Hmdb loader

Showing metabocard for 4-Acetyl-3-methylpyridine (HMDB0040224)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:45:40 UTC
Update Date2023-02-21 17:27:58 UTC
HMDB IDHMDB0040224
Secondary Accession Numbers
  • HMDB40224
Metabolite Identification
Common Name4-Acetyl-3-methylpyridine
Description4-Acetyl-3-methylpyridine belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 4-Acetyl-3-methylpyridine has been detected, but not quantified in, a few different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make 4-acetyl-3-methylpyridine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4-Acetyl-3-methylpyridine.
Structure
Data?1677000478
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0040224 (4-Acetyl-3-methylpyridine)


  Mrv1652304272018222D          

 10 10  0  0  0  0            999 V2000
   -0.8250    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  2  0  0  0  0
  6  8  2  0  0  0  0
  7  8  1  0  0  0  0
  7 10  2  0  0  0  0
M  END
Download

3D MOL for HMDB0040224 (4-Acetyl-3-methylpyridine)

HMDB0040224
     RDKit          3D
4-Acetyl-3-methylpyridine
 19 19  0  0  0  0  0  0  0  0999 V2000
    2.3416    0.7030   -0.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5195   -0.4641    0.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1783   -1.5747    0.3546 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0939   -0.6009    0.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4515   -1.7665    0.8428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006   -1.9466    1.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6362   -0.9734    0.6309 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1496    0.1478    0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7860    0.3538   -0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4031    1.6459   -0.7439 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3609    0.5611    0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0058    1.6713    0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5978    0.8329   -1.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -2.5785    1.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1691   -2.8805    1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8332    0.9543   -0.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1466    2.4180   -0.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3959    1.4342   -1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092    2.0629   -1.2878 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
  8  9  2  0
  9 10  1  0
  9  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
 10 17  1  0
 10 18  1  0
 10 19  1  0
M  END
Download

3D SDF for HMDB0040224 (4-Acetyl-3-methylpyridine)


  Mrv1652304272018222D          

 10 10  0  0  0  0            999 V2000
   -0.8250    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  2  0  0  0  0
  6  8  2  0  0  0  0
  7  8  1  0  0  0  0
  7 10  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040224

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H9NO/c1-6-5-9-4-3-8(6)7(2)10/h3-5H,1-2H3

> <INCHI_KEY>
MWTAIRKNMHLZBS-UHFFFAOYSA-N

> <FORMULA>
C8H9NO

> <MOLECULAR_WEIGHT>
135.1632

> <EXACT_MASS>
135.068413915

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
14.33290163833324

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(3-methylpyridin-4-yl)ethan-1-one

> <ALOGPS_LOGP>
0.74

> <JCHEM_LOGP>
0.826642297

> <ALOGPS_LOGS>
-0.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.927201258034696

> <JCHEM_PKA_STRONGEST_BASIC>
3.6124521270091465

> <JCHEM_POLAR_SURFACE_AREA>
29.96

> <JCHEM_REFRACTIVITY>
39.3451

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.41e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(3-methylpyridin-4-yl)ethanone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0040224 (4-Acetyl-3-methylpyridine)

HMDB0040224
     RDKit          3D
4-Acetyl-3-methylpyridine
 19 19  0  0  0  0  0  0  0  0999 V2000
    2.3416    0.7030   -0.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5195   -0.4641    0.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1783   -1.5747    0.3546 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0939   -0.6009    0.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4515   -1.7665    0.8428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006   -1.9466    1.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6362   -0.9734    0.6309 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1496    0.1478    0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7860    0.3538   -0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4031    1.6459   -0.7439 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3609    0.5611    0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0058    1.6713    0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5978    0.8329   -1.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -2.5785    1.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1691   -2.8805    1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8332    0.9543   -0.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1466    2.4180   -0.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3959    1.4342   -1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092    2.0629   -1.2878 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
  8  9  2  0
  9 10  1  0
  9  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
 10 17  1  0
 10 18  1  0
 10 19  1  0
M  END
Download

PDB for HMDB0040224 (4-Acetyl-3-methylpyridine)

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0      -1.540   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.080   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.540   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.770   1.334   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -0.770  -1.334   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       0.770   4.001   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3    4    8                                                       
CONECT    4    3    9                                                       
CONECT    5    6    9                                                       
CONECT    6    1    5    8                                                  
CONECT    7    2    8   10                                                  
CONECT    8    3    6    7                                                  
CONECT    9    4    5                                                       
CONECT   10    7                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
Download

3D PDB for HMDB0040224 (4-Acetyl-3-methylpyridine)

COMPND    HMDB0040224
HETATM    1  C1  UNL     1       2.342   0.703  -0.157  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.519  -0.464   0.151  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.178  -1.575   0.355  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.094  -0.601   0.275  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.451  -1.767   0.843  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.801  -1.947   1.017  1.00  0.00           C  
HETATM    7  N1  UNL     1      -2.636  -0.973   0.631  1.00  0.00           N  
HETATM    8  C6  UNL     1      -2.150   0.148   0.086  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.786   0.354  -0.101  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.403   1.646  -0.744  1.00  0.00           C  
HETATM   11  H1  UNL     1       3.361   0.561   0.374  1.00  0.00           H  
HETATM   12  H2  UNL     1       2.006   1.671   0.231  1.00  0.00           H  
HETATM   13  H3  UNL     1       2.598   0.833  -1.238  1.00  0.00           H  
HETATM   14  H4  UNL     1       0.191  -2.578   1.169  1.00  0.00           H  
HETATM   15  H5  UNL     1      -2.169  -2.881   1.468  1.00  0.00           H  
HETATM   16  H6  UNL     1      -2.833   0.954  -0.232  1.00  0.00           H  
HETATM   17  H7  UNL     1      -0.147   2.418  -0.022  1.00  0.00           H  
HETATM   18  H8  UNL     1       0.396   1.434  -1.462  1.00  0.00           H  
HETATM   19  H9  UNL     1      -1.309   2.063  -1.288  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    3    4
CONECT    4    5    5    9
CONECT    5    6   14
CONECT    6    7    7   15
CONECT    7    8
CONECT    8    9    9   16
CONECT    9   10
CONECT   10   17   18   19
END
Download

SMILES for HMDB0040224 (4-Acetyl-3-methylpyridine)

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

INCHI for HMDB0040224 (4-Acetyl-3-methylpyridine)

InChI=1S/C8H9NO/c1-6-5-9-4-3-8(6)7(2)10/h3-5H,1-2H3
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
1-(3-Methyl-4-pyridinyl)ethanone, 9ciHMDB
4-Acetyl-3-picolineHMDB
Methyl 3-methyl-4-pyridyl ketone, 8ciHMDB
Chemical FormulaC8H9NO
Average Molecular Weight135.1632
Monoisotopic Molecular Weight135.068413915
IUPAC Name1-(3-methylpyridin-4-yl)ethan-1-one
Traditional Name1-(3-methylpyridin-4-yl)ethanone
CAS Registry Number82352-00-9
SMILES
CC(=O)C1=C(C)C=NC=C1
InChI Identifier
InChI=1S/C8H9NO/c1-6-5-9-4-3-8(6)7(2)10/h3-5H,1-2H3
InChI KeyMWTAIRKNMHLZBS-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAryl alkyl ketones
Alternative Parents
Substituents
  • Aryl alkyl ketone
  • Methylpyridine
  • Pyridine
  • Heteroaromatic compound
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Biological role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility11510 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility64.1 g/LALOGPS
logP0.74ALOGPS
logP0.83ChemAxon
logS-0.32ALOGPS
pKa (Strongest Acidic)15.93ChemAxon
pKa (Strongest Basic)3.61ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.96 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity39.35 m³·mol⁻¹ChemAxon
Polarizability14.33 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+129.4831661259
DarkChem[M-H]-123.44831661259
DeepCCS[M+H]+128.18930932474
DeepCCS[M-H]-125.42330932474
DeepCCS[M-2H]-161.76130932474
DeepCCS[M+Na]+137.03730932474
AllCCS[M+H]+126.932859911
AllCCS[M+H-H2O]+122.132859911
AllCCS[M+NH4]+131.332859911
AllCCS[M+Na]+132.532859911
AllCCS[M-H]-127.332859911
AllCCS[M+Na-2H]-129.032859911
AllCCS[M+HCOO]-131.032859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.2.93 minutes32390414
Predicted by Siyang on May 30, 20229.0788 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.23 minutes32390414

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-Acetyl-3-methylpyridineCC(=O)C1=CC=NC=C1C1790.4Standard polar33892256
4-Acetyl-3-methylpyridineCC(=O)C1=CC=NC=C1C1156.2Standard non polar33892256
4-Acetyl-3-methylpyridineCC(=O)C1=CC=NC=C1C1181.3Semi standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB019938
KNApSAcK IDNot Available
Chemspider ID10488520
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14863276
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1882341
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .