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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:48:40 UTC

Update Date

2021-09-26 23:07:29 UTC

HMDB ID

HMDB0253909

Secondary Accession Numbers

None

Metabolite Identification

Common Name

L-Phenylalaninol

Description

2-amino-3-phenylpropan-1-ol, also known as phenylalaninol, belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine. 2-amino-3-phenylpropan-1-ol exists in all living organisms, ranging from bacteria to humans. Based on a literature review very few articles have been published on 2-amino-3-phenylpropan-1-ol. This compound has been identified in human blood as reported by (PMID: 31557052 ). L-phenylalaninol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically L-Phenylalaninol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Phenylalaninol	MeSH
Phenylalaninol hydrobromide	MeSH
Phenylalaninol, (R)-isomer	MeSH
Phenylalaninol, (S)-isomer	MeSH

Chemical Formula

C₉H₁₃NO

Average Molecular Weight

151.2056

Monoisotopic Molecular Weight

151.099714043

IUPAC Name

2-amino-3-phenylpropan-1-ol

Traditional Name

2-amino-3-phenyl-1-propanol

CAS Registry Number

Not Available

SMILES

NC(CO)CC1=CC=CC=C1

InChI Identifier

InChI=1S/C9H13NO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-5,9,11H,6-7,10H2

InChI Key

STVVMTBJNDTZBF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Amphetamines and derivatives

Alternative Parents

Substituents

Amphetamine or derivatives
Aralkylamine
1,2-aminoalcohol
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Amine
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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
logP	0.61	ALOGPS
logP	0.76	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	15.12	ChemAxon
pKa (Strongest Basic)	9.41	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	46.25 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	45.25 m³·mol⁻¹	ChemAxon
Polarizability	17.12 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	135.257	30932474
DeepCCS	[M-H]-	131.662	30932474
DeepCCS	[M-2H]-	169.231	30932474
DeepCCS	[M+Na]+	144.566	30932474
AllCCS	[M+H]+	135.8	32859911
AllCCS	[M+H-H2O]+	131.5	32859911
AllCCS	[M+NH4]+	139.8	32859911
AllCCS	[M+Na]+	140.9	32859911
AllCCS	[M-H]-	133.9	32859911
AllCCS	[M+Na-2H]-	135.5	32859911
AllCCS	[M+HCOO]-	137.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
L-Phenylalaninol	NC(CO)CC1=CC=CC=C1	2232.9	Standard polar	33892256
L-Phenylalaninol	NC(CO)CC1=CC=CC=C1	1368.0	Standard non polar	33892256
L-Phenylalaninol	NC(CO)CC1=CC=CC=C1	1388.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
L-Phenylalaninol,2TMS,isomer #1	C[Si](C)(C)NC(CO[Si](C)(C)C)CC1=CC=CC=C1	1550.3	Semi standard non polar	33892256
L-Phenylalaninol,2TMS,isomer #1	C[Si](C)(C)NC(CO[Si](C)(C)C)CC1=CC=CC=C1	1625.7	Standard non polar	33892256
L-Phenylalaninol,2TMS,isomer #1	C[Si](C)(C)NC(CO[Si](C)(C)C)CC1=CC=CC=C1	1828.4	Standard polar	33892256
L-Phenylalaninol,2TMS,isomer #2	C[Si](C)(C)N(C(CO)CC1=CC=CC=C1)[Si](C)(C)C	1665.4	Semi standard non polar	33892256
L-Phenylalaninol,2TMS,isomer #2	C[Si](C)(C)N(C(CO)CC1=CC=CC=C1)[Si](C)(C)C	1666.8	Standard non polar	33892256
L-Phenylalaninol,2TMS,isomer #2	C[Si](C)(C)N(C(CO)CC1=CC=CC=C1)[Si](C)(C)C	1992.0	Standard polar	33892256
L-Phenylalaninol,3TMS,isomer #1	C[Si](C)(C)OCC(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	1780.6	Semi standard non polar	33892256
L-Phenylalaninol,3TMS,isomer #1	C[Si](C)(C)OCC(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	1758.2	Standard non polar	33892256
L-Phenylalaninol,3TMS,isomer #1	C[Si](C)(C)OCC(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	1843.5	Standard polar	33892256
L-Phenylalaninol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CO[Si](C)(C)C(C)(C)C)CC1=CC=CC=C1	1998.4	Semi standard non polar	33892256
L-Phenylalaninol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CO[Si](C)(C)C(C)(C)C)CC1=CC=CC=C1	2033.1	Standard non polar	33892256
L-Phenylalaninol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CO[Si](C)(C)C(C)(C)C)CC1=CC=CC=C1	2109.8	Standard polar	33892256
L-Phenylalaninol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(CO)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2115.1	Semi standard non polar	33892256
L-Phenylalaninol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(CO)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2092.8	Standard non polar	33892256
L-Phenylalaninol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(CO)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2176.8	Standard polar	33892256
L-Phenylalaninol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2400.1	Semi standard non polar	33892256
L-Phenylalaninol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2345.1	Standard non polar	33892256
L-Phenylalaninol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2180.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - L-Phenylalaninol GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9300000000-8723fff29fc25acb4e5a	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Phenylalaninol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Phenylalaninol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Phenylalaninol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Phenylalaninol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Phenylalaninol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	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 - L-Phenylalaninol 10V, Positive-QTOF	splash10-0ue9-0900000000-d6eb9efbd4ce3ea59c94	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Phenylalaninol 20V, Positive-QTOF	splash10-0gc0-1900000000-2860b4f7f06df4b3816a	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Phenylalaninol 40V, Positive-QTOF	splash10-00kf-9400000000-404206edeb8940e948c9	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Phenylalaninol 10V, Negative-QTOF	splash10-0udi-0900000000-eae2c953e2b89fa379b7	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Phenylalaninol 20V, Negative-QTOF	splash10-0ue9-1900000000-e77bf3debe0df5bedc7a	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Phenylalaninol 40V, Negative-QTOF	splash10-0a4l-9200000000-3ad3c5986fb2cca18f73	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Phenylalaninol 10V, Positive-QTOF	splash10-0uec-4900000000-d4fc926cbbe938502f5d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Phenylalaninol 20V, Positive-QTOF	splash10-0006-9100000000-e31a999362f9b4ea8d94	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Phenylalaninol 40V, Positive-QTOF	splash10-0006-9000000000-585894f99163a56b5e05	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Phenylalaninol 10V, Negative-QTOF	splash10-0udi-5900000000-869037b510836f89b7a7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Phenylalaninol 20V, Negative-QTOF	splash10-0006-9200000000-ee54466d4c3a0f4ce0a3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Phenylalaninol 40V, Negative-QTOF	splash10-0006-9000000000-52d44ff0e9ea6b27ea63	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

69116

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76652

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for L-Phenylalaninol (HMDB0253909)

MOL for HMDB0253909 (L-Phenylalaninol)

3D MOL for HMDB0253909 (L-Phenylalaninol)

3D SDF for HMDB0253909 (L-Phenylalaninol)

3D-SDF for HMDB0253909 (L-Phenylalaninol)

PDB for HMDB0253909 (L-Phenylalaninol)

3D PDB for HMDB0253909 (L-Phenylalaninol)

SMILES for HMDB0253909 (L-Phenylalaninol)

INCHI for HMDB0253909 (L-Phenylalaninol)

Structure for HMDB0253909 (L-Phenylalaninol)

3D Structure for HMDB0253909 (L-Phenylalaninol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra