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Showing metabocard for 2-Hexanol (HMDB0061886)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2014-10-08 15:56:36 UTC
Update Date2023-02-21 17:30:32 UTC
HMDB IDHMDB0061886
Secondary Accession Numbers
  • HMDB61886
Metabolite Identification
Common Name2-Hexanol
Description2-Hexanol, also known as hexan-2-ol, belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). 2-Hexanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, 2-hexanol is considered to be a fatty alcohol lipid molecule. 2-Hexanol (or hexan-2-ol) is a six carbon alcohol in which the OH group is located on the second carbon atom. Its chemical formula is C6H14O or C6H13OH. 2-Hexanol is a chemical and winey tasting compound. 2-Hexanol is found, on average, in the highest concentration within safflowers. 2-Hexanol has also been detected, but not quantified, in several different foods, such as pepper (c. frutescens), tea, green bell peppers, corns, and orange bell peppers. This could make 2-hexanol a potential biomarker for the consumption of these foods. 2-Hexanol, with regard to humans, has been linked to the inborn metabolic disorder celiac disease. It is an isomer of the other hexanols. 2-Hexanol has a chiral center and can be resolved into enantiomers.
Structure
Data?1677000632
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0061886 (2-Hexanol)

  Mrv1652305261923532D          

  7  6  0  0  0  0            999 V2000
   -0.1914   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
M  END
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3D MOL for HMDB0061886 (2-Hexanol)

HMDB0061886
     RDKit          3D
2-Hexanol
 21 20  0  0  0  0  0  0  0  0999 V2000
   -2.2310   -0.8650   -0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4189    0.2691   -0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6919    1.0540    0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2775    0.2497    1.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3708   -0.3921    0.3750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2382    0.5725   -0.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8483   -1.3957   -0.4743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9318   -1.2419    0.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3229   -0.6435   -0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1262   -1.7151   -0.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1423    0.9873   -1.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7481   -0.0470   -1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4508    1.4626    1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2370    1.9240   -0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7509    0.9339    1.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2539   -0.5173    1.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0221   -0.9364    1.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0173    1.6242   -0.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3249    0.4285   -0.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1339    0.3220   -1.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5709   -2.0737   -0.6703 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
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  6 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
M  END
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3D SDF for HMDB0061886 (2-Hexanol)

  Mrv1652305261923532D          

  7  6  0  0  0  0            999 V2000
   -0.1914   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061886

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C6H14O/c1-3-4-5-6(2)7/h6-7H,3-5H2,1-2H3

> <INCHI_KEY>
QNVRIHYSUZMSGM-UHFFFAOYSA-N

> <FORMULA>
C6H14O

> <MOLECULAR_WEIGHT>
102.1748

> <EXACT_MASS>
102.10446507

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
13.03984724476319

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
hexan-2-ol

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
1.6664656356666663

> <ALOGPS_LOGS>
-0.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.6830669948073

> <JCHEM_PKA_STRONGEST_BASIC>
-1.625226496471286

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
31.1547

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.72e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hexanol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0061886 (2-Hexanol)

HMDB0061886
     RDKit          3D
2-Hexanol
 21 20  0  0  0  0  0  0  0  0999 V2000
   -2.2310   -0.8650   -0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4189    0.2691   -0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6919    1.0540    0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2775    0.2497    1.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3708   -0.3921    0.3750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2382    0.5725   -0.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8483   -1.3957   -0.4743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9318   -1.2419    0.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3229   -0.6435   -0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1262   -1.7151   -0.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1423    0.9873   -1.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7481   -0.0470   -1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4508    1.4626    1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2370    1.9240   -0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7509    0.9339    1.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2539   -0.5173    1.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0221   -0.9364    1.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0173    1.6242   -0.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3249    0.4285   -0.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1339    0.3220   -1.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5709   -2.0737   -0.6703 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
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  6 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
M  END
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PDB for HMDB0061886 (2-Hexanol)

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  O   UNK     0      -0.357  -1.334   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.976  -2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.976  -3.644   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.644  -2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.977  -1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.311  -2.104   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for HMDB0061886 (2-Hexanol)

COMPND    HMDB0061886
HETATM    1  C1  UNL     1      -2.231  -0.865  -0.152  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.419   0.269  -0.687  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.692   1.054   0.364  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.277   0.250   1.166  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.371  -0.392   0.375  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.238   0.573  -0.374  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.848  -1.396  -0.474  1.00  0.00           O  
HETATM    8  H1  UNL     1      -1.932  -1.242   0.821  1.00  0.00           H  
HETATM    9  H2  UNL     1      -3.323  -0.643  -0.115  1.00  0.00           H  
HETATM   10  H3  UNL     1      -2.126  -1.715  -0.887  1.00  0.00           H  
HETATM   11  H4  UNL     1      -2.142   0.987  -1.168  1.00  0.00           H  
HETATM   12  H5  UNL     1      -0.748  -0.047  -1.521  1.00  0.00           H  
HETATM   13  H6  UNL     1      -1.451   1.463   1.064  1.00  0.00           H  
HETATM   14  H7  UNL     1      -0.237   1.924  -0.144  1.00  0.00           H  
HETATM   15  H8  UNL     1       0.751   0.934   1.902  1.00  0.00           H  
HETATM   16  H9  UNL     1      -0.254  -0.517   1.726  1.00  0.00           H  
HETATM   17  H10 UNL     1       2.022  -0.936   1.092  1.00  0.00           H  
HETATM   18  H11 UNL     1       2.017   1.624  -0.164  1.00  0.00           H  
HETATM   19  H12 UNL     1       3.325   0.428  -0.141  1.00  0.00           H  
HETATM   20  H13 UNL     1       2.134   0.322  -1.468  1.00  0.00           H  
HETATM   21  H14 UNL     1       1.571  -2.074  -0.670  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3   11   12
CONECT    3    4   13   14
CONECT    4    5   15   16
CONECT    5    6    7   17
CONECT    6   18   19   20
CONECT    7   21
END
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SMILES for HMDB0061886 (2-Hexanol)

CCCCC(C)O
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INCHI for HMDB0061886 (2-Hexanol)

InChI=1S/C6H14O/c1-3-4-5-6(2)7/h6-7H,3-5H2,1-2H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Hexan-2-olHMDB
Chemical FormulaC6H14O
Average Molecular Weight102.1748
Monoisotopic Molecular Weight102.10446507
IUPAC Namehexan-2-ol
Traditional Name2-hexanol
CAS Registry NumberNot Available
SMILES
CCCCC(C)O
InChI Identifier
InChI=1S/C6H14O/c1-3-4-5-6(2)7/h6-7H,3-5H2,1-2H3
InChI KeyQNVRIHYSUZMSGM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentSecondary alcohols
Alternative Parents
Substituents
  • Secondary alcohol
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationSource
ProcessNot Available
RoleNot 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
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothCeliac disease details
Associated Disorders and Diseases
Disease References
Celiac disease
  1. Francavilla R, Ercolini D, Piccolo M, Vannini L, Siragusa S, De Filippis F, De Pasquale I, Di Cagno R, Di Toma M, Gozzi G, Serrazanetti DI, De Angelis M, Gobbetti M: Salivary microbiota and metabolome associated with celiac disease. Appl Environ Microbiol. 2014 Jun;80(11):3416-25. doi: 10.1128/AEM.00362-14. Epub 2014 Mar 21. [PubMed:24657864 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB004514
KNApSAcK IDNot Available
Chemspider ID11794
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2-Hexanol
METLIN IDNot Available
PubChem Compound12297
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Perbellini L, De Grandis D, Semenzato F, Rizzuto N, Simonati A: An experimental study on the neurotoxicity of n-hexane metabolites: hexanol-1 and hexanol-2. Toxicol Appl Pharmacol. 1978 Nov;46(2):421-7. [PubMed:734671 ]
  2. Yoshida Y, Liu J, Sugiura T, Ishidao T, Ueno S, Yanagita H, Fueta Y, Kunugita N, Hori H, Yamashita U: The indoor air pollutant 2-ethyl-hexanol activates CD4 cells. Chem Biol Interact. 2009 Jan 27;177(2):137-41. doi: 10.1016/j.cbi.2008.10.053. Epub 2008 Nov 6. [PubMed:19038237 ]
  3. Gallego-Iniesta Garcia MP, Moreno Sanroma A, Martin Porrero MP, Tapia Valle A, Cabanas Galan B, Salgado Munoz MS: Reactivity of 2-ethyl-1-hexanol in the atmosphere. Phys Chem Chem Phys. 2010 Apr 7;12(13):3294-300. doi: 10.1039/b923899a. Epub 2010 Feb 19. [PubMed:20237722 ]
  4. McGinty D, Scognamiglio J, Letizia CS, Api AM: Fragrance material review on 2-ethyl-1-hexanol. Food Chem Toxicol. 2010 Jul;48 Suppl 4:S115-29. doi: 10.1016/j.fct.2010.05.042. [PubMed:20659633 ]
  5. Wikipedia [Link]
  6. Scott A. Stevenson, Wugeng Liang, 'INTEGRATED PLANT FOR PRODUCING 2-ETHYL-HEXANOL AND METHACRYLIC ACID.' U.S. Patent US20100260647, issued October 14, 2010. [Link]