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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2017-03-16 03:38:38 UTC
Update Date2017-12-07 20:31:47 UTC
HMDB IDHMDB0062263
Secondary Accession Numbers
  • HMDB62263
Metabolite Identification
Common NameProtein serine
DescriptionProtein serine, also known as Serin or 2-amino-3-Hydroxypropionic acid, is classified as a serine or a Serine derivative. Serines are compounds containing serine or a derivative thereof resulting from reaction of serine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Protein serine is considered to be soluble (in water) and acidic. Protein serine is a fatty acid lipid molecule
Structure
Thumb
Synonyms
ValueSource
(2S)-2-amino-3-Hydroxypropanoic acidChEBI
(S)-(-)-SerineChEBI
(S)-2-amino-3-Hydroxypropanoic acidChEBI
(S)-alpha-amino-beta-Hydroxypropionic acidChEBI
(S)-SerineChEBI
beta-Hydroxy-L-alanineChEBI
beta-HydroxyalanineChEBI
L-(-)-SerineChEBI
L-2-amino-3-Hydroxypropionic acidChEBI
L-3-Hydroxy-2-aminopropionic acidChEBI
L-3-Hydroxy-alanineChEBI
L-SerChEBI
L-SerinChEBI
SChEBI
SerChEBI
SERINEChEBI
(2S)-2-amino-3-HydroxypropanoateGenerator
(S)-2-amino-3-HydroxypropanoateGenerator
(S)-a-amino-b-HydroxypropionateGenerator
(S)-a-amino-b-Hydroxypropionic acidGenerator
(S)-alpha-amino-beta-HydroxypropionateGenerator
(S)-α-amino-β-hydroxypropionateGenerator
(S)-α-amino-β-hydroxypropionic acidGenerator
b-Hydroxy-L-alanineGenerator
β-hydroxy-L-alanineGenerator
b-HydroxyalanineGenerator
β-hydroxyalanineGenerator
L-2-amino-3-HydroxypropionateGenerator
L-3-Hydroxy-2-aminopropionateGenerator
(-)-SerineHMDB
(S)-2-amino-3-Hydroxy-propanoateHMDB
(S)-2-amino-3-Hydroxy-propanoic acidHMDB
(S)-b-amino-3-HydroxypropionateHMDB
(S)-b-amino-3-Hydroxypropionic acidHMDB
(S)-beta-amino-3-HydroxypropionateHMDB
(S)-beta-amino-3-Hydroxypropionic acidHMDB
2-amino-3-HydroxypropanoateHMDB
2-amino-3-Hydroxypropanoic acidHMDB
3-Hydroxy-L-alanineHMDB
L SerineMeSH
Chemical FormulaC3H7NO3
Average Molecular Weight105.0926
Monoisotopic Molecular Weight105.042593095
IUPAC Name(2S)-2-amino-3-hydroxypropanoic acid
Traditional NameL-serine
CAS Registry Number302-84-1
SMILES
NC(CO)C(O)=O
InChI Identifier
InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)
InChI KeyMTCFGRXMJLQNBG-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as serine and derivatives. These are compounds containing serine or a derivative thereof resulting from reaction of serine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentSerine and derivatives
Alternative Parents
Substituents
  • Serine or derivatives
  • Alpha-amino acid
  • L-alpha-amino acid
  • Beta-hydroxy acid
  • Hydroxy acid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Primary amine
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Amine
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility480 g/lALOGPS
LogP-3.42ALOGPS
Predicted Properties
PropertyValueSource
logP-3.4ALOGPS
logP-3.9ChemAxon
logS0.66ALOGPS
pKa (Strongest Acidic)2.03ChemAxon
pKa (Strongest Basic)8.93ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area83.55 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity22.04 m³·mol⁻¹ChemAxon
Polarizability9.39 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-0udi-0940000000-59d5e0f76fd204be8110View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-0udi-0980000000-ab49fc3ee88db87d1a16View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)splash10-0159-0900000000-8e169037bcbe1dcd5de8View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-0uxr-0970000000-67271ed235e35c662db5View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-00di-9540000000-1297bf302358bcf0f1c0View in MoNA
GC-MSGC-MS Spectrum - GC-MS (3 TMS)splash10-0uxr-1790000000-caaa37778f5a4686f5f0View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0159-0900000000-ae4f860052c41e9ba734View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0uxr-0590000000-ce32a8bfb64d16590b52View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0udi-0940000000-59d5e0f76fd204be8110View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0udi-0980000000-ab49fc3ee88db87d1a16View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0159-0900000000-8e169037bcbe1dcd5de8View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0uxr-0970000000-67271ed235e35c662db5View in MoNA
GC-MSGC-MS Spectrum - GC-EI-QQ (Non-derivatized)splash10-00dr-7966000000-7b5b37fd4ac885548172View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00di-9540000000-1297bf302358bcf0f1c0View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0uxr-1790000000-caaa37778f5a4686f5f0View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-06sl-9000000000-033631650075b940e0e2View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0fkl-9420000000-ed7a327e1f071802a4ddView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-03di-9100000000-38f84912ebfc7b4e8339View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-03dl-9000000000-89e57995d3ca765a20e8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-01ox-9100000000-f3baf93032cc9f09cf2dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-0zfr-0900000000-b6085e53e881cdaa1824View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-000i-9000000000-2e16e9d6f9b3c2688f8aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-0a4i-9000000000-9857daa028fb3016a7e2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-0006-0009200000-0617acd25c69bf24ad1fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-0a4i-0900000000-823dfcf6229956372e31View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-0a4i-9000000000-eec63565f8a9fe4bd336View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-000i-9000000000-008412efd202c202d56aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-0002-0930000000-932aedc4efb5e1dd5e7bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-0w29-0951000000-cd0895e475dd50e4934dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-00di-9000000000-15294ba22b153cf5ab5bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-014i-9000000000-48c370acff657443f0e6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-0udi-0190000000-1bad10ba7388ce0c2249View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-0ue9-0792100000-9f2bfe40e4c01044d209View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-00di-9000000000-dfa7aca58cc28303ebc7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-0udi-0900000000-282f31d8021649afdbe8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-0udi-0290000000-eeee98e6b0514b08cd63View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-0udi-1900000000-ed66566e27a94ee99f13View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-00di-9100000000-b9f6b4b6ee7c88a9c569View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-00di-9000000000-929aea63ace0e20c6d43View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-00di-9000000000-ba9cd5b3e37ded5d3764View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-0a4i-6900000000-5622633ab0a27d2e5360View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positivesplash10-03di-9000000000-3e25ca80e2e62be19ac5View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0200-9000000000-dc5e2afcfab602641180View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,1H] 2D NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00133
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012739
KNApSAcK IDC00001393
Chemspider ID5736
KEGG Compound IDC00065
BioCyc IDSER
BiGG ID33717
Wikipedia LinkL-serine
METLIN ID5203
PubChem Compound5951
PDB IDSER
ChEBI ID17115
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available