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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2022-03-07 02:49:05 UTC
HMDB IDHMDB0000719
Secondary Accession Numbers
  • HMDB00719
Metabolite Identification
Common NameL-Homoserine
DescriptionHomoserine is a more reactive variant of the amino acid serine. In this variant, the hydroxyl side chain contains an additional CH2 group which brings the hydroxyl group closer to its own carboxyl group, allowing it to chemically react to form a five-membered ring. This occurs at the point that amino acids normally join to their neighbours in a peptide bond. Homoserine is therefore unsuitable for forming proteins and has been eliminated from the repertoire of amino acids used by living things. Homoserine is the final product on the C-terminal end of the N-terminal fragment following a cyanogen bromide cleavage. (wikipedia). Homoserine is also a microbial metabolite.
Structure
Data?1582752152
Synonyms
ValueSource
(2S)-2-Amino-4-hydroxybutanoic acidChEBI
2-Amino-4-hydroxybutanoic acidChEBI
2-Amino-4-hydroxybutyric acidChEBI
HomoserineChEBI
(2S)-2-Amino-4-hydroxybutanoateGenerator
2-Amino-4-hydroxybutanoateGenerator
2-Amino-4-hydroxybutyrateGenerator
(S)-2-Amino-4-hydroxy-butanoateHMDB
(S)-2-Amino-4-hydroxy-butanoic acidHMDB
(S)-2-Amino-4-hydroxybutanoateHMDB
(S)-2-Amino-4-hydroxybutanoic acidHMDB
(S)-HomoserineHMDB
2-Amino-4-hydroxy-butyrateHMDB
2-Amino-4-hydroxy-butyric acidHMDB
2-Amino-4-hydroxy-L-butyrateHMDB
2-Amino-4-hydroxy-L-butyric acidHMDB
Homoserine L-isomerHMDB
L Isomer OF homoserineHMDB
L-Isomer OF homoserineHMDB
Chemical FormulaC4H9NO3
Average Molecular Weight119.1192
Monoisotopic Molecular Weight119.058243159
IUPAC Name(2S)-2-amino-4-hydroxybutanoic acid
Traditional NameL-homoserine
CAS Registry Number672-15-1
SMILES
N[C@@H](CCO)C(O)=O
InChI Identifier
InChI=1S/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)/t3-/m0/s1
InChI KeyUKAUYVFTDYCKQA-VKHMYHEASA-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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Short-chain hydroxy acid
  • Fatty acid
  • 1,3-aminoalcohol
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Primary amine
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Adverse health effect

Disposition

Biological location

Source

Process

Naturally occurring process

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point203 °CNot Available
Boiling Point368.72 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility1000 mg/mLNot Available
LogP-1.289 (est)The Good Scents Company Information System
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available121.4http://allccs.zhulab.cn/database/detail?ID=AllCCS00002068
[M+H]+Not Available126.2http://allccs.zhulab.cn/database/detail?ID=AllCCS00002068
Predicted Molecular Properties
PropertyValueSource
Water Solubility423 g/LALOGPS
logP-3.3ALOGPS
logP-3.8ChemAxon
logS0.55ALOGPS
pKa (Strongest Acidic)2.22ChemAxon
pKa (Strongest Basic)9.16ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area83.55 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity26.91 m³·mol⁻¹ChemAxon
Polarizability11.44 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+125.81531661259
DarkChem[M-H]-120.20831661259
AllCCS[M+H]+129.08832859911
AllCCS[M-H]-122.16632859911
DeepCCS[M+H]+122.10830932474
DeepCCS[M-H]-118.78830932474
DeepCCS[M-2H]-155.6730932474
DeepCCS[M+Na]+130.72930932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
L-HomoserineN[C@@H](CCO)C(O)=O2087.4Standard polar33892256
L-HomoserineN[C@@H](CCO)C(O)=O1176.9Standard non polar33892256
L-HomoserineN[C@@H](CCO)C(O)=O1527.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
L-Homoserine,1TMS,isomer #1C[Si](C)(C)OCC[C@H](N)C(=O)O1313.9Semi standard non polar33892256
L-Homoserine,1TMS,isomer #2C[Si](C)(C)OC(=O)[C@@H](N)CCO1231.9Semi standard non polar33892256
L-Homoserine,1TMS,isomer #3C[Si](C)(C)N[C@@H](CCO)C(=O)O1350.8Semi standard non polar33892256
L-Homoserine,2TMS,isomer #1C[Si](C)(C)OCC[C@H](N)C(=O)O[Si](C)(C)C1354.9Semi standard non polar33892256
L-Homoserine,2TMS,isomer #2C[Si](C)(C)N[C@@H](CCO[Si](C)(C)C)C(=O)O1426.7Semi standard non polar33892256
L-Homoserine,2TMS,isomer #3C[Si](C)(C)N[C@@H](CCO)C(=O)O[Si](C)(C)C1383.3Semi standard non polar33892256
L-Homoserine,2TMS,isomer #4C[Si](C)(C)N([C@@H](CCO)C(=O)O)[Si](C)(C)C1527.7Semi standard non polar33892256
L-Homoserine,3TMS,isomer #1C[Si](C)(C)N[C@@H](CCO[Si](C)(C)C)C(=O)O[Si](C)(C)C1471.3Semi standard non polar33892256
L-Homoserine,3TMS,isomer #1C[Si](C)(C)N[C@@H](CCO[Si](C)(C)C)C(=O)O[Si](C)(C)C1519.5Standard non polar33892256
L-Homoserine,3TMS,isomer #1C[Si](C)(C)N[C@@H](CCO[Si](C)(C)C)C(=O)O[Si](C)(C)C1571.5Standard polar33892256
L-Homoserine,3TMS,isomer #2C[Si](C)(C)OCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1609.5Semi standard non polar33892256
L-Homoserine,3TMS,isomer #2C[Si](C)(C)OCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1561.4Standard non polar33892256
L-Homoserine,3TMS,isomer #2C[Si](C)(C)OCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1710.8Standard polar33892256
L-Homoserine,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CCO)N([Si](C)(C)C)[Si](C)(C)C1556.8Semi standard non polar33892256
L-Homoserine,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CCO)N([Si](C)(C)C)[Si](C)(C)C1509.5Standard non polar33892256
L-Homoserine,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CCO)N([Si](C)(C)C)[Si](C)(C)C1650.2Standard polar33892256
L-Homoserine,4TMS,isomer #1C[Si](C)(C)OCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1660.7Semi standard non polar33892256
L-Homoserine,4TMS,isomer #1C[Si](C)(C)OCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1634.1Standard non polar33892256
L-Homoserine,4TMS,isomer #1C[Si](C)(C)OCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1536.9Standard polar33892256
L-Homoserine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC[C@H](N)C(=O)O1555.2Semi standard non polar33892256
L-Homoserine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCO1469.3Semi standard non polar33892256
L-Homoserine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CCO)C(=O)O1605.6Semi standard non polar33892256
L-Homoserine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C1801.9Semi standard non polar33892256
L-Homoserine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CCO[Si](C)(C)C(C)(C)C)C(=O)O1871.4Semi standard non polar33892256
L-Homoserine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CCO)C(=O)O[Si](C)(C)C(C)(C)C1810.4Semi standard non polar33892256
L-Homoserine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N([C@@H](CCO)C(=O)O)[Si](C)(C)C(C)(C)C1989.4Semi standard non polar33892256
L-Homoserine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2092.9Semi standard non polar33892256
L-Homoserine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2107.5Standard non polar33892256
L-Homoserine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1979.7Standard polar33892256
L-Homoserine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2247.4Semi standard non polar33892256
L-Homoserine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2166.2Standard non polar33892256
L-Homoserine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2041.0Standard polar33892256
L-Homoserine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2219.6Semi standard non polar33892256
L-Homoserine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2130.0Standard non polar33892256
L-Homoserine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1998.5Standard polar33892256
L-Homoserine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC[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)C2508.1Semi standard non polar33892256
L-Homoserine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC[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)C2387.5Standard non polar33892256
L-Homoserine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC[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)C2050.8Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - L-Homoserine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-0v00-0930000000-3346aa2189b174721b862014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - L-Homoserine GC-MS (2 TMS)splash10-0udj-1900000000-88ffce416068e87d5c9e2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - L-Homoserine GC-MS (3 TMS)splash10-0gdi-1960000000-b676faeb6cb80ca155702014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - L-Homoserine GC-EI-TOF (Non-derivatized)splash10-0v00-0930000000-3346aa2189b174721b862017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - L-Homoserine GC-MS (Non-derivatized)splash10-0udj-1900000000-88ffce416068e87d5c9e2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - L-Homoserine GC-MS (Non-derivatized)splash10-0gdi-1960000000-b676faeb6cb80ca155702017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - L-Homoserine GC-EI-TOF (Non-derivatized)splash10-0gdi-0930000000-6216c27e0d6581b937aa2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - L-Homoserine GC-EI-TOF (Non-derivatized)splash10-0udj-0900000000-d59a1b29c14ce935a8a22017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - L-Homoserine GC-EI-TOF (Non-derivatized)splash10-0ufv-0930000000-6efd3a5ade5c7320afb02017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Homoserine GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dl-9100000000-d741144429bbc0c89fb22016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Homoserine GC-MS (2 TMS) - 70eV, Positivesplash10-0fk9-9530000000-9f3f4a1b429b17df71682017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Homoserine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Homoserine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Homoserine GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Homoserine GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Homoserine GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Homoserine GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Homoserine GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Homoserine GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Homoserine GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Homoserine GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Homoserine GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Homoserine GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Homoserine GC-MS (TBDMS_2_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Homoserine GC-MS (TBDMS_2_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-00di-9200000000-89f42491f91db334ecfc2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-0a4i-9000000000-d1859b3d67ed95698fa32012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-0abc-9100000000-eb77443ca02c8ccbe33a2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-00di-0900000000-395a3c4889481d35a3f72012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-00di-9300000000-634c194ce44ff0b3755f2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-004i-9300000000-0c6e3c4dd011ef8c64fd2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-000i-9000000000-d6e4f803999f61b58a6e2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-00di-0900000000-45ed6aea7015ba6e6ca52012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-00di-9400000000-30b57c9aabcc05806ce42012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-0fk9-9400000000-74b23d9b0819343ff3862012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-000i-9000000000-cde89cc67f5c874ed39c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-02t9-0891200000-72078b7028ff67e8adac2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-0002-9000000000-178d6a086fe4d5123d312012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-00kf-0900000000-1281df962d86401562552012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-02t9-0390000000-0afae0c03453d26542e62012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-014i-0891100000-48060b947316dc6313212012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-0002-9000000000-3427ff1b0434696ae9562012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-014i-0900000000-fd0f3bbc1a17c20a24752012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-03xr-0390000000-5a4fde017ce3426e8cd52012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOFsplash10-00di-5900000000-a5903a71e92a78624d032012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOFsplash10-00di-9100000000-422851033dffe854f5912012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOFsplash10-0ab9-9000000000-cd7b70e1ead33d38a19f2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOFsplash10-0a4l-9000000000-481d61466b1d0af71cc22012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOFsplash10-00di-9200000000-afddddfff24e50b7f8352012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Homoserine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOFsplash10-0gb9-1900000000-89eb5226702ae527a2be2012-08-31HMDB team, MONAView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)2012-12-04Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue Locations
  • Prostate
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified12.0 (11.3-17.0) uMAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedNormal details
FecesDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
UrineDetected and Quantified0.29 +/- 0.37 umol/mmol creatinineInfant (0-1 year old)BothNormal details
UrineDetected and Quantified42.047 +/- 15.123 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Normal
    • Analysis of 30 no...
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedCrohns disease details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedUlcerative colitis details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedUnclassified IBD details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
UrineDetected and Quantified29.691 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Eosinophilic esophagitis
    • Analysis of 30 no...
details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
  2. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  3. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Crohn's disease
  1. Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Ulcerative colitis
  1. Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Eosinophilic esophagitis
  1. Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.
Associated OMIM IDs
DrugBank IDDB04193
Phenol Explorer Compound IDNot Available
FooDB IDFDB006683
KNApSAcK IDC00001366
Chemspider ID12126
KEGG Compound IDC00263
BioCyc IDHOMO-SER
BiGG ID34437
Wikipedia LinkHomoserine
METLIN ID5687
PubChem Compound12647
PDB IDNot Available
ChEBI ID15699
Food Biomarker OntologyNot Available
VMH IDHOM_L
MarkerDB IDMDB00000235
Good Scents IDrw1253711
References
Synthesis ReferenceKokusenya, Yoshio; Matsuoka, Manabu. Synthesis of amino acids by electrochemical reduction. I. Synthesis of L-homoserine by electrochemical reduction of L-asparagine. Denki Kagaku oyobi Kogyo Butsuri Kagaku (1987), 55(2), 174-5.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. 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 ]
  2. Shoemaker JD, Elliott WH: Automated screening of urine samples for carbohydrates, organic and amino acids after treatment with urease. J Chromatogr. 1991 Jan 2;562(1-2):125-38. [PubMed:2026685 ]
  3. Gazarian KG, Gening LV, Gazarian TG: L-Homoserine: a novel excreted metabolic marker of hepatitis B abnormally produced in liver from methionine. Med Hypotheses. 2002 Apr;58(4):279-83. [PubMed:12027520 ]
  4. Compagnini A, Cunsolo V, Foti S, Saletti R: Improved accuracy in the matrix-assisted laser desorption/ionization-mass spectrometry determination of the molecular mass of cyanogen bromide fragments of proteins by post-cleavage reaction with tris(hydroxymethyl)aminomethane. Proteomics. 2001 Aug;1(8):967-74. [PubMed:11683513 ]