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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:13:44 UTC

Update Date

2023-02-21 17:25:08 UTC

HMDB ID

HMDB0036166

Secondary Accession Numbers

HMDB36166

Metabolite Identification

Common Name

2,3,4-Trimethyl-3-pentanol

Description

2,3,4-Trimethyl-3-pentanol belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). 2,3,4-Trimethyl-3-pentanol is a fruity tasting compound. 2,3,4-Trimethyl-3-pentanol has been detected, but not quantified in, alcoholic beverages and fruits. This could make 2,3,4-trimethyl-3-pentanol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,3,4-Trimethyl-3-pentanol.

Structure

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

COMPND    HMDB0036166
HETATM    1  C1  UNL     1      -1.548  -0.109  -1.670  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.241  -0.379  -0.217  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.475   0.008   0.568  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.034   0.318   0.292  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.157  -0.036   1.742  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.303   1.707   0.257  1.00  0.00           O  
HETATM    7  C6  UNL     1       1.196   0.105  -0.544  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.397   0.836   0.018  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.570  -1.337  -0.698  1.00  0.00           C  
HETATM   10  H1  UNL     1      -1.444   0.970  -1.927  1.00  0.00           H  
HETATM   11  H2  UNL     1      -2.621  -0.353  -1.820  1.00  0.00           H  
HETATM   12  H3  UNL     1      -0.983  -0.767  -2.362  1.00  0.00           H  
HETATM   13  H4  UNL     1      -1.147  -1.493  -0.114  1.00  0.00           H  
HETATM   14  H5  UNL     1      -2.312  -0.339   1.606  1.00  0.00           H  
HETATM   15  H6  UNL     1      -2.522   1.116   0.593  1.00  0.00           H  
HETATM   16  H7  UNL     1      -3.370  -0.456   0.124  1.00  0.00           H  
HETATM   17  H8  UNL     1      -0.514   0.587   2.388  1.00  0.00           H  
HETATM   18  H9  UNL     1       1.173   0.121   2.107  1.00  0.00           H  
HETATM   19  H10 UNL     1      -0.192  -1.093   1.907  1.00  0.00           H  
HETATM   20  H11 UNL     1      -0.161   2.137   1.114  1.00  0.00           H  
HETATM   21  H12 UNL     1       1.005   0.518  -1.543  1.00  0.00           H  
HETATM   22  H13 UNL     1       3.069   0.130   0.569  1.00  0.00           H  
HETATM   23  H14 UNL     1       2.106   1.624   0.728  1.00  0.00           H  
HETATM   24  H15 UNL     1       3.018   1.306  -0.767  1.00  0.00           H  
HETATM   25  H16 UNL     1       0.722  -2.027  -0.744  1.00  0.00           H  
HETATM   26  H17 UNL     1       2.119  -1.443  -1.678  1.00  0.00           H  
HETATM   27  H18 UNL     1       2.335  -1.650   0.070  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    4   13
CONECT    3   14   15   16
CONECT    4    5    6    7
CONECT    5   17   18   19
CONECT    6   20
CONECT    7    8    9   21
CONECT    8   22   23   24
CONECT    9   25   26   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,1-Diisopropylethanol	HMDB
Diisopropylmethylcarbinol	HMDB
FEMA 3903	HMDB

Chemical Formula

C₈H₁₈O

Average Molecular Weight

130.2279

Monoisotopic Molecular Weight

130.135765198

IUPAC Name

2,3,4-trimethylpentan-3-ol

Traditional Name

3-pentanol, 2,3,4-trimethyl-

CAS Registry Number

3054-92-0

SMILES

CC(C)C(C)(O)C(C)C

InChI Identifier

InChI=1S/C8H18O/c1-6(2)8(5,9)7(3)4/h6-7,9H,1-5H3

InChI Key

PLSMHHUFDLYURK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Tertiary alcohols

Alternative Parents

Hydrocarbon derivatives

Substituents

Tertiary alcohol
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

Fruity

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0036166)
Cell membrane (HMDB: HMDB0036166)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036166)

Source

Exogenous

Food

Food (HMDB: HMDB0036166)

Fruit

Fruits (FooDB: FOOD00871)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Endogenous

Plant

Plant (HMDB: HMDB0036166)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0036166)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0036166)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	78.00 °C. @ 46.00 mm Hg	The Good Scents Company Information System
Water Solubility	1983 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.310 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.5 g/L	ALOGPS
logP	2.54	ALOGPS
logP	2.31	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Basic)	-0.57	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	2	ChemAxon
Refractivity	40.06 m³·mol⁻¹	ChemAxon
Polarizability	16.34 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]+	130.304	31661259
DarkChem	[M-H]-	125.329	31661259
DeepCCS	[M+H]+	134.509	30932474
DeepCCS	[M-H]-	131.867	30932474
DeepCCS	[M-2H]-	168.424	30932474
DeepCCS	[M+Na]+	143.593	30932474
AllCCS	[M+H]+	130.5	32859911
AllCCS	[M+H-H2O]+	126.5	32859911
AllCCS	[M+NH4]+	134.2	32859911
AllCCS	[M+Na]+	135.2	32859911
AllCCS	[M-H]-	133.9	32859911
AllCCS	[M+Na-2H]-	136.9	32859911
AllCCS	[M+HCOO]-	140.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3,4-Trimethyl-3-pentanol	CC(C)C(C)(O)C(C)C	1234.2	Standard polar	33892256
2,3,4-Trimethyl-3-pentanol	CC(C)C(C)(O)C(C)C	891.7	Standard non polar	33892256
2,3,4-Trimethyl-3-pentanol	CC(C)C(C)(O)C(C)C	901.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,3,4-Trimethyl-3-pentanol,1TMS,isomer #1	CC(C)C(C)(O[Si](C)(C)C)C(C)C	1014.8	Semi standard non polar	33892256
2,3,4-Trimethyl-3-pentanol,1TBDMS,isomer #1	CC(C)C(C)(O[Si](C)(C)C(C)(C)C)C(C)C	1254.5	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 - 2,3,4-Trimethyl-3-pentanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9100000000-462678521cb0a1a914f7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4-Trimethyl-3-pentanol GC-MS (1 TMS) - 70eV, Positive	splash10-0076-9500000000-82537b0bbbba1a9a6f56	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4-Trimethyl-3-pentanol 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 - 2,3,4-Trimethyl-3-pentanol 10V, Positive-QTOF	splash10-03e9-0900000000-8da3ba368a962ee19e7c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4-Trimethyl-3-pentanol 20V, Positive-QTOF	splash10-03e9-3900000000-7eaa586dae077aeae2e6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4-Trimethyl-3-pentanol 40V, Positive-QTOF	splash10-01ot-9400000000-88a1928b43c3dfd89a9a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4-Trimethyl-3-pentanol 10V, Negative-QTOF	splash10-004i-0900000000-687b4b9aaa571cd51217	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4-Trimethyl-3-pentanol 20V, Negative-QTOF	splash10-004i-1900000000-f3dfae1531b5db977c9f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4-Trimethyl-3-pentanol 40V, Negative-QTOF	splash10-03g0-7900000000-3fc5392b46e8a9a89b03	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4-Trimethyl-3-pentanol 10V, Positive-QTOF	splash10-00di-9300000000-c52c31b8e474ccea31aa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4-Trimethyl-3-pentanol 20V, Positive-QTOF	splash10-00xv-9100000000-bf1acfa49fce3dbd3f5c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4-Trimethyl-3-pentanol 40V, Positive-QTOF	splash10-00r6-9000000000-a95cacdc51e1a68fb20a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4-Trimethyl-3-pentanol 10V, Negative-QTOF	splash10-004i-0900000000-aaa4ad827ef171a5b04a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4-Trimethyl-3-pentanol 20V, Negative-QTOF	splash10-01t9-0900000000-c2acf4d05d11233c1069	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4-Trimethyl-3-pentanol 40V, Negative-QTOF	splash10-004i-3900000000-92445d553d4959a9cc90	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX 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

FDB015020

KNApSAcK ID

C00058075

Chemspider ID

454012

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

520484

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1457521

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2,3,4-Trimethyl-3-pentanol (HMDB0036166)

MOL for HMDB0036166 (2,3,4-Trimethyl-3-pentanol)

3D MOL for HMDB0036166 (2,3,4-Trimethyl-3-pentanol)

3D SDF for HMDB0036166 (2,3,4-Trimethyl-3-pentanol)

3D-SDF for HMDB0036166 (2,3,4-Trimethyl-3-pentanol)

PDB for HMDB0036166 (2,3,4-Trimethyl-3-pentanol)

3D PDB for HMDB0036166 (2,3,4-Trimethyl-3-pentanol)

SMILES for HMDB0036166 (2,3,4-Trimethyl-3-pentanol)

INCHI for HMDB0036166 (2,3,4-Trimethyl-3-pentanol)

Structure for HMDB0036166 (2,3,4-Trimethyl-3-pentanol)

3D Structure for HMDB0036166 (2,3,4-Trimethyl-3-pentanol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra