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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:44:26 UTC

Update Date

2023-02-21 17:21:01 UTC

HMDB ID

HMDB0031624

Secondary Accession Numbers

HMDB31624

Metabolite Identification

Common Name

5-Phenyl-1-pentanol

Description

5-Phenyl-1-pentanol 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. Based on a literature review a small amount of articles have been published on 5-Phenyl-1-pentanol.

Structure

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

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      10.669   3.080   0.000  0.00  0.00           O+0
CONECT    1    3    4                                                       
CONECT    2    5    6                                                       
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   11                                                       
CONECT    8    4   11                                                       
CONECT    9    5   11                                                       
CONECT   10    6   12                                                       
CONECT   11    7    8    9                                                  
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

COMPND    HMDB0031624
HETATM    1  O1  UNL     1       4.484   1.172   0.527  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.257   0.555   0.745  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.575   0.182  -0.555  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.258  -0.478  -0.205  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.497  -0.890  -1.449  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.797  -1.543  -0.991  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.638  -0.627  -0.190  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.567   0.186  -0.840  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.385   1.058  -0.154  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.313   1.158   1.218  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.398   0.358   1.870  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.580  -0.514   1.182  1.00  0.00           C  
HETATM   13  H1  UNL     1       4.323   2.139   0.413  1.00  0.00           H  
HETATM   14  H2  UNL     1       3.449  -0.407   1.284  1.00  0.00           H  
HETATM   15  H3  UNL     1       2.574   1.207   1.326  1.00  0.00           H  
HETATM   16  H4  UNL     1       2.448   1.034  -1.240  1.00  0.00           H  
HETATM   17  H5  UNL     1       3.234  -0.544  -1.061  1.00  0.00           H  
HETATM   18  H6  UNL     1       1.448  -1.407   0.369  1.00  0.00           H  
HETATM   19  H7  UNL     1       0.593   0.238   0.347  1.00  0.00           H  
HETATM   20  H8  UNL     1       1.096  -1.559  -2.070  1.00  0.00           H  
HETATM   21  H9  UNL     1       0.291   0.052  -2.004  1.00  0.00           H  
HETATM   22  H10 UNL     1      -1.351  -1.854  -1.925  1.00  0.00           H  
HETATM   23  H11 UNL     1      -0.622  -2.437  -0.389  1.00  0.00           H  
HETATM   24  H12 UNL     1      -2.627   0.110  -1.932  1.00  0.00           H  
HETATM   25  H13 UNL     1      -4.106   1.686  -0.697  1.00  0.00           H  
HETATM   26  H14 UNL     1      -3.951   1.841   1.776  1.00  0.00           H  
HETATM   27  H15 UNL     1      -2.335   0.432   2.961  1.00  0.00           H  
HETATM   28  H16 UNL     1      -0.856  -1.149   1.684  1.00  0.00           H  
CONECT    1    2   13
CONECT    2    3   14   15
CONECT    3    4   16   17
CONECT    4    5   18   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8    8   12
CONECT    8    9   24
CONECT    9   10   10   25
CONECT   10   11   26
CONECT   11   12   12   27
CONECT   12   28
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Pentanol, 5-phenyl- (8ci)	HMDB
5-Phenyl-pentanol	HMDB
5-Phenylpentan-1-ol	HMDB
5-Phenylpentanol	HMDB
Benzenepentanol	HMDB
Benzenepentanol, 9ci	HMDB
FEMA 3618	HMDB
Phenylamyl alcohol	HMDB
Phenylpentanol	HMDB

Chemical Formula

C₁₁H₁₆O

Average Molecular Weight

164.2441

Monoisotopic Molecular Weight

164.120115134

IUPAC Name

5-phenylpentan-1-ol

Traditional Name

phenylpentanol

CAS Registry Number

10521-91-2

SMILES

OCCCCCC1=CC=CC=C1

InChI Identifier

InChI=1S/C11H16O/c12-10-6-2-5-9-11-7-3-1-4-8-11/h1,3-4,7-8,12H,2,5-6,9-10H2

InChI Key

DPZMVZIQRMVBBW-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
Benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0031624)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031624)

Source

Endogenous

Endogenous (HMDB: HMDB0031624)

Animal

Animal (HMDB: HMDB0031624)

Exogenous

Food

Food (HMDB: HMDB0031624)

Exogenous (HMDB: HMDB0031624)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0031624)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0031624)

Lipid metabolism pathway (HMDB: HMDB0031624)

Cellular process

Cell signaling (HMDB: HMDB0031624)

Biochemical process

Lipid transport (HMDB: HMDB0031624)

Role

Biological role

Energy source (HMDB: HMDB0031624)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031624)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0031624)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	155.00 °C. @ 20.00 mm Hg	The Good Scents Company Information System
Water Solubility	536.7 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.851 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	3.01	ALOGPS
logP	2.83	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	16.84	ChemAxon
pKa (Strongest Basic)	-2	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	5	ChemAxon
Refractivity	51.43 m³·mol⁻¹	ChemAxon
Polarizability	20.12 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	138.141	31661259
DarkChem	[M-H]-	134.021	31661259
DeepCCS	[M+H]+	139.392	30932474
DeepCCS	[M-H]-	135.778	30932474
DeepCCS	[M-2H]-	173.377	30932474
DeepCCS	[M+Na]+	148.697	30932474
AllCCS	[M+H]+	137.2	32859911
AllCCS	[M+H-H2O]+	132.9	32859911
AllCCS	[M+NH4]+	141.2	32859911
AllCCS	[M+Na]+	142.4	32859911
AllCCS	[M-H]-	142.4	32859911
AllCCS	[M+Na-2H]-	143.6	32859911
AllCCS	[M+HCOO]-	145.0	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.	6.71 minutes	32390414
Predicted by Siyang on May 30, 2022	13.3768 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.81 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2053.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	427.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	164.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	247.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	349.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	586.8 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	581.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	93.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1250.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	455.9 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	1335.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	387.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	362.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	358.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	285.1 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	16.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Phenyl-1-pentanol	OCCCCCC1=CC=CC=C1	2114.3	Standard polar	33892256
5-Phenyl-1-pentanol	OCCCCCC1=CC=CC=C1	1427.3	Standard non polar	33892256
5-Phenyl-1-pentanol	OCCCCCC1=CC=CC=C1	1444.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Phenyl-1-pentanol,1TMS,isomer #1	C[Si](C)(C)OCCCCCC1=CC=CC=C1	1548.2	Semi standard non polar	33892256
5-Phenyl-1-pentanol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCCCC1=CC=CC=C1	1781.9	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 - 5-Phenyl-1-pentanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9300000000-842073c9e085a8d4ab4a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Phenyl-1-pentanol GC-MS (1 TMS) - 70eV, Positive	splash10-00dl-9600000000-3c91d115d04ffde29b54	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Phenyl-1-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 - 5-Phenyl-1-pentanol 10V, Positive-QTOF	splash10-00kb-1900000000-6e40a7dfa74b35a568d1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Phenyl-1-pentanol 20V, Positive-QTOF	splash10-00kb-7900000000-b0025749e6a4fb2d0bb4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Phenyl-1-pentanol 40V, Positive-QTOF	splash10-052f-9200000000-9d093b24ab5591302f92	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Phenyl-1-pentanol 10V, Negative-QTOF	splash10-03di-0900000000-513cc5800e17e1cae057	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Phenyl-1-pentanol 20V, Negative-QTOF	splash10-03di-0900000000-535e76c630dd39316e9f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Phenyl-1-pentanol 40V, Negative-QTOF	splash10-002g-9600000000-c8c22f4a0eff25746ec4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Phenyl-1-pentanol 10V, Negative-QTOF	splash10-03di-0900000000-defd12a7f890bc945918	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Phenyl-1-pentanol 20V, Negative-QTOF	splash10-03di-0900000000-26a3f0cd7d1caaa40cf9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Phenyl-1-pentanol 40V, Negative-QTOF	splash10-002f-9000000000-60d3ec2e4fa3a2d1304d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Phenyl-1-pentanol 10V, Positive-QTOF	splash10-0006-9400000000-bb76d8b2a2cf3bd5f6ac	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Phenyl-1-pentanol 20V, Positive-QTOF	splash10-0006-9200000000-2a9c9feeae79f5b73e6a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Phenyl-1-pentanol 40V, Positive-QTOF	splash10-0006-9200000000-edc60e77deb2e2e038c8	2021-09-22	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

Extracellular
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

FDB008262

KNApSAcK ID

Not Available

Chemspider ID

55443

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61523

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1037121

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 5-Phenyl-1-pentanol (HMDB0031624)

MOL for HMDB0031624 (5-Phenyl-1-pentanol)

3D MOL for HMDB0031624 (5-Phenyl-1-pentanol)

3D SDF for HMDB0031624 (5-Phenyl-1-pentanol)

3D-SDF for HMDB0031624 (5-Phenyl-1-pentanol)

PDB for HMDB0031624 (5-Phenyl-1-pentanol)

3D PDB for HMDB0031624 (5-Phenyl-1-pentanol)

SMILES for HMDB0031624 (5-Phenyl-1-pentanol)

INCHI for HMDB0031624 (5-Phenyl-1-pentanol)

Structure for HMDB0031624 (5-Phenyl-1-pentanol)

3D Structure for HMDB0031624 (5-Phenyl-1-pentanol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra