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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:03:04 UTC

Update Date

2022-03-07 02:55:30 UTC

HMDB ID

HMDB0037791

Secondary Accession Numbers

HMDB37791

Metabolite Identification

Common Name

(2xi,4xi)-2,4-Dimethyl-1-hexanol

Description

(2xi,4xi)-2,4-Dimethyl-1-hexanol belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Thus, (2XI,4XI)-2,4-dimethyl-1-hexanol is considered to be a fatty alcohol. Based on a literature review a small amount of articles have been published on (2xi,4xi)-2,4-Dimethyl-1-hexanol.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

COMPND    HMDB0037791
HETATM    1  C1  UNL     1      -2.814   1.331   0.435  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.350   1.140  -0.043  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.930  -0.169   0.479  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.847  -1.243  -0.131  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.464  -0.573   0.548  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.317  -0.653  -0.647  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.697  -1.176  -0.119  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.625   0.742  -1.205  1.00  0.00           C  
HETATM    9  O1  UNL     1       2.281   1.518  -0.256  1.00  0.00           O  
HETATM   10  H1  UNL     1      -3.505   0.746  -0.182  1.00  0.00           H  
HETATM   11  H2  UNL     1      -2.921   0.973   1.479  1.00  0.00           H  
HETATM   12  H3  UNL     1      -3.057   2.403   0.439  1.00  0.00           H  
HETATM   13  H4  UNL     1      -0.795   2.023   0.230  1.00  0.00           H  
HETATM   14  H5  UNL     1      -1.491   1.097  -1.171  1.00  0.00           H  
HETATM   15  H6  UNL     1      -1.323  -0.168   1.581  1.00  0.00           H  
HETATM   16  H7  UNL     1      -1.900  -1.151  -1.222  1.00  0.00           H  
HETATM   17  H8  UNL     1      -2.883  -1.145   0.266  1.00  0.00           H  
HETATM   18  H9  UNL     1      -1.428  -2.210   0.181  1.00  0.00           H  
HETATM   19  H10 UNL     1       1.006   0.099   1.300  1.00  0.00           H  
HETATM   20  H11 UNL     1       0.494  -1.567   1.116  1.00  0.00           H  
HETATM   21  H12 UNL     1       1.032  -1.324  -1.447  1.00  0.00           H  
HETATM   22  H13 UNL     1       2.641  -2.270  -0.025  1.00  0.00           H  
HETATM   23  H14 UNL     1       2.852  -0.759   0.897  1.00  0.00           H  
HETATM   24  H15 UNL     1       3.501  -0.813  -0.778  1.00  0.00           H  
HETATM   25  H16 UNL     1       0.722   1.251  -1.506  1.00  0.00           H  
HETATM   26  H17 UNL     1       2.354   0.605  -2.035  1.00  0.00           H  
HETATM   27  H18 UNL     1       3.259   1.296  -0.258  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3   13   14
CONECT    3    4    5   15
CONECT    4   16   17   18
CONECT    5    6   19   20
CONECT    6    7    8   21
CONECT    7   22   23   24
CONECT    8    9   25   26
CONECT    9   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₈H₁₈O

Average Molecular Weight

130.2279

Monoisotopic Molecular Weight

130.135765198

IUPAC Name

2,4-dimethylhexan-1-ol

Traditional Name

2,4-dimethylhexan-1-ol

CAS Registry Number

Not Available

SMILES

CCC(C)CC(C)CO

InChI Identifier

InChI=1S/C8H18O/c1-4-7(2)5-8(3)6-9/h7-9H,4-6H2,1-3H3

InChI Key

GDRBQWCGBCJTLB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Fatty alcohols

Alternative Parents

Substituents

Fatty alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0037791)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037791)

Source

Endogenous

Endogenous (HMDB: HMDB0037791)

Animal

Animal (HMDB: HMDB0037791)

Exogenous

Food

Food (HMDB: HMDB0037791)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Exogenous (HMDB: HMDB0037791)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037791)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037791)

Lipid metabolism pathway (HMDB: HMDB0037791)

Biochemical process

Lipid transport (HMDB: HMDB0037791)

Role

Biological role

Energy source (HMDB: HMDB0037791)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037791)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.64 g/L	ALOGPS
logP	3.01	ALOGPS
logP	2.35	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	17.37	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	40.36 m³·mol⁻¹	ChemAxon
Polarizability	16.71 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	131.137	31661259
DarkChem	[M-H]-	127.136	31661259
DeepCCS	[M+H]+	138.426	30932474
DeepCCS	[M-H]-	135.993	30932474
DeepCCS	[M-2H]-	172.39	30932474
DeepCCS	[M+Na]+	147.451	30932474
AllCCS	[M+H]+	132.1	32859911
AllCCS	[M+H-H2O]+	128.0	32859911
AllCCS	[M+NH4]+	136.0	32859911
AllCCS	[M+Na]+	137.1	32859911
AllCCS	[M-H]-	136.1	32859911
AllCCS	[M+Na-2H]-	139.0	32859911
AllCCS	[M+HCOO]-	142.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
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.	4.08 minutes	32390414
Predicted by Siyang on May 30, 2022	14.7455 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.26 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	27.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1919.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	499.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	173.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	288.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	252.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	645.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	619.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	102.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1178.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	434.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1380.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	383.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	371.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	394.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	431.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	13.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2xi,4xi)-2,4-Dimethyl-1-hexanol	CCC(C)CC(C)CO	1402.0	Standard polar	33892256
(2xi,4xi)-2,4-Dimethyl-1-hexanol	CCC(C)CC(C)CO	970.1	Standard non polar	33892256
(2xi,4xi)-2,4-Dimethyl-1-hexanol	CCC(C)CC(C)CO	999.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(2xi,4xi)-2,4-Dimethyl-1-hexanol,1TMS,isomer #1	CCC(C)CC(C)CO[Si](C)(C)C	1095.7	Semi standard non polar	33892256
(2xi,4xi)-2,4-Dimethyl-1-hexanol,1TBDMS,isomer #1	CCC(C)CC(C)CO[Si](C)(C)C(C)(C)C	1303.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (2xi,4xi)-2,4-Dimethyl-1-hexanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-9100000000-25d0201e40731a55f612	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2xi,4xi)-2,4-Dimethyl-1-hexanol GC-MS (1 TMS) - 70eV, Positive	splash10-0fg9-9600000000-48c628e2db3d4f71fdf8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2xi,4xi)-2,4-Dimethyl-1-hexanol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2xi,4xi)-2,4-Dimethyl-1-hexanol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2xi,4xi)-2,4-Dimethyl-1-hexanol 10V, Positive-QTOF	splash10-01q9-2900000000-47a5191fd95a4aa8dfe3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2xi,4xi)-2,4-Dimethyl-1-hexanol 20V, Positive-QTOF	splash10-03di-7900000000-206b69f7753d9154a5e7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2xi,4xi)-2,4-Dimethyl-1-hexanol 40V, Positive-QTOF	splash10-0a4i-9000000000-ab706fa98d65ee874e67	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2xi,4xi)-2,4-Dimethyl-1-hexanol 10V, Negative-QTOF	splash10-004i-1900000000-1312f95c1b8c679659d2	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2xi,4xi)-2,4-Dimethyl-1-hexanol 20V, Negative-QTOF	splash10-004i-3900000000-6fb02d1c852dfed1af39	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2xi,4xi)-2,4-Dimethyl-1-hexanol 40V, Negative-QTOF	splash10-0a5a-9000000000-14c20875ba71869a1e29	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2xi,4xi)-2,4-Dimethyl-1-hexanol 10V, Negative-QTOF	splash10-004i-0900000000-a70000c05dcbb05d787e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2xi,4xi)-2,4-Dimethyl-1-hexanol 20V, Negative-QTOF	splash10-01t9-2900000000-cf0033cda2f35e5a7703	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2xi,4xi)-2,4-Dimethyl-1-hexanol 40V, Negative-QTOF	splash10-052b-9000000000-4e4b6c179bae4f2e5bca	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2xi,4xi)-2,4-Dimethyl-1-hexanol 10V, Positive-QTOF	splash10-0a4l-9100000000-c5931bfaffdc3592eae5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2xi,4xi)-2,4-Dimethyl-1-hexanol 20V, Positive-QTOF	splash10-0a4l-9000000000-fd768d9f17a9832ad6e0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2xi,4xi)-2,4-Dimethyl-1-hexanol 40V, Positive-QTOF	splash10-052f-9000000000-f7b2e7e2e7c74417bf93	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016935

KNApSAcK ID

Not Available

Chemspider ID

14241226

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14753148

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for (2xi,4xi)-2,4-Dimethyl-1-hexanol (HMDB0037791)

MOL for HMDB0037791 ((2xi,4xi)-2,4-Dimethyl-1-hexanol)

3D MOL for HMDB0037791 ((2xi,4xi)-2,4-Dimethyl-1-hexanol)

3D SDF for HMDB0037791 ((2xi,4xi)-2,4-Dimethyl-1-hexanol)

3D-SDF for HMDB0037791 ((2xi,4xi)-2,4-Dimethyl-1-hexanol)

PDB for HMDB0037791 ((2xi,4xi)-2,4-Dimethyl-1-hexanol)

3D PDB for HMDB0037791 ((2xi,4xi)-2,4-Dimethyl-1-hexanol)

SMILES for HMDB0037791 ((2xi,4xi)-2,4-Dimethyl-1-hexanol)

INCHI for HMDB0037791 ((2xi,4xi)-2,4-Dimethyl-1-hexanol)

Structure for HMDB0037791 ((2xi,4xi)-2,4-Dimethyl-1-hexanol)

3D Structure for HMDB0037791 ((2xi,4xi)-2,4-Dimethyl-1-hexanol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra