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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-08-24 14:25:57 UTC

Update Date

2023-02-21 17:17:05 UTC

HMDB ID

HMDB0004825

Secondary Accession Numbers

HMDB04825

Metabolite Identification

Common Name

p-Octopamine

Description

p-Octopamine 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-Octopamine has been detected, but not quantified in, several different foods, such as green vegetables, root vegetables, herbs and spices, citrus, and chickens (Gallus gallus). This could make p-octopamine a potential biomarker for the consumption of these foods. p-Octopamine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on p-Octopamine.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-(2R-AMINO-1-hydroxyethyl)phenol	ChEBI
Octopamine	ChEBI
p-Hydroxyphenylethanolamine	ChEBI
1-(4-Hydroxyphenyl)-2-aminoethanol	Kegg
(RS)-Octopamine	HMDB
1-(P-Hydroxyphenyl)-2-aminoethanol	HMDB
2-amino-1-(4-Hydroxyphenyl)ethanol	HMDB
4-Hydroxyphenethanolamine	HMDB
4-[2-amino-1-Hydroxyethyl]phenol	HMDB
Analet	HMDB
DL-Octopamine	HMDB
ND 50	HMDB
Norden	HMDB
Norphen	HMDB
Norsympathol	HMDB
Norsympatol	HMDB, MeSH
Norsynephrine	HMDB, MeSH
Norton	HMDB
Racemic octopamine	HMDB
alpha-(Aminoethyl)-4-hydroxybenzenemethanol	MeSH, HMDB
4-Octopamine	MeSH, HMDB
Para-octopamine	MeSH, HMDB
p-Octopamine	MeSH

Chemical Formula

C₈H₁₁NO₂

Average Molecular Weight

153.1784

Monoisotopic Molecular Weight

153.078978601

IUPAC Name

4-[(1R)-2-amino-1-hydroxyethyl]phenol

Traditional Name

norden

CAS Registry Number

104-14-3

SMILES

NC[C@H](O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C8H11NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H,5,9H2/t8-/m0/s1

InChI Key

QHGUCRYDKWKLMG-QMMMGPOBSA-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
Organic nitrogen compound
Hydrocarbon derivative
Aromatic alcohol
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxygen compound
Amine
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

octopamine (CHEBI:44715 )

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1000000 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	-0.90	SANGSTER (1994)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	17.2 g/L	ALOGPS
logP	-0.94	ALOGPS
logP	-0.32	ChemAxon
logS	-0.95	ALOGPS
pKa (Strongest Acidic)	9.64	ChemAxon
pKa (Strongest Basic)	8.98	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	66.48 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	42.47 m³·mol⁻¹	ChemAxon
Polarizability	16.13 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
DarkChem	[M+H]+	133.926	31661259
DarkChem	[M-H]-	130.923	31661259
DeepCCS	[M+H]+	134.71	30932474
DeepCCS	[M-H]-	131.856	30932474
DeepCCS	[M-2H]-	168.035	30932474
DeepCCS	[M+Na]+	143.387	30932474
AllCCS	[M+H]+	134.6	32859911
AllCCS	[M+H-H2O]+	130.2	32859911
AllCCS	[M+NH4]+	138.7	32859911
AllCCS	[M+Na]+	139.9	32859911
AllCCS	[M-H]-	132.6	32859911
AllCCS	[M+Na-2H]-	134.0	32859911
AllCCS	[M+HCOO]-	135.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
p-Octopamine	NC[C@H](O)C1=CC=C(O)C=C1	2847.0	Standard polar	33892256
p-Octopamine	NC[C@H](O)C1=CC=C(O)C=C1	1860.4	Standard non polar	33892256
p-Octopamine	NC[C@H](O)C1=CC=C(O)C=C1	1687.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
p-Octopamine,1TMS,isomer #1	C[Si](C)(C)O[C@@H](CN)C1=CC=C(O)C=C1	1757.8	Semi standard non polar	33892256
p-Octopamine,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C([C@@H](O)CN)C=C1	1729.2	Semi standard non polar	33892256
p-Octopamine,1TMS,isomer #3	C[Si](C)(C)NC[C@H](O)C1=CC=C(O)C=C1	1826.7	Semi standard non polar	33892256
p-Octopamine,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C([C@H](CN)O[Si](C)(C)C)C=C1	1726.6	Semi standard non polar	33892256
p-Octopamine,2TMS,isomer #2	C[Si](C)(C)NC[C@H](O[Si](C)(C)C)C1=CC=C(O)C=C1	1869.3	Semi standard non polar	33892256
p-Octopamine,2TMS,isomer #3	C[Si](C)(C)NC[C@H](O)C1=CC=C(O[Si](C)(C)C)C=C1	1825.1	Semi standard non polar	33892256
p-Octopamine,2TMS,isomer #4	C[Si](C)(C)N(C[C@H](O)C1=CC=C(O)C=C1)[Si](C)(C)C	1970.8	Semi standard non polar	33892256
p-Octopamine,3TMS,isomer #1	C[Si](C)(C)NC[C@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1	1778.2	Semi standard non polar	33892256
p-Octopamine,3TMS,isomer #1	C[Si](C)(C)NC[C@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1	1814.1	Standard non polar	33892256
p-Octopamine,3TMS,isomer #1	C[Si](C)(C)NC[C@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1	1882.0	Standard polar	33892256
p-Octopamine,3TMS,isomer #2	C[Si](C)(C)O[C@@H](CN([Si](C)(C)C)[Si](C)(C)C)C1=CC=C(O)C=C1	2009.0	Semi standard non polar	33892256
p-Octopamine,3TMS,isomer #2	C[Si](C)(C)O[C@@H](CN([Si](C)(C)C)[Si](C)(C)C)C1=CC=C(O)C=C1	2012.4	Standard non polar	33892256
p-Octopamine,3TMS,isomer #2	C[Si](C)(C)O[C@@H](CN([Si](C)(C)C)[Si](C)(C)C)C1=CC=C(O)C=C1	1997.9	Standard polar	33892256
p-Octopamine,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@@H](O)CN([Si](C)(C)C)[Si](C)(C)C)C=C1	1993.0	Semi standard non polar	33892256
p-Octopamine,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@@H](O)CN([Si](C)(C)C)[Si](C)(C)C)C=C1	1975.4	Standard non polar	33892256
p-Octopamine,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@@H](O)CN([Si](C)(C)C)[Si](C)(C)C)C=C1	2047.1	Standard polar	33892256
p-Octopamine,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C([C@H](CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)C=C1	2047.2	Semi standard non polar	33892256
p-Octopamine,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C([C@H](CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)C=C1	1943.3	Standard non polar	33892256
p-Octopamine,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C([C@H](CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)C=C1	1863.5	Standard polar	33892256
p-Octopamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H](CN)C1=CC=C(O)C=C1	2003.9	Semi standard non polar	33892256
p-Octopamine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H](O)CN)C=C1	1973.0	Semi standard non polar	33892256
p-Octopamine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC[C@H](O)C1=CC=C(O)C=C1	2053.1	Semi standard non polar	33892256
p-Octopamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H](CN)O[Si](C)(C)C(C)(C)C)C=C1	2215.0	Semi standard non polar	33892256
p-Octopamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC[C@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C1	2294.7	Semi standard non polar	33892256
p-Octopamine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC[C@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	2325.7	Semi standard non polar	33892256
p-Octopamine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C[C@H](O)C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	2375.6	Semi standard non polar	33892256
p-Octopamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC[C@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	2459.5	Semi standard non polar	33892256
p-Octopamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC[C@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	2443.4	Standard non polar	33892256
p-Octopamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC[C@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	2276.7	Standard polar	33892256
p-Octopamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C1	2637.7	Semi standard non polar	33892256
p-Octopamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C1	2589.6	Standard non polar	33892256
p-Octopamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C1	2315.1	Standard polar	33892256
p-Octopamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H](O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	2699.8	Semi standard non polar	33892256
p-Octopamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H](O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	2577.5	Standard non polar	33892256
p-Octopamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H](O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	2368.3	Standard polar	33892256
p-Octopamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C1	2900.2	Semi standard non polar	33892256
p-Octopamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C1	2686.6	Standard non polar	33892256
p-Octopamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C1	2319.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - p-Octopamine GC-MS (3 TMS)	splash10-0udi-1930000000-aeaf6668117443b652df	2018-05-25	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - p-Octopamine GC-MS (4 TMS)	splash10-00di-2920000000-eac0ee43846f06375f09	2018-05-25	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - p-Octopamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9400000000-7bd2825323961e7e77a7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - p-Octopamine GC-MS (2 TMS) - 70eV, Positive	splash10-00di-2900000000-81a0f8885218fb70dd7d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - p-Octopamine 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-Octopamine , negative-QTOF	splash10-001i-0900000000-993e2ed88ef6cbd70af4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Octopamine , positive-QTOF	splash10-0udr-1900000000-db9b6f4a61c3daf758f7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Octopamine 40V, Positive-QTOF	splash10-016u-9100000000-ab8781f9f83be81adeb9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Octopamine 10V, Positive-QTOF	splash10-000i-2900000000-834d8be6be1cb4372469	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Octopamine 35V, Negative-QTOF	splash10-001i-0900000000-cad28f34e88b55e5386e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Octopamine 20V, Positive-QTOF	splash10-0006-9200000000-d9fcac2c9c4b72086177	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Octopamine 10V, Positive-QTOF	splash10-000l-3900000000-2328bc9b1f20887cb47f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Octopamine 40V, Positive-QTOF	splash10-014l-9100000000-9c737b155bef78929325	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Octopamine 10V, Positive-QTOF	splash10-000i-2900000000-44c1b16abed2a7b9fbe2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Octopamine 40V, Positive-QTOF	splash10-014l-9100000000-14e1257cd6b54b3edba2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Octopamine 20V, Positive-QTOF	splash10-0006-9300000000-6383cc12ce7bc89e4f00	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Octopamine 35V, Positive-QTOF	splash10-0f79-1900000000-ab9f3df8e957a181137d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Octopamine 20V, Positive-QTOF	splash10-0006-9200000000-4327ddc1b08ae5983dc0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Octopamine 10V, Positive-QTOF	splash10-000l-3900000000-c9ca46ecce749dab367a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Octopamine 20V, Positive-QTOF	splash10-0006-9300000000-c744792bb2c0286e1b13	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Octopamine 40V, Positive-QTOF	splash10-014l-9100000000-7331ac4385d3eba8ce49	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Octopamine 10V, Positive-QTOF	splash10-0f79-0900000000-cbccb6320d8f104128fc	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Octopamine 20V, Positive-QTOF	splash10-00kr-0900000000-a5726285752e737a522c	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Octopamine 40V, Positive-QTOF	splash10-014i-7900000000-b95d97e585c7372180c2	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Octopamine 10V, Negative-QTOF	splash10-0udi-0900000000-147fc77ef53334009935	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Octopamine 20V, Negative-QTOF	splash10-0ul0-0900000000-b6f38730ffcfd9e9109c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Octopamine 40V, Negative-QTOF	splash10-0006-9400000000-d36206e8975bc1966b3b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Octopamine 10V, Negative-QTOF	splash10-0ue9-0900000000-c03df9235598a17ae503	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Octopamine 20V, Negative-QTOF	splash10-0a59-1900000000-c93e89c01e85cd1dda77	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Octopamine 40V, Negative-QTOF	splash10-0f6x-6900000000-1d918dbc915a91967696	2021-09-23	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	0.0026 +/- 0.0014 uM	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	0.00075 +/- 0.0005 uM	Adult (>18 years old)	Both	Normal	3137238	details
Urine	Detected and Quantified	0.024 +/- 0.0030 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Geigy Scientific ... West Cadwell, N.J... Basel, Switzerlan...	details
Urine	Detected and Quantified	0.00820 (0.00-0.0168) 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	0.00036 +/- 0.000065 uM	Adult (>18 years old)	Both	Hypertension	8255371	details
Blood	Detected and Quantified	0.0026 +/- 0.0024 uM	Adult (>18 years old)	Both	Cirrhosis	3137238	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 ]
Cirrhosis
Yonekura T, Kamata S, Wasa M, Okada A, Yamatodani A, Watanabe T, Wada H: Simultaneous determination of plasma phenethylamine, phenylethanolamine, tyramine and octopamine by high-performance liquid chromatography using derivatization with fluorescamine. J Chromatogr. 1988 Jun 3;427(2):320-5. [PubMed:3137238 ]

Associated OMIM IDs

145500 (Hypertension)

External Links

DrugBank ID

Not Available

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

METLIN ID

PubChem Compound

PDB ID

ChEBI ID

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00000455

Good Scents ID

rw1628021

References

Synthesis Reference

Hinsberg, O. Nucleus-substituted hydroxyl derivatives of b-amino-a-hydroxy-a-arylethanes and b-amino-a-bisarylethanes. (1923), DE 373286 CAN 18:14396 AN 1924:14396

Material Safety Data Sheet (MSDS)

Not Available

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 ]
Balbi T, Fusco M, Vasapollo D, Boschetto R, Cocco P, Leon A, Farruggio A: The presence of trace amines in postmortem cerebrospinal fluid in humans. J Forensic Sci. 2005 May;50(3):630-2. [PubMed:15932098 ]

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-Octopamine (HMDB0004825)

MOL for HMDB0004825 (p-Octopamine)

3D MOL for HMDB0004825 (p-Octopamine)

3D SDF for HMDB0004825 (p-Octopamine)

3D-SDF for HMDB0004825 (p-Octopamine)

PDB for HMDB0004825 (p-Octopamine)

3D PDB for HMDB0004825 (p-Octopamine)

SMILES for HMDB0004825 (p-Octopamine)

INCHI for HMDB0004825 (p-Octopamine)

Structure for HMDB0004825 (p-Octopamine)

3D Structure for HMDB0004825 (p-Octopamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes