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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-08-24 14:32:31 UTC

Update Date

2023-02-21 17:17:05 UTC

HMDB ID

HMDB0004826

Secondary Accession Numbers

HMDB04826

Metabolite Identification

Common Name

p-Synephrine

Description

p-Synephrine, also known as (+/-)-synephrine or oxedrine, belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. p-Synephrine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make p-synephrine a potential biomarker for the consumption of these foods. p-Synephrine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on p-Synephrine.

Structure

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

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      38.455 -28.695   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      39.789 -35.625   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      41.122 -27.155   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      39.789 -29.465   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      41.122 -28.695   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      42.456 -26.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      39.789 -34.085   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      39.789 -31.005   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      38.455 -33.315   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      41.122 -33.315   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      38.455 -31.775   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      41.122 -31.775   0.000  0.00  0.00           C+0
CONECT    1    4                                                            
CONECT    2    7                                                            
CONECT    3    5    6                                                       
CONECT    4    1    5    8                                                  
CONECT    5    3    4                                                       
CONECT    6    3                                                            
CONECT    7    2    9   10                                                  
CONECT    8    4   11   12                                                  
CONECT    9    7   11                                                       
CONECT   10    7   12                                                       
CONECT   11    8    9                                                       
CONECT   12    8   10                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(+/-)-synephrine	ChEBI
1-(4-Hydroxyphenyl)-2-(methylamino)ethanol	ChEBI
1-(4-Hydroxyphenyl)-2-methylaminoethanol	ChEBI
4-Hydroxy-alpha-[(methylamino)methyl]benzenemethanol	ChEBI
beta-Methylamino-alpha-(4-hydroxyphenyl)ethyl alcohol	ChEBI
Oxedrine	ChEBI
p-Hydroxy-alpha-[(methylamino)methyl]benzyl alcohol	ChEBI
Sympatol	ChEBI
-Synephrine	Kegg
4-Hydroxy-a-[(methylamino)methyl]benzenemethanol	Generator
4-Hydroxy-α-[(methylamino)methyl]benzenemethanol	Generator
b-Methylamino-a-(4-hydroxyphenyl)ethyl alcohol	Generator
Β-methylamino-α-(4-hydroxyphenyl)ethyl alcohol	Generator
p-Hydroxy-a-[(methylamino)methyl]benzyl alcohol	Generator
p-Hydroxy-α-[(methylamino)methyl]benzyl alcohol	Generator
(+)-P-Synephrine	HMDB
(+)-Synephrine	HMDB
(+)-[(methylamino)Methyl]-benzenemethano	HMDB
Analeptin	HMDB
Parasympatol	HMDB
Simpalon	HMDB
Simpatol	HMDB
Sympaethamin	HMDB, MeSH
Sympaethamine	HMDB
Synephrine	HMDB
Synephrin	MeSH, HMDB

Chemical Formula

C₉H₁₃NO₂

Average Molecular Weight

167.205

Monoisotopic Molecular Weight

167.094628665

IUPAC Name

4-[1-hydroxy-2-(methylamino)ethyl]phenol

Traditional Name

synephrine

CAS Registry Number

94-07-5

SMILES

CNCC(O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C9H13NO2/c1-10-6-9(12)7-2-4-8(11)5-3-7/h2-5,9-12H,6H2,1H3

InChI Key

YRCWQPVGYLYSOX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-2-unsubstituted benzenoids

Direct Parent

1-hydroxy-2-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Monocyclic benzene moiety
1,2-aminoalcohol
Secondary alcohol
Secondary amine
Secondary aliphatic amine
Organic oxygen compound
Aromatic alcohol
Alcohol
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:29081 )
ethanolamines (CHEBI:29081 )
phenethylamine alkaloid (CHEBI:29081 )

Ontology

Physiological effect

Health effect

Circulatory system disorder

Vascular disorder

Hypertension (HMDB: None)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: None)

Excreta

Biofluid or Excreta

Urine (HMDB: None)

Route of exposure

Enteral

Ingestion (HMDB: None)

Source

Exogenous

Exogenous (HMDB: None)

Food

Food (HMDB: None)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: None)

Plant

Plant (HMDB: None)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: None)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00043 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	-0.45	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	18.6 g/L	ALOGPS
logP	-0.62	ALOGPS
logP	-0.071	ChemAxon
logS	-0.95	ALOGPS
pKa (Strongest Acidic)	9.76	ChemAxon
pKa (Strongest Basic)	9.15	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	52.49 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	47.25 m³·mol⁻¹	ChemAxon
Polarizability	18.23 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
DarkChem	[M+H]+	137.184	31661259
DarkChem	[M-H]-	134.086	31661259
DeepCCS	[M+H]+	138.174	30932474
DeepCCS	[M-H]-	134.346	30932474
DeepCCS	[M-2H]-	171.977	30932474
DeepCCS	[M+Na]+	147.515	30932474
AllCCS	[M+H]+	137.8	32859911
AllCCS	[M+H-H2O]+	133.5	32859911
AllCCS	[M+NH4]+	141.9	32859911
AllCCS	[M+Na]+	143.0	32859911
AllCCS	[M-H]-	138.1	32859911
AllCCS	[M+Na-2H]-	139.3	32859911
AllCCS	[M+HCOO]-	140.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
p-Synephrine	CNCC(O)C1=CC=C(O)C=C1	2705.8	Standard polar	33892256
p-Synephrine	CNCC(O)C1=CC=C(O)C=C1	1613.1	Standard non polar	33892256
p-Synephrine	CNCC(O)C1=CC=C(O)C=C1	1664.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
p-Synephrine,1TMS,isomer #1	CNCC(O[Si](C)(C)C)C1=CC=C(O)C=C1	1708.7	Semi standard non polar	33892256
p-Synephrine,1TMS,isomer #2	CNCC(O)C1=CC=C(O[Si](C)(C)C)C=C1	1653.8	Semi standard non polar	33892256
p-Synephrine,1TMS,isomer #3	CN(CC(O)C1=CC=C(O)C=C1)[Si](C)(C)C	1799.2	Semi standard non polar	33892256
p-Synephrine,2TMS,isomer #1	CNCC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1	1608.6	Semi standard non polar	33892256
p-Synephrine,2TMS,isomer #2	CN(CC(O[Si](C)(C)C)C1=CC=C(O)C=C1)[Si](C)(C)C	1837.3	Semi standard non polar	33892256
p-Synephrine,2TMS,isomer #3	CN(CC(O)C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	1816.5	Semi standard non polar	33892256
p-Synephrine,3TMS,isomer #1	CN(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	1777.0	Semi standard non polar	33892256
p-Synephrine,3TMS,isomer #1	CN(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	1806.7	Standard non polar	33892256
p-Synephrine,3TMS,isomer #1	CN(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	1848.5	Standard polar	33892256
p-Synephrine,1TBDMS,isomer #1	CNCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C1	1950.5	Semi standard non polar	33892256
p-Synephrine,1TBDMS,isomer #2	CNCC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	1922.1	Semi standard non polar	33892256
p-Synephrine,1TBDMS,isomer #3	CN(CC(O)C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	2020.4	Semi standard non polar	33892256
p-Synephrine,2TBDMS,isomer #1	CNCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	2067.3	Semi standard non polar	33892256
p-Synephrine,2TBDMS,isomer #2	CN(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	2310.0	Semi standard non polar	33892256
p-Synephrine,2TBDMS,isomer #3	CN(CC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2316.8	Semi standard non polar	33892256
p-Synephrine,3TBDMS,isomer #1	CN(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2491.5	Semi standard non polar	33892256
p-Synephrine,3TBDMS,isomer #1	CN(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2455.7	Standard non polar	33892256
p-Synephrine,3TBDMS,isomer #1	CN(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2238.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - p-Synephrine GC-MS (3 TMS)	splash10-014i-0900000000-e033087fd86dbd769b28	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - p-Synephrine GC-MS (Non-derivatized)	splash10-014i-0900000000-e033087fd86dbd769b28	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - p-Synephrine GC-EI-TOF (Non-derivatized)	splash10-014i-0900000000-c295e3a3035d15a699ee	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - p-Synephrine GC-EI-TOF (Non-derivatized)	splash10-014i-2790000000-3975fb57a4851efa17dd	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - p-Synephrine GC-EI-TOF (Non-derivatized)	splash10-014i-1890000000-ddb8778ef0aef4591f0d	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - p-Synephrine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9200000000-0b89ec1502bbf0bb1879	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - p-Synephrine GC-MS (2 TMS) - 70eV, Positive	splash10-006x-9150000000-b5f2dbddba7baed4d774	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - p-Synephrine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Synephrine Linear Ion Trap , negative-QTOF	splash10-0002-0900000000-87218af459df32d035bb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Synephrine Linear Ion Trap , negative-QTOF	splash10-0002-0900000000-dd62606af13291e0de32	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Synephrine Linear Ion Trap , positive-QTOF	splash10-0udi-0900000000-279ae142a098a2d8cfbb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Synephrine Linear Ion Trap , positive-QTOF	splash10-0udi-0900000000-35c196c82d47f666eb5b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Synephrine 40V, Negative-QTOF	splash10-000x-9600000000-b52451ff9bd8a3887bba	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Synephrine 10V, Negative-QTOF	splash10-0002-0900000000-0c3a8e5c03a6dfd08667	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Synephrine 40V, Positive-QTOF	splash10-0a6r-9700000000-3f120631d0bab91d44b4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Synephrine 20V, Positive-QTOF	splash10-0k9l-3900000000-6c610eef126262adfcb6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Synephrine 35V, Positive-QTOF	splash10-0k9l-2900000000-5d02f910ae0ae85cd74f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Synephrine 10V, Positive-QTOF	splash10-0udi-0900000000-0e740a4914c01adc1331	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Synephrine 20V, Positive-QTOF	splash10-0f7c-3900000000-8999539f6d5a8d3758f0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Synephrine 10V, Positive-QTOF	splash10-0udi-0900000000-f4b3f4b27d9ca7224d4b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Synephrine 40V, Positive-QTOF	splash10-056r-9500000000-4ba94de2c8f5e98a4e2f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Synephrine 20V, Negative-QTOF	splash10-0a59-1900000000-4355e00e21057ebd01c9	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Synephrine 10V, Positive-QTOF	splash10-0uxr-0900000000-a8d55f47d1721c88e142	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Synephrine 20V, Positive-QTOF	splash10-0uxr-0900000000-eb318fdbbcefb5c0f42b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Synephrine 40V, Positive-QTOF	splash10-01c3-8900000000-750750ed3b7c777f8966	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Synephrine 10V, Negative-QTOF	splash10-014i-0900000000-73b64b38d378f6d409bc	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Synephrine 20V, Negative-QTOF	splash10-014j-2900000000-a2fc7c196d4cb2205cd2	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Synephrine 40V, Negative-QTOF	splash10-0006-9400000000-b3081d3e77cf948c0bab	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Synephrine 10V, Positive-QTOF	splash10-0udi-0900000000-59284684d3d1f5845efb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Synephrine 20V, Positive-QTOF	splash10-0q29-1900000000-eccd6882ea86aed6f824	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Synephrine 40V, Positive-QTOF	splash10-0a4i-7900000000-2f829c6bfc720e526453	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Synephrine 10V, Negative-QTOF	splash10-014i-1900000000-832cda2fe5651203ce37	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Synephrine 20V, Negative-QTOF	splash10-0avl-2900000000-6a789e30e9999b4391e7	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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
Predicted 1D NMR	¹H 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]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.00034 +/- 0.0001 uM	Adult (>18 years old)	Both	Normal	8255371	details
Urine	Detected and Quantified	0.017 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	19309105	details
Urine	Detected and Quantified	0.0107 (0.00440-0.017) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	8255370	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0009 +/- 0.0004 uM	Adult (>18 years old)	Both	Hypertension	8255371	details

Associated Disorders and Diseases

Disease References

Hypertension
Andrew R, Best SA, Watson DG, Midgley JM, Reid JL, Squire IB: Analysis of biogenic amines in plasma of hypertensive patients and a control group. Neurochem Res. 1993 Nov;18(11):1179-82. [PubMed:8255371 ]

Associated OMIM IDs

145500 (Hypertension)

External Links

DrugBank ID

DB09203

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Synephrine

METLIN ID

7088

PubChem Compound

7172

PDB ID

Not Available

ChEBI ID

29081

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00000456

Good Scents ID

rw1689541

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Andrew R, Watson DG, Best SA, Midgley JM, Wenlong H, Petty RK: The determination of hydroxydopamines and other trace amines in the urine of parkinsonian patients and normal controls. Neurochem Res. 1993 Nov;18(11):1175-7. [PubMed:8255370 ]
Andrew R, Best SA, Watson DG, Midgley JM, Reid JL, Squire IB: Analysis of biogenic amines in plasma of hypertensive patients and a control group. Neurochem Res. 1993 Nov;18(11):1179-82. [PubMed:8255371 ]

Enzymes

Enzyme Details

1. Alpha-2A adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is oxymetazoline > clonidine > epinephrine > norepinephrine > phenylephrine > dopamine > p-synephrine > p-tyramine > serotonin = p-octopamine. For antagonists, the rank order is yohimbine > phentolamine = mianserine > chlorpromazine = spiperone = prazosin > propanolol > alprenolol = pindolol
Gene Name:: ADRA2A
Uniprot ID:: P08913
Molecular weight:: 48956.3

Enzyme Details

2. Alpha-2B adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is clonidine > norepinephrine > epinephrine = oxymetazoline > dopamine > p-tyramine = phenylephrine > serotonin > p-synephrine / p-octopamine. For antagonists, the rank order is yohimbine > chlorpromazine > phentolamine > mianserine > spiperone > prazosin > alprenolol > propanolol > pindolol
Gene Name:: ADRA2B
Uniprot ID:: P18089
Molecular weight:: 49953.1

Showing metabocard for p-Synephrine (HMDB0004826)

MOL for HMDB0004826 (p-Synephrine)

3D MOL for HMDB0004826 (p-Synephrine)

3D SDF for HMDB0004826 (p-Synephrine)

3D-SDF for HMDB0004826 (p-Synephrine)

PDB for HMDB0004826 (p-Synephrine)

3D PDB for HMDB0004826 (p-Synephrine)

SMILES for HMDB0004826 (p-Synephrine)

INCHI for HMDB0004826 (p-Synephrine)

Structure for HMDB0004826 (p-Synephrine)

3D Structure for HMDB0004826 (p-Synephrine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes