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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2008-11-01 11:41:11 UTC

Update Date

2023-02-21 17:17:28 UTC

HMDB ID

HMDB0011185

Secondary Accession Numbers

HMDB11185

Metabolite Identification

Common Name

O-Phosphothreonine

Description

O-Phosphothreonine, also known as L-threonine phosphate or phosphate, threonine, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. O-Phosphothreonine exists in all living organisms, ranging from bacteria to humans. O-Phosphothreonine 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 O-phosphothreonine a potential biomarker for the consumption of these foods. O-Phosphothreonine 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 a significant number of articles have been published on O-Phosphothreonine.

Structure

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

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      13.743  -5.851   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.410  -6.597   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.078  -5.825   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.105  -4.279   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      15.075  -6.597   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      12.410  -8.116   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0      13.769  -4.279   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       9.772  -6.571   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0       8.440  -5.825   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0       7.667  -7.157   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       7.081  -5.052   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       9.186  -4.466   0.000  0.00  0.00           O+0
CONECT    1    2    5    7                                                  
CONECT    2    1    3    6                                                  
CONECT    3    2    8    4                                                  
CONECT    4    3                                                            
CONECT    5    1                                                            
CONECT    6    2                                                            
CONECT    7    1                                                            
CONECT    8    3    9                                                       
CONECT    9    8   11   12   10                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2S,3R)-2-Amino-3-hydroxybutanoic acid 3-phosphate	ChEBI
L-Threonine O-3-phosphate	ChEBI
L-Threonine phosphate	ChEBI
O3-Phosphothreonine	ChEBI
Phosphothreonine	ChEBI
Threonine phosphate ester	ChEBI
Threoninium dihydrogen phosphate	ChEBI
O-Phospho-L-threonine	Kegg
(2S,3R)-2-Amino-3-hydroxybutanoate 3-phosphate	Generator
(2S,3R)-2-Amino-3-hydroxybutanoic acid 3-phosphoric acid	Generator
L-Threonine O-3-phosphoric acid	Generator
L-Threonine phosphoric acid	Generator
Threonine phosphoric acid ester	Generator
Threoninium dihydrogen phosphoric acid	Generator
Phosphate, threonine	MeSH
Threonine phosphate	MeSH

Chemical Formula

C₄H₁₀NO₆P

Average Molecular Weight

199.0991

Monoisotopic Molecular Weight

199.024573569

IUPAC Name

(2S,3R)-2-amino-3-(phosphonooxy)butanoic acid

Traditional Name

phosphothreonine

CAS Registry Number

1114-81-4

SMILES

C[C@@H](OP(O)(O)=O)[C@H](N)C(O)=O

InChI Identifier

InChI=1S/C4H10NO6P/c1-2(3(5)4(6)7)11-12(8,9)10/h2-3H,5H2,1H3,(H,6,7)(H2,8,9,10)/t2-,3+/m1/s1

InChI Key

USRGIUJOYOXOQJ-GBXIJSLDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Phosphoethanolamine
Monoalkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Fatty acid
Alkyl phosphate
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Primary amine
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Primary aliphatic amine
Organic nitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

non-proteinogenic L-alpha-amino acid (CHEBI:37525 )
L-threonine derivative (CHEBI:37525 )
O-phosphoamino acid (CHEBI:37525 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0011185)

Excreta

Biofluid or Excreta

Urine (PMID: 7688003)

Source

Endogenous

Endogenous (HMDB: HMDB0011185)

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)

Process

Not Available

Role

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	23.5 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-2.7	ChemAxon
logS	-0.93	ALOGPS
pKa (Strongest Acidic)	1.21	ChemAxon
pKa (Strongest Basic)	9.47	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	130.08 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	37.33 m³·mol⁻¹	ChemAxon
Polarizability	15.43 Å³	ChemAxon
Number of Rings	0	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]+	145.064	31661259
DarkChem	[M-H]-	140.93	31661259
DeepCCS	[M+H]+	131.708	30932474
DeepCCS	[M-H]-	129.312	30932474
DeepCCS	[M-2H]-	163.147	30932474
DeepCCS	[M+Na]+	137.818	30932474
AllCCS	[M+H]+	144.2	32859911
AllCCS	[M+H-H2O]+	140.5	32859911
AllCCS	[M+NH4]+	147.6	32859911
AllCCS	[M+Na]+	148.6	32859911
AllCCS	[M-H]-	134.4	32859911
AllCCS	[M+Na-2H]-	136.0	32859911
AllCCS	[M+HCOO]-	137.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
O-Phosphothreonine	C[C@@H](OP(O)(O)=O)[C@H](N)C(O)=O	2271.7	Standard polar	33892256
O-Phosphothreonine	C[C@@H](OP(O)(O)=O)[C@H](N)C(O)=O	1652.4	Standard non polar	33892256
O-Phosphothreonine	C[C@@H](OP(O)(O)=O)[C@H](N)C(O)=O	1994.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
O-Phosphothreonine,1TMS,isomer #1	C[C@@H](OP(=O)(O)O)[C@H](N)C(=O)O[Si](C)(C)C	1678.1	Semi standard non polar	33892256
O-Phosphothreonine,1TMS,isomer #2	C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](N)C(=O)O	1731.0	Semi standard non polar	33892256
O-Phosphothreonine,1TMS,isomer #3	C[C@@H](OP(=O)(O)O)[C@H](N[Si](C)(C)C)C(=O)O	1739.7	Semi standard non polar	33892256
O-Phosphothreonine,2TMS,isomer #1	C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](N)C(=O)O[Si](C)(C)C	1730.0	Semi standard non polar	33892256
O-Phosphothreonine,2TMS,isomer #1	C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](N)C(=O)O[Si](C)(C)C	1794.1	Standard non polar	33892256
O-Phosphothreonine,2TMS,isomer #1	C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](N)C(=O)O[Si](C)(C)C	2728.9	Standard polar	33892256
O-Phosphothreonine,2TMS,isomer #2	C[C@@H](OP(=O)(O)O)[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1748.1	Semi standard non polar	33892256
O-Phosphothreonine,2TMS,isomer #2	C[C@@H](OP(=O)(O)O)[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1811.3	Standard non polar	33892256
O-Phosphothreonine,2TMS,isomer #2	C[C@@H](OP(=O)(O)O)[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2600.4	Standard polar	33892256
O-Phosphothreonine,2TMS,isomer #3	C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](N)C(=O)O	1753.8	Semi standard non polar	33892256
O-Phosphothreonine,2TMS,isomer #3	C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](N)C(=O)O	1767.1	Standard non polar	33892256
O-Phosphothreonine,2TMS,isomer #3	C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](N)C(=O)O	2809.7	Standard polar	33892256
O-Phosphothreonine,2TMS,isomer #4	C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)O	1801.5	Semi standard non polar	33892256
O-Phosphothreonine,2TMS,isomer #4	C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)O	1759.9	Standard non polar	33892256
O-Phosphothreonine,2TMS,isomer #4	C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)O	2480.2	Standard polar	33892256
O-Phosphothreonine,2TMS,isomer #5	C[C@@H](OP(=O)(O)O)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1839.2	Semi standard non polar	33892256
O-Phosphothreonine,2TMS,isomer #5	C[C@@H](OP(=O)(O)O)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1869.2	Standard non polar	33892256
O-Phosphothreonine,2TMS,isomer #5	C[C@@H](OP(=O)(O)O)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2648.4	Standard polar	33892256
O-Phosphothreonine,3TMS,isomer #1	C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](N)C(=O)O[Si](C)(C)C	1781.0	Semi standard non polar	33892256
O-Phosphothreonine,3TMS,isomer #1	C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](N)C(=O)O[Si](C)(C)C	1873.2	Standard non polar	33892256
O-Phosphothreonine,3TMS,isomer #1	C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](N)C(=O)O[Si](C)(C)C	2479.7	Standard polar	33892256
O-Phosphothreonine,3TMS,isomer #2	C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1829.5	Semi standard non polar	33892256
O-Phosphothreonine,3TMS,isomer #2	C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1842.5	Standard non polar	33892256
O-Phosphothreonine,3TMS,isomer #2	C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2281.4	Standard polar	33892256
O-Phosphothreonine,3TMS,isomer #3	C[C@@H](OP(=O)(O)O)[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1874.9	Semi standard non polar	33892256
O-Phosphothreonine,3TMS,isomer #3	C[C@@H](OP(=O)(O)O)[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1957.5	Standard non polar	33892256
O-Phosphothreonine,3TMS,isomer #3	C[C@@H](OP(=O)(O)O)[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2448.4	Standard polar	33892256
O-Phosphothreonine,3TMS,isomer #4	C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)O	1867.9	Semi standard non polar	33892256
O-Phosphothreonine,3TMS,isomer #4	C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)O	1832.1	Standard non polar	33892256
O-Phosphothreonine,3TMS,isomer #4	C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)O	2196.1	Standard polar	33892256
O-Phosphothreonine,3TMS,isomer #5	C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1926.2	Semi standard non polar	33892256
O-Phosphothreonine,3TMS,isomer #5	C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1888.1	Standard non polar	33892256
O-Phosphothreonine,3TMS,isomer #5	C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2324.9	Standard polar	33892256
O-Phosphothreonine,4TMS,isomer #1	C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1894.4	Semi standard non polar	33892256
O-Phosphothreonine,4TMS,isomer #1	C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1900.8	Standard non polar	33892256
O-Phosphothreonine,4TMS,isomer #1	C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2071.7	Standard polar	33892256
O-Phosphothreonine,4TMS,isomer #2	C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1955.7	Semi standard non polar	33892256
O-Phosphothreonine,4TMS,isomer #2	C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1963.1	Standard non polar	33892256
O-Phosphothreonine,4TMS,isomer #2	C[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2197.0	Standard polar	33892256
O-Phosphothreonine,4TMS,isomer #3	C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1963.9	Semi standard non polar	33892256
O-Phosphothreonine,4TMS,isomer #3	C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1971.2	Standard non polar	33892256
O-Phosphothreonine,4TMS,isomer #3	C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2111.5	Standard polar	33892256
O-Phosphothreonine,5TMS,isomer #1	C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1992.4	Semi standard non polar	33892256
O-Phosphothreonine,5TMS,isomer #1	C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2015.5	Standard non polar	33892256
O-Phosphothreonine,5TMS,isomer #1	C[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2050.9	Standard polar	33892256
O-Phosphothreonine,1TBDMS,isomer #1	C[C@@H](OP(=O)(O)O)[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C	1924.5	Semi standard non polar	33892256
O-Phosphothreonine,1TBDMS,isomer #2	C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](N)C(=O)O	1960.3	Semi standard non polar	33892256
O-Phosphothreonine,1TBDMS,isomer #3	C[C@@H](OP(=O)(O)O)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O	1969.5	Semi standard non polar	33892256
O-Phosphothreonine,2TBDMS,isomer #1	C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C	2167.6	Semi standard non polar	33892256
O-Phosphothreonine,2TBDMS,isomer #1	C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C	2227.9	Standard non polar	33892256
O-Phosphothreonine,2TBDMS,isomer #1	C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C	2875.9	Standard polar	33892256
O-Phosphothreonine,2TBDMS,isomer #2	C[C@@H](OP(=O)(O)O)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2193.7	Semi standard non polar	33892256
O-Phosphothreonine,2TBDMS,isomer #2	C[C@@H](OP(=O)(O)O)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2223.7	Standard non polar	33892256
O-Phosphothreonine,2TBDMS,isomer #2	C[C@@H](OP(=O)(O)O)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2766.5	Standard polar	33892256
O-Phosphothreonine,2TBDMS,isomer #3	C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](N)C(=O)O	2203.2	Semi standard non polar	33892256
O-Phosphothreonine,2TBDMS,isomer #3	C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](N)C(=O)O	2211.1	Standard non polar	33892256
O-Phosphothreonine,2TBDMS,isomer #3	C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](N)C(=O)O	2885.9	Standard polar	33892256
O-Phosphothreonine,2TBDMS,isomer #4	C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O	2224.1	Semi standard non polar	33892256
O-Phosphothreonine,2TBDMS,isomer #4	C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O	2176.8	Standard non polar	33892256
O-Phosphothreonine,2TBDMS,isomer #4	C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O	2644.9	Standard polar	33892256
O-Phosphothreonine,2TBDMS,isomer #5	C[C@@H](OP(=O)(O)O)[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2310.9	Semi standard non polar	33892256
O-Phosphothreonine,2TBDMS,isomer #5	C[C@@H](OP(=O)(O)O)[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2280.9	Standard non polar	33892256
O-Phosphothreonine,2TBDMS,isomer #5	C[C@@H](OP(=O)(O)O)[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2771.6	Standard polar	33892256
O-Phosphothreonine,3TBDMS,isomer #1	C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C	2411.0	Semi standard non polar	33892256
O-Phosphothreonine,3TBDMS,isomer #1	C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C	2441.6	Standard non polar	33892256
O-Phosphothreonine,3TBDMS,isomer #1	C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C	2691.1	Standard polar	33892256
O-Phosphothreonine,3TBDMS,isomer #2	C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2459.6	Semi standard non polar	33892256
O-Phosphothreonine,3TBDMS,isomer #2	C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2423.7	Standard non polar	33892256
O-Phosphothreonine,3TBDMS,isomer #2	C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2579.9	Standard polar	33892256
O-Phosphothreonine,3TBDMS,isomer #3	C[C@@H](OP(=O)(O)O)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2526.0	Semi standard non polar	33892256
O-Phosphothreonine,3TBDMS,isomer #3	C[C@@H](OP(=O)(O)O)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2551.6	Standard non polar	33892256
O-Phosphothreonine,3TBDMS,isomer #3	C[C@@H](OP(=O)(O)O)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2699.3	Standard polar	33892256
O-Phosphothreonine,3TBDMS,isomer #4	C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O	2481.0	Semi standard non polar	33892256
O-Phosphothreonine,3TBDMS,isomer #4	C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O	2391.9	Standard non polar	33892256
O-Phosphothreonine,3TBDMS,isomer #4	C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O	2508.8	Standard polar	33892256
O-Phosphothreonine,3TBDMS,isomer #5	C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2577.1	Semi standard non polar	33892256
O-Phosphothreonine,3TBDMS,isomer #5	C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2496.3	Standard non polar	33892256
O-Phosphothreonine,3TBDMS,isomer #5	C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2591.7	Standard polar	33892256
O-Phosphothreonine,4TBDMS,isomer #1	C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2692.5	Semi standard non polar	33892256
O-Phosphothreonine,4TBDMS,isomer #1	C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2576.0	Standard non polar	33892256
O-Phosphothreonine,4TBDMS,isomer #1	C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2508.3	Standard polar	33892256
O-Phosphothreonine,4TBDMS,isomer #2	C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2800.4	Semi standard non polar	33892256
O-Phosphothreonine,4TBDMS,isomer #2	C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2692.9	Standard non polar	33892256
O-Phosphothreonine,4TBDMS,isomer #2	C[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2560.6	Standard polar	33892256
O-Phosphothreonine,4TBDMS,isomer #3	C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2829.2	Semi standard non polar	33892256
O-Phosphothreonine,4TBDMS,isomer #3	C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2659.4	Standard non polar	33892256
O-Phosphothreonine,4TBDMS,isomer #3	C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2489.9	Standard polar	33892256
O-Phosphothreonine,5TBDMS,isomer #1	C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3019.0	Semi standard non polar	33892256
O-Phosphothreonine,5TBDMS,isomer #1	C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2849.4	Standard non polar	33892256
O-Phosphothreonine,5TBDMS,isomer #1	C[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2535.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - O-Phosphothreonine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9200000000-7e906e7246b3ef636b98	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Phosphothreonine GC-MS (1 TMS) - 70eV, Positive	splash10-0002-9110000000-0b27bac67efac2895d49	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Phosphothreonine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Phosphothreonine 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 - O-Phosphothreonine 10V, Positive-QTOF	splash10-0udi-6900000000-6cd4ab972cda9b9e8854	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Phosphothreonine 20V, Positive-QTOF	splash10-0pb9-9300000000-7755990490f9b0d090c2	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Phosphothreonine 40V, Positive-QTOF	splash10-0a4i-9100000000-f7e90830423c5451204b	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Phosphothreonine 10V, Negative-QTOF	splash10-0002-6900000000-ad7260fbe15d44575ebf	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Phosphothreonine 20V, Negative-QTOF	splash10-004i-9500000000-c0ec684a681c34652a92	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Phosphothreonine 40V, Negative-QTOF	splash10-004i-9000000000-d20cfbbcad9f78ca2901	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Phosphothreonine 10V, Negative-QTOF	splash10-002b-9000000000-9908dfcad99a8b2ecd13	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Phosphothreonine 20V, Negative-QTOF	splash10-004i-9000000000-9aaf147a652fb60749b4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Phosphothreonine 40V, Negative-QTOF	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Phosphothreonine 10V, Positive-QTOF	splash10-0pb9-9510000000-8d5b2fb7fb7bb01b3bec	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Phosphothreonine 20V, Positive-QTOF	splash10-0a4i-9100000000-726f690c1820afc5c14c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Phosphothreonine 40V, Positive-QTOF	splash10-0a4i-9000000000-6ad9948041570cedf47e	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Detected and Quantified	0.036 +/- 0.0009 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	7688003	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

FDB027954

KNApSAcK ID

Not Available

Chemspider ID

2497038

KEGG Compound ID

C12147

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Threonine

METLIN ID

Not Available

PubChem Compound

3246323

PDB ID

TPO

ChEBI ID

37525

Food Biomarker Ontology

Not Available

VMH ID

THRP

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Kataoka H, Nakai K, Katagiri Y, Makita M: Analysis of free and bound O-phosphoamino acids in urine by gas chromatography with flame photometric detection. Biomed Chromatogr. 1993 Jul-Aug;7(4):184-8. [PubMed:7693088 ]

Showing metabocard for O-Phosphothreonine (HMDB0011185)

MOL for HMDB0011185 (O-Phosphothreonine)

3D MOL for HMDB0011185 (O-Phosphothreonine)

3D SDF for HMDB0011185 (O-Phosphothreonine)

3D-SDF for HMDB0011185 (O-Phosphothreonine)

PDB for HMDB0011185 (O-Phosphothreonine)

3D PDB for HMDB0011185 (O-Phosphothreonine)

SMILES for HMDB0011185 (O-Phosphothreonine)

INCHI for HMDB0011185 (O-Phosphothreonine)

Structure for HMDB0011185 (O-Phosphothreonine)

3D Structure for HMDB0011185 (O-Phosphothreonine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra