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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-03-07 21:33:24 UTC

Update Date

2023-02-21 17:29:30 UTC

HMDB ID

HMDB0059859

Secondary Accession Numbers

HMDB59859

Metabolite Identification

Common Name

(S)-3-Ethyl-4-methylpentanol

Description

(S)-3-Ethyl-4-methylpentanol belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl) (S)-3-Ethyl-4-methylpentanol is an extremely weak basic (essentially neutral) compound (based on its pKa). These are compounds comprising the primary alcohol functional group, with the general strucuture RCOH (R=alkyl, aryl).

Structure

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

COMPND    HMDB0059859
HETATM    1  C1  UNL     1      -0.615   2.083   0.127  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.076   1.141  -0.879  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.235  -0.235  -0.437  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.269  -0.307   0.663  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.592   0.301   0.233  1.00  0.00           C  
HETATM    6  O1  UNL     1       3.543   0.243   1.222  1.00  0.00           O  
HETATM    7  C6  UNL     1      -0.925  -1.119  -0.130  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.805  -1.286  -1.357  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.708  -0.785   1.085  1.00  0.00           C  
HETATM   10  H1  UNL     1      -0.223   3.118  -0.113  1.00  0.00           H  
HETATM   11  H2  UNL     1      -0.289   1.903   1.161  1.00  0.00           H  
HETATM   12  H3  UNL     1      -1.718   2.190   0.030  1.00  0.00           H  
HETATM   13  H4  UNL     1       0.842   1.559  -1.345  1.00  0.00           H  
HETATM   14  H5  UNL     1      -0.819   1.075  -1.718  1.00  0.00           H  
HETATM   15  H6  UNL     1       0.722  -0.727  -1.337  1.00  0.00           H  
HETATM   16  H7  UNL     1       1.470  -1.355   0.919  1.00  0.00           H  
HETATM   17  H8  UNL     1       0.853   0.212   1.537  1.00  0.00           H  
HETATM   18  H9  UNL     1       2.970  -0.265  -0.643  1.00  0.00           H  
HETATM   19  H10 UNL     1       2.462   1.361  -0.127  1.00  0.00           H  
HETATM   20  H11 UNL     1       3.428  -0.544   1.807  1.00  0.00           H  
HETATM   21  H12 UNL     1      -0.491  -2.145   0.040  1.00  0.00           H  
HETATM   22  H13 UNL     1      -2.349  -2.245  -1.241  1.00  0.00           H  
HETATM   23  H14 UNL     1      -1.109  -1.438  -2.229  1.00  0.00           H  
HETATM   24  H15 UNL     1      -2.482  -0.426  -1.508  1.00  0.00           H  
HETATM   25  H16 UNL     1      -2.519  -0.052   0.923  1.00  0.00           H  
HETATM   26  H17 UNL     1      -1.028  -0.531   1.902  1.00  0.00           H  
HETATM   27  H18 UNL     1      -2.231  -1.727   1.414  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3   13   14
CONECT    3    4    7   15
CONECT    4    5   16   17
CONECT    5    6   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

Not Available

Chemical Formula

C₈H₁₈O

Average Molecular Weight

130.2279

Monoisotopic Molecular Weight

130.135765198

IUPAC Name

3-ethyl-4-methylpentan-1-ol

Traditional Name

3-ethyl-4-methylpentan-1-ol

CAS Registry Number

Not Available

SMILES

CCC(CCO)C(C)C

InChI Identifier

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

InChI Key

RWIFVESHBHTZEM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Primary alcohols

Alternative Parents

Hydrocarbon derivatives

Substituents

Hydrocarbon derivative
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0059859)

Source

Exogenous

Exogenous (HMDB: HMDB0059859)

Process

Not Available

Role

Not Available

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	1.42 g/L	ALOGPS
logP	2.8	ALOGPS
logP	2.27	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	17.09	ChemAxon
pKa (Strongest Basic)	-1.9	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	40.43 m³·mol⁻¹	ChemAxon
Polarizability	16.67 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]+	128.861	31661259
DarkChem	[M-H]-	125.209	31661259
DeepCCS	[M+H]+	133.677	30932474
DeepCCS	[M-H]-	131.271	30932474
DeepCCS	[M-2H]-	167.644	30932474
DeepCCS	[M+Na]+	142.644	30932474
AllCCS	[M+H]+	132.2	32859911
AllCCS	[M+H-H2O]+	128.1	32859911
AllCCS	[M+NH4]+	136.0	32859911
AllCCS	[M+Na]+	137.1	32859911
AllCCS	[M-H]-	134.6	32859911
AllCCS	[M+Na-2H]-	137.6	32859911
AllCCS	[M+HCOO]-	140.9	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. Predicted by Afia on May 17, 2022.	3.71 minutes	32390414
Predicted by Siyang on May 30, 2022	13.3096 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.17 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1869.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	425.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	148.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	238.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	171.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	569.4 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	578.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	87.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1036.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	399.6 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	1273.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	339.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	348.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	341.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	372.3 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	23.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-3-Ethyl-4-methylpentanol	CCC(CCO)C(C)C	1577.4	Standard polar	33892256
(S)-3-Ethyl-4-methylpentanol	CCC(CCO)C(C)C	994.5	Standard non polar	33892256
(S)-3-Ethyl-4-methylpentanol	CCC(CCO)C(C)C	1015.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-3-Ethyl-4-methylpentanol,1TMS,isomer #1	CCC(CCO[Si](C)(C)C)C(C)C	1096.6	Semi standard non polar	33892256
(S)-3-Ethyl-4-methylpentanol,1TBDMS,isomer #1	CCC(CCO[Si](C)(C)C(C)(C)C)C(C)C	1307.4	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 - (S)-3-Ethyl-4-methylpentanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9100000000-545a0b1212e2ea0b542e	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-3-Ethyl-4-methylpentanol GC-MS (1 TMS) - 70eV, Positive	splash10-0fe3-9400000000-4a6f486c3b53d11210bf	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-3-Ethyl-4-methylpentanol 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 - (S)-3-Ethyl-4-methylpentanol 10V, Positive-QTOF	splash10-03e9-1900000000-fca9d23fa91d894def60	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Ethyl-4-methylpentanol 20V, Positive-QTOF	splash10-03di-2900000000-97766b6216834171e4e0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Ethyl-4-methylpentanol 40V, Positive-QTOF	splash10-03y1-9300000000-cc63e487bfe0696341a2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Ethyl-4-methylpentanol 10V, Negative-QTOF	splash10-004i-3900000000-d2524a36a847a6d70436	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Ethyl-4-methylpentanol 20V, Negative-QTOF	splash10-002b-8900000000-b232b6e1f50852872398	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Ethyl-4-methylpentanol 40V, Negative-QTOF	splash10-01pk-9200000000-3461a45d7acfb28a0c6f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Ethyl-4-methylpentanol 10V, Positive-QTOF	splash10-007c-9000000000-9abf95d9606eb6b197cb	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Ethyl-4-methylpentanol 20V, Positive-QTOF	splash10-0019-9000000000-29db625b6a7ce920c673	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Ethyl-4-methylpentanol 40V, Positive-QTOF	splash10-0006-9000000000-0dee661d3205d81c09d4	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Ethyl-4-methylpentanol 10V, Negative-QTOF	splash10-004i-0900000000-26884b757bb561a6886a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Ethyl-4-methylpentanol 20V, Negative-QTOF	splash10-01t9-1900000000-813964efe841327beb4d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Ethyl-4-methylpentanol 40V, Negative-QTOF	splash10-0006-9000000000-96833f2fcf52251095d6	2021-10-11	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

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 (predicted from logP)

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

549664

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

Not Available

Showing metabocard for (S)-3-Ethyl-4-methylpentanol (HMDB0059859)

MOL for HMDB0059859 ((S)-3-Ethyl-4-methylpentanol)

3D MOL for HMDB0059859 ((S)-3-Ethyl-4-methylpentanol)

3D SDF for HMDB0059859 ((S)-3-Ethyl-4-methylpentanol)

3D-SDF for HMDB0059859 ((S)-3-Ethyl-4-methylpentanol)

PDB for HMDB0059859 ((S)-3-Ethyl-4-methylpentanol)

3D PDB for HMDB0059859 ((S)-3-Ethyl-4-methylpentanol)

SMILES for HMDB0059859 ((S)-3-Ethyl-4-methylpentanol)

INCHI for HMDB0059859 ((S)-3-Ethyl-4-methylpentanol)

Structure for HMDB0059859 ((S)-3-Ethyl-4-methylpentanol)

3D Structure for HMDB0059859 ((S)-3-Ethyl-4-methylpentanol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra