Hmdb loader

Showing metabocard for 2-Heptanone (HMDB0003671)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-08-13 02:57:08 UTC
Update Date2023-02-21 17:16:47 UTC
HMDB IDHMDB0003671
Secondary Accession Numbers
  • HMDB03671
Metabolite Identification
Common Name2-Heptanone
Description2-Heptanone, also known as butylacetone or heptan-2-one, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Thus, 2-heptanone is considered to be an oxygenated hydrocarbon lipid molecule. 2-Heptanone is a ketone with the molecular formula C7H14O. 2-Heptanone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 2-Heptanone exists in all living species, ranging from bacteria to humans. 2-Heptanone is a sweet, cinnamon, and coconut tasting compound. 2-Heptanone is found, on average, in the highest concentration within a few different foods, such as corns, cow milk, and peppermints. 2-Heptanone has also been detected, but not quantified in several different foods, such as tarragons, blackberries, tortilla chips, ceylon cinnamons, and evergreen blackberries. 2-Heptanone is one of the metabolites of n-heptane found in the urine of employees exposed to heptane in shoe and tire factories. 2-Heptanone, with regard to humans, has been found to be associated with several diseases such as ulcerative colitis, nonalcoholic fatty liver disease, crohn's disease, and hepatic encephalopathy; 2-heptanone has also been linked to the inborn metabolic disorder celiac disease. It is a colorless to white liquid with a banana-like, fruity odor.
Structure
Data?1676999807
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0003671 (2-Heptanone)


  Mrv1652303202018592D          

  8  7  0  0  0  0            999 V2000
   -0.5445   -0.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    0.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2477    0.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8824   -0.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9715   -0.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2201    0.9650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6095    0.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3092   -0.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  2  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
Download

3D MOL for HMDB0003671 (2-Heptanone)

HMDB0003671
     RDKit          3D
2-Heptanone
 22 21  0  0  0  0  0  0  0  0999 V2000
   -3.0037    0.5943   -0.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054   -0.4712    0.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0980   -0.9213    0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1045    0.2129    0.3490 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2541   -0.3441    0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3161    0.6958    0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7069    0.2733   -0.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917    1.8656    0.3623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5336    0.5870   -1.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9471    1.6206    0.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0945    0.4341   -0.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6115   -0.1394    1.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1547   -1.3687    0.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0957   -1.3612   -0.7416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8144   -1.6513    1.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0515    0.6114    1.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3476    0.9801   -0.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2864   -0.8245   -0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5604   -1.1525    0.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3609    1.1268   -0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1534   -0.2936    0.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6323   -0.4743   -1.0705 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  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  7 20  1  0
  7 21  1  0
  7 22  1  0
M  END
Download

3D SDF for HMDB0003671 (2-Heptanone)


  Mrv1652303202018592D          

  8  7  0  0  0  0            999 V2000
   -0.5445   -0.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    0.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2477    0.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8824   -0.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9715   -0.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2201    0.9650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6095    0.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3092   -0.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  2  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003671

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H14O/c1-3-4-5-6-7(2)8/h3-6H2,1-2H3

> <INCHI_KEY>
CATSNJVOTSVZJV-UHFFFAOYSA-N

> <FORMULA>
C7H14O

> <MOLECULAR_WEIGHT>
114.1855

> <EXACT_MASS>
114.10446507

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
14.314468281537355

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
heptan-2-one

> <ALOGPS_LOGP>
1.92

> <JCHEM_LOGP>
2.140521650333333

> <ALOGPS_LOGS>
-1.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.64344979346997

> <JCHEM_PKA_STRONGEST_BASIC>
-7.270866222403733

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
34.6247

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.26e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-heptanone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0003671 (2-Heptanone)

HMDB0003671
     RDKit          3D
2-Heptanone
 22 21  0  0  0  0  0  0  0  0999 V2000
   -3.0037    0.5943   -0.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054   -0.4712    0.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0980   -0.9213    0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1045    0.2129    0.3490 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2541   -0.3441    0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3161    0.6958    0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7069    0.2733   -0.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917    1.8656    0.3623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5336    0.5870   -1.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9471    1.6206    0.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0945    0.4341   -0.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6115   -0.1394    1.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1547   -1.3687    0.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0957   -1.3612   -0.7416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8144   -1.6513    1.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0515    0.6114    1.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3476    0.9801   -0.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2864   -0.8245   -0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5604   -1.1525    0.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3609    1.1268   -0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1534   -0.2936    0.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6323   -0.4743   -1.0705 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  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  7 20  1  0
  7 21  1  0
  7 22  1  0
M  END
Download

PDB for HMDB0003671 (2-Heptanone)

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0      -1.016  -0.547   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.341   0.180   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.329   0.264   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.647  -0.630   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.680  -0.463   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.278   1.801   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.004   0.103   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.311  -0.714   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2    7                                                       
CONECT    5    3                                                            
CONECT    6    3                                                            
CONECT    7    4    8                                                       
CONECT    8    7                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
Download

3D PDB for HMDB0003671 (2-Heptanone)

COMPND    HMDB0003671
HETATM    1  C1  UNL     1      -3.004   0.594  -0.337  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.505  -0.471   0.582  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.098  -0.921   0.258  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.105   0.213   0.349  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.254  -0.344   0.009  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.316   0.696   0.069  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.707   0.273  -0.247  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.092   1.866   0.362  1.00  0.00           O  
HETATM    9  H1  UNL     1      -2.534   0.587  -1.337  1.00  0.00           H  
HETATM   10  H2  UNL     1      -2.947   1.621   0.134  1.00  0.00           H  
HETATM   11  H3  UNL     1      -4.094   0.434  -0.511  1.00  0.00           H  
HETATM   12  H4  UNL     1      -2.611  -0.139   1.633  1.00  0.00           H  
HETATM   13  H5  UNL     1      -3.155  -1.369   0.466  1.00  0.00           H  
HETATM   14  H6  UNL     1      -1.096  -1.361  -0.742  1.00  0.00           H  
HETATM   15  H7  UNL     1      -0.814  -1.651   1.056  1.00  0.00           H  
HETATM   16  H8  UNL     1      -0.051   0.611   1.374  1.00  0.00           H  
HETATM   17  H9  UNL     1      -0.348   0.980  -0.391  1.00  0.00           H  
HETATM   18  H10 UNL     1       1.286  -0.824  -0.991  1.00  0.00           H  
HETATM   19  H11 UNL     1       1.560  -1.152   0.730  1.00  0.00           H  
HETATM   20  H12 UNL     1       4.361   1.127  -0.521  1.00  0.00           H  
HETATM   21  H13 UNL     1       4.153  -0.294   0.622  1.00  0.00           H  
HETATM   22  H14 UNL     1       3.632  -0.474  -1.070  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3   12   13
CONECT    3    4   14   15
CONECT    4    5   16   17
CONECT    5    6   18   19
CONECT    6    7    8    8
CONECT    7   20   21   22
END
Download

SMILES for HMDB0003671 (2-Heptanone)

CCCCCC(C)=O
Download

INCHI for HMDB0003671 (2-Heptanone)

InChI=1S/C7H14O/c1-3-4-5-6-7(2)8/h3-6H2,1-2H3
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
ButylacetoneChEBI
Methyl N-amyl ketoneChEBI
Methyl pentyl ketoneChEBI
N-Amyl methyl ketoneChEBI
N-Pentyl methyl ketoneChEBI
Heptan-2-oneKegg
Methyl-N-amyl ketoneMeSH
1-MethylhexanalHMDB
2-OxoheptaneHMDB
Amyl methyl ketoneHMDB
Methyl amyl ketoneHMDB
Methyl N-pentyl ketoneHMDB
Pentyl methyl ketoneHMDB
2-HeptanoneChEBI
Chemical FormulaC7H14O
Average Molecular Weight114.1855
Monoisotopic Molecular Weight114.10446507
IUPAC Nameheptan-2-one
Traditional Name2-heptanone
CAS Registry Number110-43-0
SMILES
CCCCCC(C)=O
InChI Identifier
InChI=1S/C7H14O/c1-3-4-5-6-7(2)8/h3-6H2,1-2H3
InChI KeyCATSNJVOTSVZJV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentKetones
Alternative Parents
Substituents
  • Ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Health effectOrganoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-35 °CNot Available
Boiling Point149.00 to 150.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility4.3 mg/mL at 25 °CNot Available
LogP1.98HANSCH,C ET AL. (1995)
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.26 g/LALOGPS
logP1.92ALOGPS
logP2.14ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)19.64ChemAxon
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity34.62 m³·mol⁻¹ChemAxon
Polarizability14.31 ųChemAxon
Number of Rings0ChemAxon
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]+125.91131661259
DarkChem[M-H]-121.90531661259
DeepCCS[M+H]+137.16330932474
DeepCCS[M-H]-135.18730932474
DeepCCS[M-2H]-171.12430932474
DeepCCS[M+Na]+145.59130932474
AllCCS[M+H]+128.432859911
AllCCS[M+H-H2O]+124.032859911
AllCCS[M+NH4]+132.432859911
AllCCS[M+Na]+133.632859911
AllCCS[M-H]-131.932859911
AllCCS[M+Na-2H]-135.232859911
AllCCS[M+HCOO]-138.832859911

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, 2022.4.81 minutes32390414
Predicted by Siyang on May 30, 202215.0171 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20224.89 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid30.8 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1933.2 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid536.8 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid197.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid354.3 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid316.9 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid594.6 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid616.9 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)122.4 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1277.1 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid405.9 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1276.7 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid419.1 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid389.0 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate506.1 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA495.3 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water26.1 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-HeptanoneCCCCCC(C)=O1183.1Standard polar33892256
2-HeptanoneCCCCCC(C)=O862.1Standard non polar33892256
2-HeptanoneCCCCCC(C)=O886.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Heptanone,1TMS,isomer #1CCCCC=C(C)O[Si](C)(C)C1091.2Semi standard non polar33892256
2-Heptanone,1TMS,isomer #1CCCCC=C(C)O[Si](C)(C)C1053.7Standard non polar33892256
2-Heptanone,1TMS,isomer #1CCCCC=C(C)O[Si](C)(C)C1102.1Standard polar33892256
2-Heptanone,1TMS,isomer #2C=C(CCCCC)O[Si](C)(C)C1049.5Semi standard non polar33892256
2-Heptanone,1TMS,isomer #2C=C(CCCCC)O[Si](C)(C)C1050.7Standard non polar33892256
2-Heptanone,1TMS,isomer #2C=C(CCCCC)O[Si](C)(C)C1111.6Standard polar33892256
2-Heptanone,1TBDMS,isomer #1CCCCC=C(C)O[Si](C)(C)C(C)(C)C1305.6Semi standard non polar33892256
2-Heptanone,1TBDMS,isomer #1CCCCC=C(C)O[Si](C)(C)C(C)(C)C1254.4Standard non polar33892256
2-Heptanone,1TBDMS,isomer #1CCCCC=C(C)O[Si](C)(C)C(C)(C)C1296.3Standard polar33892256
2-Heptanone,1TBDMS,isomer #2C=C(CCCCC)O[Si](C)(C)C(C)(C)C1260.0Semi standard non polar33892256
2-Heptanone,1TBDMS,isomer #2C=C(CCCCC)O[Si](C)(C)C(C)(C)C1244.6Standard non polar33892256
2-Heptanone,1TBDMS,isomer #2C=C(CCCCC)O[Si](C)(C)C(C)(C)C1310.7Standard polar33892256
Spectra
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen Locations
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Saliva
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
Cerebrospinal Fluid (CSF)Detected and Quantified0 - 0.18 uMAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedNewborn (0-30 days old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected and Quantified2072.651-22215.313 nmol/g wet fecesChildren (1-13 years old)Not Specified
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not Specified
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
Cerebrospinal Fluid (CSF)Detected and Quantified0.7 uMAdult (>18 years old)BothHepatic encephalopathy details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Campylobacter jejuni infection		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Clostridium difficile infection		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Ulcerative Colitis		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Nonalcoholic fatty liver disease (NAFLD)		 details
FecesDetected and Quantified0-479132.639 nmol/g wet fecesChildren (1-13 years old)Not Specified
Treated celiac disease		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothCrohns disease details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothUlcerative colitis details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothBreast cancer details
Associated Disorders and Diseases
Disease References
Hepatic encephalopathy
  1. Goldberg EM, Blendis LM, Sandler S: A gas chromatographic--mass spectrometric study of profiles of volatile metabolites in hepatic encephalopathy. J Chromatogr. 1981 Dec 11;226(2):291-9. [PubMed:7320160 ]
Ulcerative colitis
  1. Garner CE, Smith S, de Lacy Costello B, White P, Spencer R, Probert CS, Ratcliffe NM: Volatile organic compounds from feces and their potential for diagnosis of gastrointestinal disease. FASEB J. 2007 Jun;21(8):1675-88. Epub 2007 Feb 21. [PubMed:17314143 ]
  2. Ahmed I, Greenwood R, Costello B, Ratcliffe N, Probert CS: Investigation of faecal volatile organic metabolites as novel diagnostic biomarkers in inflammatory bowel disease. Aliment Pharmacol Ther. 2016 Mar;43(5):596-611. doi: 10.1111/apt.13522. Epub 2016 Jan 25. [PubMed:26806034 ]
Nonalcoholic fatty liver disease
  1. Raman M, Ahmed I, Gillevet PM, Probert CS, Ratcliffe NM, Smith S, Greenwood R, Sikaroodi M, Lam V, Crotty P, Bailey J, Myers RP, Rioux KP: Fecal microbiome and volatile organic compound metabolome in obese humans with nonalcoholic fatty liver disease. Clin Gastroenterol Hepatol. 2013 Jul;11(7):868-75.e1-3. doi: 10.1016/j.cgh.2013.02.015. Epub 2013 Feb 27. [PubMed:23454028 ]
Celiac disease
  1. Di Cagno R, De Angelis M, De Pasquale I, Ndagijimana M, Vernocchi P, Ricciuti P, Gagliardi F, Laghi L, Crecchio C, Guerzoni ME, Gobbetti M, Francavilla R: Duodenal and faecal microbiota of celiac children: molecular, phenotype and metabolome characterization. BMC Microbiol. 2011 Oct 4;11:219. doi: 10.1186/1471-2180-11-219. [PubMed:21970810 ]
Crohn's disease
  1. Ahmed I, Greenwood R, Costello B, Ratcliffe N, Probert CS: Investigation of faecal volatile organic metabolites as novel diagnostic biomarkers in inflammatory bowel disease. Aliment Pharmacol Ther. 2016 Mar;43(5):596-611. doi: 10.1111/apt.13522. Epub 2016 Jan 25. [PubMed:26806034 ]
Perillyl alcohol administration for cancer treatment
  1. Silva CL, Passos M, Camara JS: Solid phase microextraction, mass spectrometry and metabolomic approaches for detection of potential urinary cancer biomarkers--a powerful strategy for breast cancer diagnosis. Talanta. 2012 Jan 30;89:360-8. doi: 10.1016/j.talanta.2011.12.041. Epub 2011 Dec 22. [PubMed:22284503 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB008055
KNApSAcK IDC00001254
Chemspider ID7760
KEGG Compound IDC08380
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2-Heptanone
METLIN IDNot Available
PubChem Compound8051
PDB IDNot Available
ChEBI ID5672
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00000431
Good Scents IDrw1002111
References
Synthesis ReferenceJohnson, J. R.; Hager, F. D. Methyl amyl ketone. Organic Syntheses (1927), 7 60-2. CODEN: ORSYAT ISSN:0078-6209. CAN 21:32500 AN 1927:32500
Material Safety Data Sheet (MSDS)Download (PDF)
General ReferencesNot Available