Hmdb loader
Survey

Showing metabocard for Phenacetin (HMDB0256387)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (3) Show 3 proteinsXML
enzymes (3) Show 3 proteins
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 16:47:19 UTC
Update Date2022-09-22 17:44:26 UTC
HMDB IDHMDB0256387
Secondary Accession NumbersNone
Metabolite Identification
Common NamePhenacetin
DescriptionPhenacetin, also known as acetophenetidin or achrocidin, belongs to the class of organic compounds known as acetanilides. These are organic compounds containing an acetamide group conjugated to a phenyl group. Phenacetin is a drug which is used principally as an analgesic. Phenacetin is formally rated as a carcinogen (by IARC 1) and is also a potentially toxic compound. Based on a literature review very few articles have been published on Phenacetin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Phenacetin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Phenacetin 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
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0256387 (Phenacetin)

3783
  Mrv0541 02231217112D          

 13 13  0  0  0  0            999 V2000
    2.3644   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1 10  1  0  0  0  0
  2 12  2  0  0  0  0
  3  4  1  0  0  0  0
  3 12  1  0  0  0  0
  4  6  2  0  0  0  0
  4  7  1  0  0  0  0
  5  8  2  0  0  0  0
  5  9  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  2  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
Download

3D MOL for HMDB0256387 (Phenacetin)

HMDB0256387
     RDKit          3D
Phenacetin
 26 26  0  0  0  0  0  0  0  0999 V2000
    5.0708   -0.3138   -0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6354   -0.5890    0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7769    0.3786   -0.3711 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4176    0.2172   -0.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5605    1.1310   -0.7146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8132    1.0197   -0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3585   -0.0018    0.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248   -0.1767    0.4655 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7408    0.6524   -0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1966    0.3725    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5943    1.6702   -0.7449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4800   -0.9317    0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8714   -0.7966    0.6038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2124    0.7624   -0.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4106   -0.9787   -0.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6942   -0.5867    0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3546   -1.5700   -0.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4063   -0.6052    1.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9058    1.9594   -1.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4447    1.7529   -0.9846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0390   -0.9969    1.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2004   -0.3269    1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6785    1.3156    0.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6772   -0.1075   -0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9161   -1.7214    1.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5479   -1.5289    1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  7 12  1  0
 12 13  2  0
 13  4  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  5 19  1  0
  6 20  1  0
  8 21  1  0
 10 22  1  0
 10 23  1  0
 10 24  1  0
 12 25  1  0
 13 26  1  0
M  END
Download

3D SDF for HMDB0256387 (Phenacetin)

3783
  Mrv0541 02231217112D          

 13 13  0  0  0  0            999 V2000
    2.3644   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1 10  1  0  0  0  0
  2 12  2  0  0  0  0
  3  4  1  0  0  0  0
  3 12  1  0  0  0  0
  4  6  2  0  0  0  0
  4  7  1  0  0  0  0
  5  8  2  0  0  0  0
  5  9  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  2  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256387

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC1=CC=C(NC(C)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H13NO2/c1-3-13-10-6-4-9(5-7-10)11-8(2)12/h4-7H,3H2,1-2H3,(H,11,12)

> <INCHI_KEY>
CPJSUEIXXCENMM-UHFFFAOYSA-N

> <FORMULA>
C10H13NO2

> <MOLECULAR_WEIGHT>
179.2157

> <EXACT_MASS>
179.094628665

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
19.820611792352402

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(4-ethoxyphenyl)acetamide

> <ALOGPS_LOGP>
1.62

> <JCHEM_LOGP>
1.4100928723333332

> <ALOGPS_LOGS>
-2.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.978986347794297

> <JCHEM_PKA_STRONGEST_BASIC>
-4.237178123843566

> <JCHEM_POLAR_SURFACE_AREA>
38.33

> <JCHEM_REFRACTIVITY>
52.1328

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.78e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phenacetin

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0256387 (Phenacetin)

HMDB0256387
     RDKit          3D
Phenacetin
 26 26  0  0  0  0  0  0  0  0999 V2000
    5.0708   -0.3138   -0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6354   -0.5890    0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7769    0.3786   -0.3711 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4176    0.2172   -0.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5605    1.1310   -0.7146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8132    1.0197   -0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3585   -0.0018    0.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248   -0.1767    0.4655 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7408    0.6524   -0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1966    0.3725    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5943    1.6702   -0.7449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4800   -0.9317    0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8714   -0.7966    0.6038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2124    0.7624   -0.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4106   -0.9787   -0.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6942   -0.5867    0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3546   -1.5700   -0.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4063   -0.6052    1.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9058    1.9594   -1.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4447    1.7529   -0.9846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0390   -0.9969    1.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2004   -0.3269    1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6785    1.3156    0.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6772   -0.1075   -0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9161   -1.7214    1.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5479   -1.5289    1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  7 12  1  0
 12 13  2  0
 13  4  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  5 19  1  0
  6 20  1  0
  8 21  1  0
 10 22  1  0
 10 23  1  0
 10 24  1  0
 12 25  1  0
 13 26  1  0
M  END
Download

PDB for HMDB0256387 (Phenacetin)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 3783                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       4.414  -3.080   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       7.081   3.080   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0       4.414   3.080   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       4.414   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.414  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.747   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.080   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.747  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.080  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.080  -3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.080  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.747   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.747   5.390   0.000  0.00  0.00           C+0
CONECT    1    5   10                                                       
CONECT    2   12                                                            
CONECT    3    4   12                                                       
CONECT    4    3    6    7                                                  
CONECT    5    1    8    9                                                  
CONECT    6    4    8                                                       
CONECT    7    4    9                                                       
CONECT    8    5    6                                                       
CONECT    9    5    7                                                       
CONECT   10    1   11                                                       
CONECT   11   10                                                            
CONECT   12    2    3   13                                                  
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
Download

3D PDB for HMDB0256387 (Phenacetin)

COMPND    HMDB0256387
HETATM    1  C1  UNL     1       5.071  -0.314  -0.076  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.635  -0.589   0.233  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.777   0.379  -0.371  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.418   0.217  -0.148  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.561   1.131  -0.715  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.813   1.020  -0.525  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.358  -0.002   0.232  1.00  0.00           C  
HETATM    8  N1  UNL     1      -2.725  -0.177   0.466  1.00  0.00           N  
HETATM    9  C7  UNL     1      -3.741   0.652  -0.026  1.00  0.00           C  
HETATM   10  C8  UNL     1      -5.197   0.373   0.287  1.00  0.00           C  
HETATM   11  O2  UNL     1      -3.594   1.670  -0.745  1.00  0.00           O  
HETATM   12  C9  UNL     1      -0.480  -0.932   0.808  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.871  -0.797   0.604  1.00  0.00           C  
HETATM   14  H1  UNL     1       5.212   0.762  -0.328  1.00  0.00           H  
HETATM   15  H2  UNL     1       5.411  -0.979  -0.909  1.00  0.00           H  
HETATM   16  H3  UNL     1       5.694  -0.587   0.796  1.00  0.00           H  
HETATM   17  H4  UNL     1       3.355  -1.570  -0.193  1.00  0.00           H  
HETATM   18  H5  UNL     1       3.406  -0.605   1.321  1.00  0.00           H  
HETATM   19  H6  UNL     1       0.906   1.959  -1.320  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.445   1.753  -0.985  1.00  0.00           H  
HETATM   21  H8  UNL     1      -3.039  -0.997   1.061  1.00  0.00           H  
HETATM   22  H9  UNL     1      -5.200  -0.327   1.154  1.00  0.00           H  
HETATM   23  H10 UNL     1      -5.679   1.316   0.562  1.00  0.00           H  
HETATM   24  H11 UNL     1      -5.677  -0.107  -0.588  1.00  0.00           H  
HETATM   25  H12 UNL     1      -0.916  -1.721   1.395  1.00  0.00           H  
HETATM   26  H13 UNL     1       1.548  -1.529   1.059  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17   18
CONECT    3    4
CONECT    4    5    5   13
CONECT    5    6   19
CONECT    6    7    7   20
CONECT    7    8   12
CONECT    8    9   21
CONECT    9   10   11   11
CONECT   10   22   23   24
CONECT   12   13   13   25
CONECT   13   26
END
Download

SMILES for HMDB0256387 (Phenacetin)

CCOC1=CC=C(NC(C)=O)C=C1
Download

INCHI for HMDB0256387 (Phenacetin)

InChI=1S/C10H13NO2/c1-3-13-10-6-4-9(5-7-10)11-8(2)12/h4-7H,3H2,1-2H3,(H,11,12)
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
1-Acetamido-4-ethoxybenzeneChEBI
4-EthoxyacetanilideChEBI
AcetophenetidinChEBI
AcetophenetidineChEBI
AcetophenetinChEBI
AcetphenetidinChEBI
AchrocidinChEBI
CodempiralChEBI
CommotionalChEBI
ContradolChEBI
ContradouleurChEBI
FenacetinaChEBI
N-(4-Ethoxyphenyl)acetamideChEBI
PhenacetineChEBI
PhenacetinumChEBI
Chemical FormulaC10H13NO2
Average Molecular Weight179.2157
Monoisotopic Molecular Weight179.094628665
IUPAC NameN-(4-ethoxyphenyl)acetamide
Traditional Namephenacetin
CAS Registry NumberNot Available
SMILES
CCOC1=CC=C(NC(C)=O)C=C1
InChI Identifier
InChI=1S/C10H13NO2/c1-3-13-10-6-4-9(5-7-10)11-8(2)12/h4-7H,3H2,1-2H3,(H,11,12)
InChI KeyCPJSUEIXXCENMM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as acetanilides. These are organic compounds containing an acetamide group conjugated to a phenyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassAnilides
Direct ParentAcetanilides
Alternative Parents
Substituents
  • Acetanilide
  • N-acetylarylamine
  • Phenoxy compound
  • Phenol ether
  • N-arylamide
  • Alkyl aryl ether
  • Acetamide
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Ether
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP1.62ALOGPS
logP1.41ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)14.98ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area38.33 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity52.13 m³·mol⁻¹ChemAxon
Polarizability19.82 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+141.36530932474
DeepCCS[M-H]-137.53830932474
DeepCCS[M-2H]-175.05430932474
DeepCCS[M+Na]+150.59230932474
AllCCS[M+H]+139.632859911
AllCCS[M+H-H2O]+135.432859911
AllCCS[M+NH4]+143.532859911
AllCCS[M+Na]+144.632859911
AllCCS[M-H]-141.932859911
AllCCS[M+Na-2H]-142.832859911
AllCCS[M+HCOO]-144.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
PhenacetinCCOC1=CC=C(NC(C)=O)C=C12095.4Standard polar33892256
PhenacetinCCOC1=CC=C(NC(C)=O)C=C11632.1Standard non polar33892256
PhenacetinCCOC1=CC=C(NC(C)=O)C=C11712.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Phenacetin,1TMS,isomer #1CCOC1=CC=C(N(C(C)=O)[Si](C)(C)C)C=C11606.9Semi standard non polar33892256
Phenacetin,1TMS,isomer #1CCOC1=CC=C(N(C(C)=O)[Si](C)(C)C)C=C11663.0Standard non polar33892256
Phenacetin,1TMS,isomer #1CCOC1=CC=C(N(C(C)=O)[Si](C)(C)C)C=C11981.1Standard polar33892256
Phenacetin,1TBDMS,isomer #1CCOC1=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C11856.3Semi standard non polar33892256
Phenacetin,1TBDMS,isomer #1CCOC1=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C11886.5Standard non polar33892256
Phenacetin,1TBDMS,isomer #1CCOC1=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C12115.6Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Phenacetin CI-B (Non-derivatized)splash10-001i-0900000000-335c6f93c6c61172faca2017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Phenacetin GC-MS (Non-derivatized) - 70eV, Positivesplash10-0r09-1900000000-693fadbb890b194d9f4b2021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Phenacetin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a4i-3900000000-a251ba59f8f792deb3e12014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin LC-ESI-qTof , Positive-QTOFsplash10-03di-6900100000-e5425770c8b511b991fa2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin LC-ESI-QTOF , positive-QTOFsplash10-001i-0900000000-ff1bc2f7f827dd1711f62017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin LC-ESI-QTOF , positive-QTOFsplash10-01qi-0900000000-8d7f58b56528e6f12b902017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin LC-ESI-QTOF , positive-QTOFsplash10-03di-0900000000-632d2f940d3bf1e4b0902017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin LC-ESI-QTOF , positive-QTOFsplash10-03di-2900000000-a8b75ec081cf2f9bd1702017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin LC-ESI-QTOF , positive-QTOFsplash10-0c03-2900000000-115f1b03c65a7dc2e1e92017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin , positive-QTOFsplash10-001i-0900000000-375522dc595b7e227b622017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin , positive-QTOFsplash10-03di-6900100000-e5425770c8b511b991fa2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin 30V, Positive-QTOFsplash10-03di-0900000000-698cff42b1b6605dd2c82021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin 90V, Positive-QTOFsplash10-03xr-8900000000-c35af434bc3a9f36b7482021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin 75V, Positive-QTOFsplash10-03di-3900000000-8363e8eced8d1e99af1d2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin 40V, Positive-QTOFsplash10-03di-2900000000-a894326d86b9ce21e1362021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin 60V, Positive-QTOFsplash10-03di-0900000000-ace73eb8b42719a7c2c32021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin 15V, Positive-QTOFsplash10-001i-0900000000-676cc1faca1027bed0ff2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin 50V, Positive-QTOFsplash10-0c03-2900000000-115f1b03c65a7dc2e1e92021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin 30V, Positive-QTOFsplash10-001i-0900000000-8d1dd9759f580c330fd02021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin 45V, Positive-QTOFsplash10-03ei-0900000000-922db44266944eac53c32021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin 40V, Positive-QTOFsplash10-03di-2900000000-a8b75ec081cf2f9bd1702021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenacetin 30V, Positive-QTOFsplash10-03di-0900000000-632d2f940d3bf1e4b0902021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenacetin 10V, Positive-QTOFsplash10-001r-0900000000-06f027a46bdc57e87bce2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenacetin 20V, Positive-QTOFsplash10-000i-0900000000-c452f944a1db68cee3c02016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenacetin 40V, Positive-QTOFsplash10-0api-5900000000-f70777770ccda7bb06c72016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenacetin 10V, Negative-QTOFsplash10-004i-0900000000-cd4d0176028d2239a02b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenacetin 20V, Negative-QTOFsplash10-0kbr-1900000000-ffdf4ba50461a7f4a9e02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenacetin 40V, Negative-QTOFsplash10-0a4i-3900000000-b21ee1fba6c9e0e2a84f2016-08-03Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB03783
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID4590
KEGG Compound IDC07591
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPhenacetin
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID8050
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1271351
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]

Enzymes

Enzyme Details
1. Cytochrome P450 2A13
General function:
Involved in monooxygenase activity
Specific function:
Exhibits a coumarin 7-hydroxylase activity. Active in the metabolic activation of hexamethylphosphoramide, N,N-dimethylaniline, 2'-methoxyacetophenone, N-nitrosomethylphenylamine, and the tobacco-specific carcinogen, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone. Possesses phenacetin O-deethylation activity.
Gene Name:
CYP2A13
Uniprot ID:
Q16696
Molecular weight:
56687.095
Enzyme Details
2. Cytochrome P450 1A2
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:
CYP1A2
Uniprot ID:
P05177
Molecular weight:
58406.915
Enzyme Details
3. Cytochrome P450 2A6
General function:
Involved in monooxygenase activity
Specific function:
Exhibits a high coumarin 7-hydroxylase activity. Can act in the hydroxylation of the anti-cancer drugs cyclophosphamide and ifosphamide. Competent in the metabolic activation of aflatoxin B1. Constitutes the major nicotine C-oxidase. Acts as a 1,4-cineole 2-exo-monooxygenase. Possesses low phenacetin O-deethylation activity.
Gene Name:
CYP2A6
Uniprot ID:
P11509
Molecular weight:
56517.005