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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-02-21 17:14:40 UTC

HMDB ID

HMDB0000272

Secondary Accession Numbers

HMDB00272

Metabolite Identification

Common Name

Phosphoserine

Description

Phosphoserine is the phosphoric acid ester of the amino acid serine. It is found in essentially all living organisms ranging from microbes to plants to mammals. Phosphoserine is a component of many proteins as the result of posttranslational modifications to the native protein‚Äôs serine residue(s). The phosphorylation of the hydroxyl functional group in serine to produce phosphoserine is catalyzed by various types of kinases. Serine is one of three amino acid residues that are commonly phosphorylated by kinases during cell signalling in eukaryotes. Free phosphoserine is found in many biofluids and likely arises from the proteolysis of proteins containing phosphoserine residues (PMID: 7693088 ).

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(+)-L-Serine dihydrogen phosphate (ester)	ChEBI
(2S)-2-Amino-3-(phosphonooxy)propanoic acid	ChEBI
(S)-2-Amino-3-hydroxypropanoic acid 3-phosphate	ChEBI
3-Phosphoserine	ChEBI
Dexfosfoserine	ChEBI
L-O-Phosphoserine	ChEBI
O-Phosphoserine	ChEBI
3-Phospho-L-serine	Kegg
(+)-L-Serine dihydrogen phosphoric acid (ester)	Generator
(2S)-2-Amino-3-(phosphonooxy)propanoate	Generator
(S)-2-Amino-3-hydroxypropanoate 3-phosphate	Generator
(S)-2-Amino-3-hydroxypropanoic acid 3-phosphoric acid	Generator
3-O-Phosphoserine	HMDB
Fosforina	HMDB
L-3-Phosphoserine	HMDB
L-O-Serine phosphate	HMDB
L-Phosphoserine	HMDB
L-Serine dihydrogen phosphate (ester)	HMDB
L-Serine phosphate	HMDB
L-Serinephosphorate	HMDB
L-Serinephosphoric acid	HMDB
L-Seryl phosphate	HMDB
Plasmenylserine	HMDB

Chemical Formula

C₃H₈NO₆P

Average Molecular Weight

185.0725

Monoisotopic Molecular Weight

185.008923505

IUPAC Name

(2S)-2-amino-3-(phosphonooxy)propanoic acid

Traditional Name

phosphoserine

CAS Registry Number

407-41-0

SMILES

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

InChI Identifier

InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1

InChI Key

BZQFBWGGLXLEPQ-REOHCLBHSA-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
Alkyl phosphate
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Primary amine
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Primary aliphatic amine
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

O-phosphoserine (CHEBI:15811 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	170 - 171 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	71 mg/mL	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	128.1	http://allccs.zhulab.cn/database/detail?ID=AllCCS00002079

Predicted Molecular Properties

Property	Value	Source
Water Solubility	19.9 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-3.2	ChemAxon
logS	-0.97	ALOGPS
pKa (Strongest Acidic)	1.2	ChemAxon
pKa (Strongest Basic)	9.39	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	32.91 m³·mol⁻¹	ChemAxon
Polarizability	13.97 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]+	141.125	31661259
DarkChem	[M-H]-	134.796	31661259
AllCCS	[M+H]+	140.556	32859911
AllCCS	[M-H]-	130.59	32859911
DeepCCS	[M+H]+	127.478	30932474
DeepCCS	[M-H]-	124.393	30932474
DeepCCS	[M-2H]-	161.471	30932474
DeepCCS	[M+Na]+	136.869	30932474
AllCCS	[M+H]+	140.6	32859911
AllCCS	[M+H-H2O]+	136.8	32859911
AllCCS	[M+NH4]+	144.1	32859911
AllCCS	[M+Na]+	145.1	32859911
AllCCS	[M-H]-	130.6	32859911
AllCCS	[M+Na-2H]-	132.5	32859911
AllCCS	[M+HCOO]-	134.6	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.	1.01 minutes	32390414
Predicted by Siyang on May 30, 2022	9.3607 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.67 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	515.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	426.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	350.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	31.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	234.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	139.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	298.0 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	219.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	1020.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	582.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	41.9 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	616.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	218.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	402.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	932.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	608.4 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	537.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phosphoserine	N[C@@H](COP(O)(O)=O)C(O)=O	2382.7	Standard polar	33892256
Phosphoserine	N[C@@H](COP(O)(O)=O)C(O)=O	1560.3	Standard non polar	33892256
Phosphoserine	N[C@@H](COP(O)(O)=O)C(O)=O	1956.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Phosphoserine,1TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)COP(=O)(O)O	1685.5	Semi standard non polar	33892256
Phosphoserine,1TMS,isomer #2	C[Si](C)(C)OP(=O)(O)OC[C@H](N)C(=O)O	1760.3	Semi standard non polar	33892256
Phosphoserine,1TMS,isomer #3	C[Si](C)(C)N[C@@H](COP(=O)(O)O)C(=O)O	1780.0	Semi standard non polar	33892256
Phosphoserine,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)COP(=O)(O)O[Si](C)(C)C	1735.8	Semi standard non polar	33892256
Phosphoserine,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)COP(=O)(O)O[Si](C)(C)C	1776.7	Standard non polar	33892256
Phosphoserine,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)COP(=O)(O)O[Si](C)(C)C	2702.4	Standard polar	33892256
Phosphoserine,2TMS,isomer #2	C[Si](C)(C)N[C@@H](COP(=O)(O)O)C(=O)O[Si](C)(C)C	1755.1	Semi standard non polar	33892256
Phosphoserine,2TMS,isomer #2	C[Si](C)(C)N[C@@H](COP(=O)(O)O)C(=O)O[Si](C)(C)C	1834.2	Standard non polar	33892256
Phosphoserine,2TMS,isomer #2	C[Si](C)(C)N[C@@H](COP(=O)(O)O)C(=O)O[Si](C)(C)C	2839.8	Standard polar	33892256
Phosphoserine,2TMS,isomer #3	C[Si](C)(C)OP(=O)(OC[C@H](N)C(=O)O)O[Si](C)(C)C	1793.9	Semi standard non polar	33892256
Phosphoserine,2TMS,isomer #3	C[Si](C)(C)OP(=O)(OC[C@H](N)C(=O)O)O[Si](C)(C)C	1753.4	Standard non polar	33892256
Phosphoserine,2TMS,isomer #3	C[Si](C)(C)OP(=O)(OC[C@H](N)C(=O)O)O[Si](C)(C)C	2765.5	Standard polar	33892256
Phosphoserine,2TMS,isomer #4	C[Si](C)(C)N[C@@H](COP(=O)(O)O[Si](C)(C)C)C(=O)O	1825.4	Semi standard non polar	33892256
Phosphoserine,2TMS,isomer #4	C[Si](C)(C)N[C@@H](COP(=O)(O)O[Si](C)(C)C)C(=O)O	1778.2	Standard non polar	33892256
Phosphoserine,2TMS,isomer #4	C[Si](C)(C)N[C@@H](COP(=O)(O)O[Si](C)(C)C)C(=O)O	2612.1	Standard polar	33892256
Phosphoserine,2TMS,isomer #5	C[Si](C)(C)N([C@@H](COP(=O)(O)O)C(=O)O)[Si](C)(C)C	1874.0	Semi standard non polar	33892256
Phosphoserine,2TMS,isomer #5	C[Si](C)(C)N([C@@H](COP(=O)(O)O)C(=O)O)[Si](C)(C)C	1917.8	Standard non polar	33892256
Phosphoserine,2TMS,isomer #5	C[Si](C)(C)N([C@@H](COP(=O)(O)O)C(=O)O)[Si](C)(C)C	2972.2	Standard polar	33892256
Phosphoserine,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	1782.1	Semi standard non polar	33892256
Phosphoserine,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	1847.6	Standard non polar	33892256
Phosphoserine,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2396.0	Standard polar	33892256
Phosphoserine,3TMS,isomer #2	C[Si](C)(C)N[C@@H](COP(=O)(O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1834.7	Semi standard non polar	33892256
Phosphoserine,3TMS,isomer #2	C[Si](C)(C)N[C@@H](COP(=O)(O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1856.9	Standard non polar	33892256
Phosphoserine,3TMS,isomer #2	C[Si](C)(C)N[C@@H](COP(=O)(O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2336.3	Standard polar	33892256
Phosphoserine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](COP(=O)(O)O)N([Si](C)(C)C)[Si](C)(C)C	1885.7	Semi standard non polar	33892256
Phosphoserine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](COP(=O)(O)O)N([Si](C)(C)C)[Si](C)(C)C	1979.7	Standard non polar	33892256
Phosphoserine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](COP(=O)(O)O)N([Si](C)(C)C)[Si](C)(C)C	2633.8	Standard polar	33892256
Phosphoserine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O	1879.9	Semi standard non polar	33892256
Phosphoserine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O	1858.6	Standard non polar	33892256
Phosphoserine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O	2220.1	Standard polar	33892256
Phosphoserine,3TMS,isomer #5	C[Si](C)(C)OP(=O)(O)OC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1950.8	Semi standard non polar	33892256
Phosphoserine,3TMS,isomer #5	C[Si](C)(C)OP(=O)(O)OC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1918.5	Standard non polar	33892256
Phosphoserine,3TMS,isomer #5	C[Si](C)(C)OP(=O)(O)OC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2425.6	Standard polar	33892256
Phosphoserine,4TMS,isomer #1	C[Si](C)(C)N[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1886.7	Semi standard non polar	33892256
Phosphoserine,4TMS,isomer #1	C[Si](C)(C)N[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1920.7	Standard non polar	33892256
Phosphoserine,4TMS,isomer #1	C[Si](C)(C)N[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2040.0	Standard polar	33892256
Phosphoserine,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](COP(=O)(O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1950.8	Semi standard non polar	33892256
Phosphoserine,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](COP(=O)(O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1984.8	Standard non polar	33892256
Phosphoserine,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](COP(=O)(O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2236.3	Standard polar	33892256
Phosphoserine,4TMS,isomer #3	C[Si](C)(C)OP(=O)(OC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	1984.7	Semi standard non polar	33892256
Phosphoserine,4TMS,isomer #3	C[Si](C)(C)OP(=O)(OC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	1985.9	Standard non polar	33892256
Phosphoserine,4TMS,isomer #3	C[Si](C)(C)OP(=O)(OC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	2130.3	Standard polar	33892256
Phosphoserine,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2000.7	Semi standard non polar	33892256
Phosphoserine,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2026.5	Standard non polar	33892256
Phosphoserine,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2032.4	Standard polar	33892256
Phosphoserine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)COP(=O)(O)O	1936.9	Semi standard non polar	33892256
Phosphoserine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H](N)C(=O)O	2007.0	Semi standard non polar	33892256
Phosphoserine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](COP(=O)(O)O)C(=O)O	1992.9	Semi standard non polar	33892256
Phosphoserine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)COP(=O)(O)O[Si](C)(C)C(C)(C)C	2168.9	Semi standard non polar	33892256
Phosphoserine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)COP(=O)(O)O[Si](C)(C)C(C)(C)C	2219.4	Standard non polar	33892256
Phosphoserine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)COP(=O)(O)O[Si](C)(C)C(C)(C)C	2827.7	Standard polar	33892256
Phosphoserine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](COP(=O)(O)O)C(=O)O[Si](C)(C)C(C)(C)C	2172.2	Semi standard non polar	33892256
Phosphoserine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](COP(=O)(O)O)C(=O)O[Si](C)(C)C(C)(C)C	2278.2	Standard non polar	33892256
Phosphoserine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](COP(=O)(O)O)C(=O)O[Si](C)(C)C(C)(C)C	2921.9	Standard polar	33892256
Phosphoserine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H](N)C(=O)O)O[Si](C)(C)C(C)(C)C	2232.8	Semi standard non polar	33892256
Phosphoserine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H](N)C(=O)O)O[Si](C)(C)C(C)(C)C	2191.9	Standard non polar	33892256
Phosphoserine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H](N)C(=O)O)O[Si](C)(C)C(C)(C)C	2832.4	Standard polar	33892256
Phosphoserine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O	2236.8	Semi standard non polar	33892256
Phosphoserine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O	2226.0	Standard non polar	33892256
Phosphoserine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O	2733.7	Standard polar	33892256
Phosphoserine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N([C@@H](COP(=O)(O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2333.4	Semi standard non polar	33892256
Phosphoserine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N([C@@H](COP(=O)(O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2340.4	Standard non polar	33892256
Phosphoserine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N([C@@H](COP(=O)(O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2965.6	Standard polar	33892256
Phosphoserine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2400.9	Semi standard non polar	33892256
Phosphoserine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2399.1	Standard non polar	33892256
Phosphoserine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2601.5	Standard polar	33892256
Phosphoserine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2451.2	Semi standard non polar	33892256
Phosphoserine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2456.9	Standard non polar	33892256
Phosphoserine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2604.1	Standard polar	33892256
Phosphoserine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](COP(=O)(O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2543.6	Semi standard non polar	33892256
Phosphoserine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](COP(=O)(O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2586.2	Standard non polar	33892256
Phosphoserine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](COP(=O)(O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2807.5	Standard polar	33892256
Phosphoserine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O	2490.2	Semi standard non polar	33892256
Phosphoserine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O	2425.7	Standard non polar	33892256
Phosphoserine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O	2522.6	Standard polar	33892256
Phosphoserine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2599.1	Semi standard non polar	33892256
Phosphoserine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2521.3	Standard non polar	33892256
Phosphoserine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2654.4	Standard polar	33892256
Phosphoserine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2690.7	Semi standard non polar	33892256
Phosphoserine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2588.9	Standard non polar	33892256
Phosphoserine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2473.4	Standard polar	33892256
Phosphoserine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2809.6	Semi standard non polar	33892256
Phosphoserine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2719.9	Standard non polar	33892256
Phosphoserine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2579.5	Standard polar	33892256
Phosphoserine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2851.3	Semi standard non polar	33892256
Phosphoserine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2670.2	Standard non polar	33892256
Phosphoserine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2503.5	Standard polar	33892256
Phosphoserine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3033.4	Semi standard non polar	33892256
Phosphoserine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2834.8	Standard non polar	33892256
Phosphoserine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2516.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Phosphoserine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (x TMS)	splash10-02u1-0930000000-c899f07d021f46de8c59	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Phosphoserine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (x TMS)	splash10-02am-0980000000-224ebb540cc8cfeee7bf	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Phosphoserine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0k92-0943000000-2c96e781366647a38c1b	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Phosphoserine GC-MS (4 TMS)	splash10-0rka-2965000000-6295c9d3aab0dbbdbe06	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Phosphoserine GC-EI-TOF (Non-derivatized)	splash10-02u1-0930000000-c899f07d021f46de8c59	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Phosphoserine GC-EI-TOF (Non-derivatized)	splash10-02am-0980000000-224ebb540cc8cfeee7bf	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Phosphoserine GC-EI-TOF (Non-derivatized)	splash10-0k92-0943000000-2c96e781366647a38c1b	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Phosphoserine GC-MS (Non-derivatized)	splash10-0rka-2965000000-6295c9d3aab0dbbdbe06	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Phosphoserine GC-EI-TOF (Non-derivatized)	splash10-052b-0943000000-925dbf1f579400fe1275	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Phosphoserine GC-EI-TOF (Non-derivatized)	splash10-03yl-0890000000-f853ba80cc56b6057d3e	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phosphoserine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9200000000-579f933727173ebf1101	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phosphoserine GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9720000000-0c93ad0358d5840580e0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phosphoserine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phosphoserine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phosphoserine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phosphoserine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phosphoserine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phosphoserine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phosphoserine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-000i-9000000000-07c4d8f30a6ca83b8b55	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-00dr-9000000000-c5a74679d970f7b6e2d5	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0006-9000000000-1d94e50890f1499da7f4	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOF	splash10-000i-3900000000-0424244742b82164682f	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOF	splash10-000i-9100000000-f86c85cff0432259c764	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOF	splash10-00kr-9000000000-997762f62b3a2e22b12b	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOF	splash10-00di-9000000000-4732d51a493c7bf13c29	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOF	splash10-00kf-9000000000-5d40f9a41d75ac08b4c2	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOF	splash10-0002-9000000000-f653dafdf17fa74b83a5	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine LC-ESI-QTOF , negative-QTOF	splash10-0002-9000000000-f653dafdf17fa74b83a5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine LC-ESI-QQ , positive-QTOF	splash10-000i-3900000000-76c6900db1ecb22c9dc6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine LC-ESI-QQ , positive-QTOF	splash10-000i-9100000000-f86c85cff0432259c764	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine LC-ESI-QQ , positive-QTOF	splash10-00kr-9000000000-25381bf668ede8881af0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine LC-ESI-QQ , positive-QTOF	splash10-00di-9000000000-63cde6935414b6893a5f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine LC-ESI-QQ , positive-QTOF	splash10-00kf-9000000000-5d40f9a41d75ac08b4c2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine 10V, Negative-QTOF	splash10-0002-9000000000-030fc19bab74121b9536	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine 20V, Negative-QTOF	splash10-004j-9000000000-78dc68824c37b96fd97f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine 40V, Negative-QTOF	splash10-004i-9000000000-8c715ebc5361358f572d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phosphoserine 10V, Negative-QTOF	splash10-000t-5900000000-2acd16447bafd738b8b2	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphoserine 10V, Positive-QTOF	splash10-000l-9800000000-672ba3fb65a9cac25044	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphoserine 20V, Positive-QTOF	splash10-0006-9300000000-e63c25df326283cc3b7f	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphoserine 40V, Positive-QTOF	splash10-0006-9000000000-dbc8b3072add030d1711	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphoserine 10V, Negative-QTOF	splash10-003r-9800000000-10234b7ff1b336489a5a	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphoserine 20V, Negative-QTOF	splash10-004i-9100000000-8a4c753dfa69ac6720e0	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphoserine 40V, Negative-QTOF	splash10-004i-9000000000-ebe13ec0e44d8c4f4771	2016-09-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	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

Cytoplasm (predicted from logP)

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Urine

Tissue Locations

Prostate

Pathways

Name	SMPDB/PathBank	KEGG
Glycine, serine and threonine metabolism	Not Available
Dimethylglycine Dehydrogenase Deficiency		Not Available
Dihydropyrimidine Dehydrogenase Deficiency (DHPD)		Not Available
Sarcosinemia		Not Available
Non Ketotic Hyperglycinemia		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	17.0 +/- 3.0 uM	Adult (>18 years old)	Female	Normal	1550070	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	4.2 +/- 1.7 uM	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	5.0 +/- 0.9 uM	Adult (>18 years old)	Both	Normal	9268238	details
Urine	Detected and Quantified	4.605 (1.645-7.566) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Not Available	details
Urine	Detected and Quantified	2.0 (0.53-3.28) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	18004736	details
Urine	Detected and Quantified	6.0 (2.71-10.4) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	18004736	details
Urine	Detected and Quantified	59.051 +/- 21.239 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	Analysis of 30 no...	details
Urine	Detected and Quantified	<0.113 umol/mmol creatinine	Infant (0-1 year old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	<0.11 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	<0.11 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	<0.11 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	<0.11 umol/mmol creatinine	Adolescent (13-18 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	<0.11 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	Mayo Clinic	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected and Quantified	146.693 +/- 9.722 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	Analysis of 30 no...	details

Associated Disorders and Diseases

Disease References

Eosinophilic esophagitis
Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.

Associated OMIM IDs

610247 (Eosinophilic esophagitis)

External Links

DrugBank ID

DB04522

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

3-phosphoserine

METLIN ID

5270

PubChem Compound

68841

PDB ID

Not Available

ChEBI ID

15811

Food Biomarker Ontology

Not Available

VMH ID

PSER_L

MarkerDB ID

MDB00000131

Good Scents ID

Not Available

References

Synthesis Reference

Barruel, Elena Mery. Biosynthesis of phosphoserine in vitro. Anales Fac. Quim. y Farm. (1960), 12 228-33.

Material Safety Data Sheet (MSDS)

Not Available

General References

Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Molina JA, Jimenez-Jimenez FJ, Gomez P, Vargas C, Navarro JA, Orti-Pareja M, Gasalla T, Benito-Leon J, Bermejo F, Arenas J: Decreased cerebrospinal fluid levels of neutral and basic amino acids in patients with Parkinson's disease. J Neurol Sci. 1997 Sep 10;150(2):123-7. [PubMed:9268238 ]
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 ]
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Enzymes

Enzyme Details

1. Phosphoserine aminotransferase

General function:: Involved in metabolic process
Specific function:: Catalyzes the reversible conversion of 3-phosphohydroxypyruvate to phosphoserine and of 3-hydroxy-2-oxo-4-phosphonooxybutanoate to phosphohydroxythreonine (By similarity).
Gene Name:: PSAT1
Uniprot ID:: Q9Y617
Molecular weight:: 35188.305

Reactions

Phosphoserine + Oxoglutaric acid → Phosphohydroxypyruvic acid + Glutamic acid	details

Enzyme Details

2. Phosphoserine phosphatase

General function:: Involved in catalytic activity
Specific function:: Catalyzes the last step in the biosynthesis of serine from carbohydrates. The reaction mechanism proceeds via the formation of a phosphoryl-enzyme intermediates.
Gene Name:: PSPH
Uniprot ID:: P78330
Molecular weight:: 25007.49

Reactions

Phosphoserine + Water → Serine + Phosphate	details

Showing metabocard for Phosphoserine (HMDB0000272)

MOL for HMDB0000272 (Phosphoserine)

3D MOL for HMDB0000272 (Phosphoserine)

3D SDF for HMDB0000272 (Phosphoserine)

3D-SDF for HMDB0000272 (Phosphoserine)

PDB for HMDB0000272 (Phosphoserine)

3D PDB for HMDB0000272 (Phosphoserine)

SMILES for HMDB0000272 (Phosphoserine)

INCHI for HMDB0000272 (Phosphoserine)

Structure for HMDB0000272 (Phosphoserine)

3D Structure for HMDB0000272 (Phosphoserine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

Reactions

Reactions