenone is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. p-Hydroxyacetophenone is found in Abies nephrolepis, Abies spectabilis, Ageratina glechonophylla, Aloe ferox, Artemisia assoana, Artemisia barrelieri, Artemisia campestris, Artemisia capillaris, Artemisia chamaemelifolia, Artemisia herba-alba, Artemisia igniaria, Artemisia japonica, Artemisia ludoviciana, Artemisia marschalliana, Artemisia ordosica, Artemisia santolinifolia, Artemisia scoparia, Artemisia xanthochroa, Baccharis patagonica, Boltonia asteroides, Centaurea calcitrapa, Centaurea regia, Chrysothamnus viscidiflorus, Chuquiraga spinosa, Citrus sinensis, Coffea arabica, Cynanchum bungei, Vincetoxicum hirundinaria, Cynanchum wilfordii, Cytospora ceratosperma, Drypetes gossweileri, Echinacea purpurea, Ficus erecta, Flourensia riparia, Gynoxys buxifolia, Haplopappus glutinosus, Haplopappus paucidentatus, Helichrysum stoechas, Iris germanica, Lagochilus leiacanthus, Mus musculus, Ophiocordyceps sinensis, Paeonia suffruticosa, Picea abies, Picea glauca, Plumeria rubra, Populus trichocarpa, Prunus armeniaca, Pyrola japonica, Sauromatum venosum, Saussurea simpsoniana, Scrophularia ningpoensis , Senecio filaginoides, Sphagnum magellanicum, Syncarpha gnaphaloides, Tanacetopsis mucronata, Tanacetum sinaicum, Vincetoxicum atratum, Vitis vinifera, Werneria nubigena, Wikstroemia canescens and Ziziphora clinopodioides. It was first documented in 2008 (PMID: 17984079). Based on a literature review a significant number of articles have been published on 4'-hydroxyacetophenone (PMID: 21848266) (PMID: 22484946) (PMID: 23014895) (PMID: 23252272).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002808 (p-Hydroxyacetophenone)


     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   -3.0639    0.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9765   -0.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3276   -2.2682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5380   -0.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1869    1.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2516    1.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3390    0.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7775    0.8906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9879   -0.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5494   -1.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0971   -0.8641    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0307    1.3107    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1513    1.2565    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2744    2.1068    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6026    2.9570    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8649   -0.1426    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0753   -2.0261    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1983   -2.8763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10  4  1  0
  1 11  1  1
  1 12  1  0
  1 13  1  0
  5 14  1  0
  6 15  1  0
  8 16  1  0
  9 17  1  0
 10 18  1  0
M  END
Download

3D MOL for NP0002808 (p-Hydroxyacetophenone)

NP0002808
     RDKit          3D

 18 18  0  0  0  0  0  0  0  0999 V2000
   -2.8475   -0.6634    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9792    0.5544    0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4334    1.7095    0.1905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5381    0.3530    0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0273   -0.9059    0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3915   -1.0789   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2532    0.0157   -0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6235   -0.1859   -0.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6907    1.2673   -0.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3242    1.4296   -0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4656   -1.2397    1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9003   -0.4078    0.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6860   -1.2636   -0.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6415   -1.7714    0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7917   -2.0933   -0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1222   -0.2698   -1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3722    2.1119   -0.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1048    2.4383    0.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10  4  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  5 14  1  0
  6 15  1  0
  8 16  1  0
  9 17  1  0
 10 18  1  0
M  END
Download

3D SDF for NP0002808 (p-Hydroxyacetophenone)


     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   -3.0639    0.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9765   -0.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3276   -2.2682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5380   -0.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1869    1.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2516    1.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3390    0.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7775    0.8906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9879   -0.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5494   -1.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0971   -0.8641    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0307    1.3107    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1513    1.2565    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2744    2.1068    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6026    2.9570    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8649   -0.1426    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0753   -2.0261    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1983   -2.8763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10  4  1  0
  1 11  1  1
  1 12  1  0
  1 13  1  0
  5 14  1  0
  6 15  1  0
  8 16  1  0
  9 17  1  0
 10 18  1  0
M  END
> <DATABASE_ID>
NP0002808

> <DATABASE_NAME>
NP-MRD

> <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

$$$$
Download

3D-SDF for NP0002808 (p-Hydroxyacetophenone)

NP0002808
     RDKit          3D

 18 18  0  0  0  0  0  0  0  0999 V2000
   -2.8475   -0.6634    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9792    0.5544    0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4334    1.7095    0.1905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5381    0.3530    0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0273   -0.9059    0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3915   -1.0789   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2532    0.0157   -0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6235   -0.1859   -0.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6907    1.2673   -0.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3242    1.4296   -0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4656   -1.2397    1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9003   -0.4078    0.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6860   -1.2636   -0.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6415   -1.7714    0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7917   -2.0933   -0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1222   -0.2698   -1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3722    2.1119   -0.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1048    2.4383    0.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10  4  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  5 14  1  0
  6 15  1  0
  8 16  1  0
  9 17  1  0
 10 18  1  0
M  END
Download

PDB for NP0002808 (p-Hydroxyacetophenone)

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 NP0002808 (p-Hydroxyacetophenone)

COMPND    NP0002808
HETATM    1  C1  UNL     1      -2.847  -0.663   0.225  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.979   0.554   0.161  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.433   1.710   0.190  1.00  0.00           O  
HETATM    4  C3  UNL     1      -0.538   0.353   0.058  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.027  -0.906   0.021  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.391  -1.079  -0.076  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.253   0.016  -0.140  1.00  0.00           C  
HETATM    8  O2  UNL     1       3.623  -0.186  -0.237  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.691   1.267  -0.102  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.324   1.430  -0.005  1.00  0.00           C  
HETATM   11  H1  UNL     1      -2.466  -1.240   1.118  1.00  0.00           H  
HETATM   12  H2  UNL     1      -3.900  -0.408   0.418  1.00  0.00           H  
HETATM   13  H3  UNL     1      -2.686  -1.264  -0.688  1.00  0.00           H  
HETATM   14  H4  UNL     1      -0.642  -1.771   0.070  1.00  0.00           H  
HETATM   15  H5  UNL     1       1.792  -2.093  -0.102  1.00  0.00           H  
HETATM   16  H6  UNL     1       4.122  -0.270  -1.114  1.00  0.00           H  
HETATM   17  H7  UNL     1       2.372   2.112  -0.153  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.105   2.438   0.023  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    3    4
CONECT    4    5    5   10
CONECT    5    6   14
CONECT    6    7    7   15
CONECT    7    8    9
CONECT    8   16
CONECT    9   10   10   17
CONECT   10   18
END
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SMILES for NP0002808 (p-Hydroxyacetophenone)

CC(=O)C1=CC=C(O)C=C1
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INCHI for NP0002808 (p-Hydroxyacetophenone)

InChI=1S/C8H8O2/c1-6(9)7-2-4-8(10)5-3-7/h2-5,10H,1H3
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View in JSmol
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
Chemical FormulaC8H8O2
Average Mass136.1479 Da
Monoisotopic Mass136.05243 Da
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
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, DMSO, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, DMSO, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, DMSO, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abies nephrolepisLOTUS Database
Abies spectabilisLOTUS Database
Aeschynanthus bracteatusKNApSAcK Database
Ageratina glechonophyllaLOTUS Database
Aloe feroxLOTUS Database
Apocynum cannabinumKNApSAcK Database
Artemisia assoanaLOTUS Database
Artemisia barrelieriLOTUS Database
Artemisia campestrisLOTUS Database
Artemisia capillarisLOTUS Database
Artemisia chamaemelifoliaLOTUS Database
Artemisia herba-albaLOTUS Database
Artemisia igniariaLOTUS Database
Artemisia japonicaLOTUS Database
Artemisia ludovicianaLOTUS Database
Artemisia marschallianaLOTUS Database
Artemisia ordosicaLOTUS Database
Artemisia santolinifoliaLOTUS Database
Artemisia scopariaLOTUS Database
Artemisia xanthochroaLOTUS Database
Baccharis patagonicaLOTUS Database
Boltonia asteroidesLOTUS Database
Centaurea calcitrapaLOTUS Database
Centaurea regiaLOTUS Database
Chrysothamnus viscidiflorusLOTUS Database
Chuquiraga spinosaLOTUS Database
Citrus sinensisLOTUS Database
Citrus sinensis cv.ValenciaKNApSAcK Database
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
Coffea arabicaLOTUS Database
Cynanchum bungeiLOTUS Database
Cynanchum vincetoxicumLOTUS Database
Cynanchum wilfordiiLOTUS Database
Cytospora ceratospermaLOTUS Database
Drypetes gossweileriLOTUS Database
Echinacea purpureaLOTUS Database
Fabiana imbricataKNApSAcK Database
Ficus erectaLOTUS Database
Flourensia ripariaLOTUS Database
Gynoxys buxifoliaLOTUS Database
Haplopappus glutinosusLOTUS Database
Haplopappus paucidentatusLOTUS Database
Helichrysum stoechasLOTUS Database
Iris germanicaLOTUS Database
Lagochilus leiacanthusLOTUS Database
Mus musculusLOTUS Database
Ophiocordyceps sinensisLOTUS Database
Ophryosporus floribundusKNApSAcK Database
Paeonia suffruticosaLOTUS Database
Picea abiesLOTUS Database
Picea glaucaLOTUS Database
Picea glehniiKNApSAcK Database
Plumeria rubraLOTUS Database
Populus trichocarpaLOTUS Database
Posidonia oceanicaKNApSAcK Database
Prunus armeniacaLOTUS Database
Pyrola japonicaLOTUS Database
Robinsonecio gerberifoliusKNApSAcK Database
Sauromatum venosumLOTUS Database
Saussurea lanicepsKNApSAcK Database
Saussurea simpsonianaLOTUS Database
Scrophularia ningpoensisPlant
Senecio chionophilusKNApSAcK Database
Senecio filaginoidesLOTUS Database
Sideritis discolorKNApSAcK Database
Sideritis solutaKNApSAcK Database
Sphagnum magellanicumLOTUS Database
Syncarpha gnaphaloidesLOTUS Database
Tanacetopsis mucronataLOTUS Database
Tanacetum sinaicumLOTUS Database
Vincetoxicum atratumLOTUS Database
Vitis viniferaLOTUS Database
Werneria nubigenaLOTUS Database
Wikstroemia canescensLOTUS Database
Ziziphora clinopodioidesLOTUS Database
Chemical Taxonomy
DescriptionThis compound 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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlkyl-phenylketones
Alternative Parents
Substituents
  • Alkyl-phenylketone
  • Acetophenone
  • Aryl alkyl ketone
  • Benzoyl
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point109.00 to 110.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point147.00 to 148.00 °C. @ 3.00 mm HgThe Good Scents Company Information System
Water Solubility9900 mg/L @ 22 °C (exp)The Good Scents Company Information System
LogP1.350The Good Scents Company Information System
Predicted Properties
PropertyValueSource
logP1.62ALOGPS
logP1.23ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)7.79ChemAxon
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity38.44 m³·mol⁻¹ChemAxon
Polarizability14.03 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0167830
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB010503
KNApSAcK IDC00002698
Chemspider ID7189
KEGG Compound IDC10700
BioCyc IDCPD-10598
BiGG IDNot Available
Wikipedia LinkPiceol
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID28032
Good Scents IDrw1013111
References
General References
  1. Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
  2. Yang ML, Kuo PC, Hwang TL, Wu TS: Anti-inflammatory principles from Cordyceps sinensis. J Nat Prod. 2011 Sep 23;74(9):1996-2000. doi: 10.1021/np100902f. Epub 2011 Aug 17. [PubMed:21848266 ]
  3. Tanihata Y, Watanabe M, Mitsukura K, Maruyama K: Oxidative degradation of 4-hydroxyacetophenone in Arthrobacter sp. TGJ4. Biosci Biotechnol Biochem. 2012;76(4):838-40. doi: 10.1271/bbb.110876. Epub 2012 Apr 7. [PubMed:22484946 ]
  4. Zhang R, Ren J, Wang Y, Wu Q, Wang M, Zhu D: Isolation and characterization of a novel Rhodococcus strain with switchable carbonyl reductase and para-acetylphenol hydroxylase activities. J Ind Microbiol Biotechnol. 2013 Jan;40(1):11-20. doi: 10.1007/s10295-012-1199-5. Epub 2012 Sep 27. [PubMed:23014895 ]
  5. Zhang L, Li DL, Chen YC, Tao MH, Zhang WM: [Study on secondary metabolites of marine fungus Penicillium sp. FS60 from the South China Sea]. Zhong Yao Cai. 2012 Jul;35(7):1091-4. [PubMed:23252272 ]