Hmdb loader

Showing metabocard for n-Butyl acetate (HMDB0031325)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Show more...Show more...Show more...
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2012-09-11 17:42:20 UTC
Update Date2023-02-21 17:20:23 UTC
HMDB IDHMDB0031325
Secondary Accession Numbers
  • HMDB31325
Metabolite Identification
Common Namen-Butyl acetate
Descriptionn-Butyl acetate is a flavouring ingredient used in apple flavours. n-Butyl acetate, also known as butyl ethanoate, is an organic compound commonly used as a solvent in the production of lacquers and other products. It is also used as a synthetic fruit flavoring in foods such as candy, ice cream, cheeses, and baked goods. Butyl acetate is found in many types of fruit, where along with other chemicals it imparts characteristic flavors. Apples, especially of the Red Delicious variety, are flavored in part by this chemical. It is a colourless flammable liquid with a sweet smell of banana.
Structure
Data?1677000023
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0031325 (n-Butyl acetate)

  Mrv1652307301920012D          

  8  7  0  0  0  0            999 V2000
   -1.4289    0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    1.0606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  8  3  2  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  1  7  1  0  0  0  0
  7  6  1  0  0  0  0
M  END
Download

3D MOL for HMDB0031325 (n-Butyl acetate)

HMDB0031325
     RDKit          3D
n-Butyl acetate
 20 19  0  0  0  0  0  0  0  0999 V2000
   -2.2452    1.0700    1.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4947    0.2050    0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8839    1.0620   -0.6905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516    0.1325   -1.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8512   -0.5544   -0.9502 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9112    0.0240   -0.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9425   -0.7715    0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0286    1.2729   -0.2998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2072    2.1125    1.0468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2809    0.7011    1.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7451    1.0346    2.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1725   -0.5348   -0.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6334   -0.2901    0.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400    1.7978   -0.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876    1.5756   -1.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9139   -0.5908   -2.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385    0.7507   -2.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5562   -1.7734    0.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2576   -0.1817    1.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8700   -0.8913   -0.2094 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
  7 18  1  0
  7 19  1  0
  7 20  1  0
M  END
Download

3D SDF for HMDB0031325 (n-Butyl acetate)

  Mrv1652307301920012D          

  8  7  0  0  0  0            999 V2000
   -1.4289    0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    1.0606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  8  3  2  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  1  7  1  0  0  0  0
  7  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031325

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCOC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O2/c1-3-4-5-8-6(2)7/h3-5H2,1-2H3

> <INCHI_KEY>
DKPFZGUDAPQIHT-UHFFFAOYSA-N

> <FORMULA>
C6H12O2

> <MOLECULAR_WEIGHT>
116.1583

> <EXACT_MASS>
116.083729628

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
13.424246101642481

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
butyl acetate

> <JCHEM_LOGP>
1.2464473563333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.9938118593509175

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
31.2864

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
butyl acetate

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0031325 (n-Butyl acetate)

HMDB0031325
     RDKit          3D
n-Butyl acetate
 20 19  0  0  0  0  0  0  0  0999 V2000
   -2.2452    1.0700    1.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4947    0.2050    0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8839    1.0620   -0.6905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516    0.1325   -1.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8512   -0.5544   -0.9502 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9112    0.0240   -0.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9425   -0.7715    0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0286    1.2729   -0.2998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2072    2.1125    1.0468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2809    0.7011    1.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7451    1.0346    2.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1725   -0.5348   -0.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6334   -0.2901    0.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400    1.7978   -0.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876    1.5756   -1.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9139   -0.5908   -2.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385    0.7507   -2.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5562   -1.7734    0.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2576   -0.1817    1.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8700   -0.8913   -0.2094 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
  7 18  1  0
  7 19  1  0
  7 20  1  0
M  END
Download

PDB for HMDB0031325 (n-Butyl acetate)

HEADER    PROTEIN                                 30-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUL-19         0                                  
HETATM    1  C   UNK     0      -2.667   0.440   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -0.330   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.440   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.334  -0.330   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001  -0.330   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.440   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -0.330   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.667   1.980   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1                                                            
CONECT    3    8    4    5                                                  
CONECT    4    3    6                                                       
CONECT    5    3                                                            
CONECT    6    4    7                                                       
CONECT    7    1    6                                                       
CONECT    8    3                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
Download

3D PDB for HMDB0031325 (n-Butyl acetate)

COMPND    HMDB0031325
HETATM    1  C1  UNL     1      -2.245   1.070   1.402  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.495   0.205   0.417  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.884   1.062  -0.691  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.152   0.132  -1.634  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.851  -0.554  -0.950  1.00  0.00           O  
HETATM    6  C5  UNL     1       1.911   0.024  -0.303  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.943  -0.771   0.407  1.00  0.00           C  
HETATM    8  O2  UNL     1       2.029   1.273  -0.300  1.00  0.00           O  
HETATM    9  H1  UNL     1      -2.207   2.113   1.047  1.00  0.00           H  
HETATM   10  H2  UNL     1      -3.281   0.701   1.530  1.00  0.00           H  
HETATM   11  H3  UNL     1      -1.745   1.035   2.389  1.00  0.00           H  
HETATM   12  H4  UNL     1      -2.172  -0.535  -0.054  1.00  0.00           H  
HETATM   13  H5  UNL     1      -0.633  -0.290   0.927  1.00  0.00           H  
HETATM   14  H6  UNL     1      -0.240   1.798  -0.213  1.00  0.00           H  
HETATM   15  H7  UNL     1      -1.688   1.576  -1.254  1.00  0.00           H  
HETATM   16  H8  UNL     1      -0.914  -0.591  -2.008  1.00  0.00           H  
HETATM   17  H9  UNL     1       0.239   0.751  -2.468  1.00  0.00           H  
HETATM   18  H10 UNL     1       2.556  -1.773   0.668  1.00  0.00           H  
HETATM   19  H11 UNL     1       3.258  -0.182   1.298  1.00  0.00           H  
HETATM   20  H12 UNL     1       3.870  -0.891  -0.209  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
CONECT    6    7    8    8
CONECT    7   18   19   20
END
Download

SMILES for HMDB0031325 (n-Butyl acetate)

CCCCOC(C)=O
Download

INCHI for HMDB0031325 (n-Butyl acetate)

InChI=1S/C6H12O2/c1-3-4-5-8-6(2)7/h3-5H2,1-2H3
Download
View in JSmolView Stereo Labels
Synonyms
Chemical FormulaC6H12O2
Average Molecular Weight116.1583
Monoisotopic Molecular Weight116.083729628
IUPAC Namebutyl acetate
Traditional Namebutyl acetate
CAS Registry Number123-86-4
SMILES
CCCCOC(C)=O
InChI Identifier
InChI=1S/C6H12O2/c1-3-4-5-8-6(2)7/h3-5H2,1-2H3
InChI KeyDKPFZGUDAPQIHT-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentCarboxylic acid esters
Alternative Parents
Substituents
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-77 °CNot Available
Boiling Point126.10 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility8.4 mg/mL at 25 °CNot Available
LogP1.78Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility5.63 g/LALOGPS
logP1.25ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.29 m³·mol⁻¹ChemAxon
Polarizability13.42 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected and Quantified28.696 nmol/g wet fecesAdult (>18 years old)Both
Normal		 details
FecesDetected and Quantified2.87 nmol/g wet fecesAdult (>18 years old)Not Specified
Normal		 details
FecesDetected and Quantified86.0894 nmol/g wet fecesAdult (>18 years old)Not Specified
Normal		 details
FecesDetected and Quantified20.0875 nmol/g wet fecesAdult (>18 years old)Not Specified
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected and Quantified803.501 nmol/g wet fecesAdult (>18 years old)Both
Immunoglobulin A nephropathy		 details
FecesDetected and Quantified114.786 nmol/g wet fecesAdult (>18 years old)Both
Immunoglobulin A nephropathy		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Diarrhea-predominant IBS		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Nonalcoholic fatty liver disease (NAFLD)		 details
Associated Disorders and Diseases
Disease References
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 ]
Diarrhoea predominant irritable bowel syndrome
  1. Ahmed I, Greenwood R, Costello Bde L, Ratcliffe NM, Probert CS: An investigation of fecal volatile organic metabolites in irritable bowel syndrome. PLoS One. 2013;8(3):e58204. doi: 10.1371/journal.pone.0058204. Epub 2013 Mar 13. [PubMed:23516449 ]
Immunoglobulin A nephropathy
  1. De Angelis M, Montemurno E, Piccolo M, Vannini L, Lauriero G, Maranzano V, Gozzi G, Serrazanetti D, Dalfino G, Gobbetti M, Gesualdo L: Microbiota and metabolome associated with immunoglobulin A nephropathy (IgAN). PLoS One. 2014 Jun 12;9(6):e99006. doi: 10.1371/journal.pone.0099006. eCollection 2014. [PubMed:24922509 ]
Associated OMIM IDs
  • 161950 (Immunoglobulin A nephropathy)
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB003386
KNApSAcK IDC00048958
Chemspider ID29012
KEGG Compound IDC12304
BioCyc IDCPD-13346
BiGG IDNot Available
Wikipedia LinkButyl acetate
METLIN IDNot Available
PubChem Compound31272
PDB ID8JZ
ChEBI ID31328
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1019351
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Shahin M, Murthy SS: Sub-Tg relaxations due to dipolar solutes in nonpolar glass-forming solvents. J Chem Phys. 2005 Jan 1;122(1):14507. [PubMed:15638674 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .