Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2006-08-12 21:50:34 UTC
Update Date2021-09-14 15:20:03 UTC
HMDB IDHMDB0003484
Secondary Accession Numbers
  • HMDB0006495
  • HMDB03484
  • HMDB06495
Metabolite Identification
Common NameO-Phosphohomoserine
DescriptionO-Phosphohomoserine, also known as homoserine phosphate, 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-Phosphohomoserine exists in all living species, ranging from bacteria to plants to humans. O-Phosphohomoserine has been detected, but not quantified in, several different foods, such as cape gooseberries (Physalis peruviana), green cabbages (Brassica oleracea var. sabauda L.), white bread, beech nuts (Fagus), and jerusalem artichokes (Helianthus tuberosus). This could make O-phosphohomoserine a potential biomarker for the consumption of these foods. O-Phosphohomoserine 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-Phosphohomoserine.
Structure
Data?1588881652
Synonyms
ValueSource
Homoserine phosphateChEBI
L-Homoserine, dihydrogen phosphate (ester)ChEBI
Homoserine phosphoric acidGenerator
L-Homoserine, dihydrogen phosphoric acid (ester)Generator
2-amino-4-Hydroxy-butyric acid phosphateHMDB
L-2-amino-4-Hydroxy-butyric acid dihydrogen phosphate (ester)HMDB
O-phospho-HomoserineHMDB
O-phospho-L-HomoserineHMDB
O-Phosphohomoserine, (DL)-isomerMeSH, HMDB
Chemical FormulaC4H10NO6P
Average Molecular Weight199.0991
Monoisotopic Molecular Weight199.024573569
IUPAC Name(2S)-2-amino-4-(phosphonooxy)butanoic acid
Traditional NameO-phosphohomoserine
CAS Registry Number4210-66-6
SMILES
N[C@@H](CCOP(O)(O)=O)C(O)=O
InChI Identifier
InChI=1S/C4H10NO6P/c5-3(4(6)7)1-2-11-12(8,9)10/h3H,1-2,5H2,(H,6,7)(H2,8,9,10)/t3-/m0/s1
InChI KeyFXDNYOANAXWZHG-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
  • Monoalkyl phosphate
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Fatty acid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Amine
  • Hydrocarbon derivative
  • Primary amine
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-3.82Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility18.1 g/LALOGPS
logP10(-2.3) g/LALOGPS
logP10(-3.2) g/LChemAxon
logS10(-1) g/LALOGPS
pKa (Strongest Acidic)1.52ChemAxon
pKa (Strongest Basic)9.46ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area130.08 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity37.78 m³·mol⁻¹ChemAxon
Polarizability15.86 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]+143.33831661259
DarkChem[M-H]-138.12631661259
DeepCCS[M+H]+132.77730932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
O-PhosphohomoserineN[C@@H](CCOP(O)(O)=O)C(O)=O2490.1Standard polar33892256
O-PhosphohomoserineN[C@@H](CCOP(O)(O)=O)C(O)=O1643.6Standard non polar33892256
O-PhosphohomoserineN[C@@H](CCOP(O)(O)=O)C(O)=O2001.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
O-Phosphohomoserine,1TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](N)CCOP(=O)(O)O1841.2Semi standard non polar33892256
O-Phosphohomoserine,1TMS,isomer #2C[Si](C)(C)OP(=O)(O)OCC[C@H](N)C(=O)O1889.7Semi standard non polar33892256
O-Phosphohomoserine,1TMS,isomer #3C[Si](C)(C)N[C@@H](CCOP(=O)(O)O)C(=O)O1924.6Semi standard non polar33892256
O-Phosphohomoserine,2TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](N)CCOP(=O)(O)O[Si](C)(C)C1862.8Semi standard non polar33892256
O-Phosphohomoserine,2TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](N)CCOP(=O)(O)O[Si](C)(C)C1852.5Standard non polar33892256
O-Phosphohomoserine,2TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](N)CCOP(=O)(O)O[Si](C)(C)C2910.8Standard polar33892256
O-Phosphohomoserine,2TMS,isomer #2C[Si](C)(C)N[C@@H](CCOP(=O)(O)O)C(=O)O[Si](C)(C)C1891.0Semi standard non polar33892256
O-Phosphohomoserine,2TMS,isomer #2C[Si](C)(C)N[C@@H](CCOP(=O)(O)O)C(=O)O[Si](C)(C)C1874.8Standard non polar33892256
O-Phosphohomoserine,2TMS,isomer #2C[Si](C)(C)N[C@@H](CCOP(=O)(O)O)C(=O)O[Si](C)(C)C3016.8Standard polar33892256
O-Phosphohomoserine,2TMS,isomer #3C[Si](C)(C)OP(=O)(OCC[C@H](N)C(=O)O)O[Si](C)(C)C1911.2Semi standard non polar33892256
O-Phosphohomoserine,2TMS,isomer #3C[Si](C)(C)OP(=O)(OCC[C@H](N)C(=O)O)O[Si](C)(C)C1823.4Standard non polar33892256
O-Phosphohomoserine,2TMS,isomer #3C[Si](C)(C)OP(=O)(OCC[C@H](N)C(=O)O)O[Si](C)(C)C2953.7Standard polar33892256
O-Phosphohomoserine,2TMS,isomer #4C[Si](C)(C)N[C@@H](CCOP(=O)(O)O[Si](C)(C)C)C(=O)O1957.3Semi standard non polar33892256
O-Phosphohomoserine,2TMS,isomer #4C[Si](C)(C)N[C@@H](CCOP(=O)(O)O[Si](C)(C)C)C(=O)O1864.7Standard non polar33892256
O-Phosphohomoserine,2TMS,isomer #4C[Si](C)(C)N[C@@H](CCOP(=O)(O)O[Si](C)(C)C)C(=O)O2755.9Standard polar33892256
O-Phosphohomoserine,2TMS,isomer #5C[Si](C)(C)N([C@@H](CCOP(=O)(O)O)C(=O)O)[Si](C)(C)C2039.9Semi standard non polar33892256
O-Phosphohomoserine,2TMS,isomer #5C[Si](C)(C)N([C@@H](CCOP(=O)(O)O)C(=O)O)[Si](C)(C)C1958.9Standard non polar33892256
O-Phosphohomoserine,2TMS,isomer #5C[Si](C)(C)N([C@@H](CCOP(=O)(O)O)C(=O)O)[Si](C)(C)C3159.1Standard polar33892256
O-Phosphohomoserine,3TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](N)CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1894.8Semi standard non polar33892256
O-Phosphohomoserine,3TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](N)CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1933.0Standard non polar33892256
O-Phosphohomoserine,3TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](N)CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2587.5Standard polar33892256
O-Phosphohomoserine,3TMS,isomer #2C[Si](C)(C)N[C@@H](CCOP(=O)(O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1949.3Semi standard non polar33892256
O-Phosphohomoserine,3TMS,isomer #2C[Si](C)(C)N[C@@H](CCOP(=O)(O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1948.3Standard non polar33892256
O-Phosphohomoserine,3TMS,isomer #2C[Si](C)(C)N[C@@H](CCOP(=O)(O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2465.8Standard polar33892256
O-Phosphohomoserine,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CCOP(=O)(O)O)N([Si](C)(C)C)[Si](C)(C)C2046.2Semi standard non polar33892256
O-Phosphohomoserine,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CCOP(=O)(O)O)N([Si](C)(C)C)[Si](C)(C)C2032.9Standard non polar33892256
O-Phosphohomoserine,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CCOP(=O)(O)O)N([Si](C)(C)C)[Si](C)(C)C2790.9Standard polar33892256
O-Phosphohomoserine,3TMS,isomer #4C[Si](C)(C)N[C@@H](CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O1999.6Semi standard non polar33892256
O-Phosphohomoserine,3TMS,isomer #4C[Si](C)(C)N[C@@H](CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O1954.6Standard non polar33892256
O-Phosphohomoserine,3TMS,isomer #4C[Si](C)(C)N[C@@H](CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O2335.4Standard polar33892256
O-Phosphohomoserine,3TMS,isomer #5C[Si](C)(C)OP(=O)(O)OCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2066.1Semi standard non polar33892256
O-Phosphohomoserine,3TMS,isomer #5C[Si](C)(C)OP(=O)(O)OCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2001.7Standard non polar33892256
O-Phosphohomoserine,3TMS,isomer #5C[Si](C)(C)OP(=O)(O)OCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2564.2Standard polar33892256
O-Phosphohomoserine,4TMS,isomer #1C[Si](C)(C)N[C@@H](CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1996.0Semi standard non polar33892256
O-Phosphohomoserine,4TMS,isomer #1C[Si](C)(C)N[C@@H](CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2022.3Standard non polar33892256
O-Phosphohomoserine,4TMS,isomer #1C[Si](C)(C)N[C@@H](CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2144.8Standard polar33892256
O-Phosphohomoserine,4TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](CCOP(=O)(O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2064.9Semi standard non polar33892256
O-Phosphohomoserine,4TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](CCOP(=O)(O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2065.3Standard non polar33892256
O-Phosphohomoserine,4TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](CCOP(=O)(O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2353.1Standard polar33892256
O-Phosphohomoserine,4TMS,isomer #3C[Si](C)(C)OP(=O)(OCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2087.9Semi standard non polar33892256
O-Phosphohomoserine,4TMS,isomer #3C[Si](C)(C)OP(=O)(OCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2074.8Standard non polar33892256
O-Phosphohomoserine,4TMS,isomer #3C[Si](C)(C)OP(=O)(OCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2233.2Standard polar33892256
O-Phosphohomoserine,5TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2107.8Semi standard non polar33892256
O-Phosphohomoserine,5TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2104.2Standard non polar33892256
O-Phosphohomoserine,5TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2127.4Standard polar33892256
O-Phosphohomoserine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCOP(=O)(O)O2088.5Semi standard non polar33892256
O-Phosphohomoserine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OP(=O)(O)OCC[C@H](N)C(=O)O2115.9Semi standard non polar33892256
O-Phosphohomoserine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CCOP(=O)(O)O)C(=O)O2151.1Semi standard non polar33892256
O-Phosphohomoserine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCOP(=O)(O)O[Si](C)(C)C(C)(C)C2280.9Semi standard non polar33892256
O-Phosphohomoserine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCOP(=O)(O)O[Si](C)(C)C(C)(C)C2293.8Standard non polar33892256
O-Phosphohomoserine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCOP(=O)(O)O[Si](C)(C)C(C)(C)C3021.2Standard polar33892256
O-Phosphohomoserine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CCOP(=O)(O)O)C(=O)O[Si](C)(C)C(C)(C)C2319.1Semi standard non polar33892256
O-Phosphohomoserine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CCOP(=O)(O)O)C(=O)O[Si](C)(C)C(C)(C)C2312.0Standard non polar33892256
O-Phosphohomoserine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CCOP(=O)(O)O)C(=O)O[Si](C)(C)C(C)(C)C3071.6Standard polar33892256
O-Phosphohomoserine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(OCC[C@H](N)C(=O)O)O[Si](C)(C)C(C)(C)C2330.0Semi standard non polar33892256
O-Phosphohomoserine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(OCC[C@H](N)C(=O)O)O[Si](C)(C)C(C)(C)C2264.4Standard non polar33892256
O-Phosphohomoserine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(OCC[C@H](N)C(=O)O)O[Si](C)(C)C(C)(C)C3012.4Standard polar33892256
O-Phosphohomoserine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@@H](CCOP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O2372.0Semi standard non polar33892256
O-Phosphohomoserine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@@H](CCOP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O2310.9Standard non polar33892256
O-Phosphohomoserine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@@H](CCOP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O2866.4Standard polar33892256
O-Phosphohomoserine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)N([C@@H](CCOP(=O)(O)O)C(=O)O)[Si](C)(C)C(C)(C)C2477.2Semi standard non polar33892256
O-Phosphohomoserine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)N([C@@H](CCOP(=O)(O)O)C(=O)O)[Si](C)(C)C(C)(C)C2370.4Standard non polar33892256
O-Phosphohomoserine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)N([C@@H](CCOP(=O)(O)O)C(=O)O)[Si](C)(C)C(C)(C)C3127.5Standard polar33892256
O-Phosphohomoserine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2519.4Semi standard non polar33892256
O-Phosphohomoserine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2471.6Standard non polar33892256
O-Phosphohomoserine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2765.7Standard polar33892256
O-Phosphohomoserine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CCOP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2559.1Semi standard non polar33892256
O-Phosphohomoserine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CCOP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2530.5Standard non polar33892256
O-Phosphohomoserine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CCOP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2715.2Standard polar33892256
O-Phosphohomoserine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCOP(=O)(O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2685.5Semi standard non polar33892256
O-Phosphohomoserine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCOP(=O)(O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2618.2Standard non polar33892256
O-Phosphohomoserine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCOP(=O)(O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2930.8Standard polar33892256
O-Phosphohomoserine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@@H](CCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O2618.1Semi standard non polar33892256
O-Phosphohomoserine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@@H](CCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O2505.8Standard non polar33892256
O-Phosphohomoserine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@@H](CCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O2623.6Standard polar33892256
O-Phosphohomoserine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OP(=O)(O)OCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2704.8Semi standard non polar33892256
O-Phosphohomoserine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OP(=O)(O)OCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2589.4Standard non polar33892256
O-Phosphohomoserine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OP(=O)(O)OCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2773.7Standard polar33892256
O-Phosphohomoserine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCOP(=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)C2793.7Semi standard non polar33892256
O-Phosphohomoserine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCOP(=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)C2667.6Standard non polar33892256
O-Phosphohomoserine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCOP(=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)C2563.6Standard polar33892256
O-Phosphohomoserine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCOP(=O)(O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2930.2Semi standard non polar33892256
O-Phosphohomoserine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCOP(=O)(O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2778.6Standard non polar33892256
O-Phosphohomoserine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCOP(=O)(O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2680.0Standard polar33892256
O-Phosphohomoserine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(OCC[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)C2953.2Semi standard non polar33892256
O-Phosphohomoserine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(OCC[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)C2730.9Standard non polar33892256
O-Phosphohomoserine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(OCC[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)C2592.4Standard polar33892256
O-Phosphohomoserine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCOP(=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)C3149.0Semi standard non polar33892256
O-Phosphohomoserine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCOP(=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)C2889.4Standard non polar33892256
O-Phosphohomoserine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCOP(=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)C2598.4Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - O-Phosphohomoserine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9300000000-32eaea5dd0559c46626e2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - O-Phosphohomoserine GC-MS (1 TMS) - 70eV, Positivesplash10-00dj-9740000000-c08eab2934811bd8ba172017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - O-Phosphohomoserine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - O-Phosphohomoserine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Phosphohomoserine 10V, Positive-QTOFsplash10-0udi-2920000000-4ad8858fcdd6c72351812015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Phosphohomoserine 20V, Positive-QTOFsplash10-0pb9-9400000000-0f8e18482c6cb4d656402015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Phosphohomoserine 40V, Positive-QTOFsplash10-0a4i-9100000000-5e53d50c26289d23a51d2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Phosphohomoserine 10V, Negative-QTOFsplash10-0002-6900000000-7771f160a034ddf9f1b52015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Phosphohomoserine 20V, Negative-QTOFsplash10-004i-9100000000-8d6f322a6a23b88228962015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Phosphohomoserine 40V, Negative-QTOFsplash10-004i-9000000000-a90f429c8931d6b689152015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Phosphohomoserine 10V, Negative-QTOFsplash10-0002-9000000000-94d81f86136a653c973b2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Phosphohomoserine 20V, Negative-QTOFsplash10-004i-9000000000-a5e502a2627af2048a1f2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Phosphohomoserine 40V, Negative-QTOFsplash10-004i-9000000000-a5e502a2627af2048a1f2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Phosphohomoserine 10V, Positive-QTOFsplash10-0a4i-9300000000-ba13bc26408fc381d7062021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Phosphohomoserine 20V, Positive-QTOFsplash10-0a4i-9000000000-1371bda97f3f9586cda82021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Phosphohomoserine 40V, Positive-QTOFsplash10-0a4i-9000000000-2f91689a76e6cee9ff4d2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023182
KNApSAcK IDC00007385
Chemspider ID133252
KEGG Compound IDC01102
BioCyc IDO-PHOSPHO-L-HOMOSERINE
BiGG ID36811
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound151187
PDB IDNot Available
ChEBI ID15961
Food Biomarker OntologyNot Available
VMH IDPHOM
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Connick JH, Heywood GC, Smith DA, Stone TW: O-phosphohomoserine, a naturally occurring analogue of phosphonate amino acid antagonists, is an N-methyl-D-aspartate (NMDA) antagonist in rat hippocampus. Neurosci Lett. 1986 Jul 24;68(2):249-51. [PubMed:3528930 ]
  2. Donini S, Percudani R, Credali A, Montanini B, Sartori A, Peracchi A: A threonine synthase homolog from a mammalian genome. Biochem Biophys Res Commun. 2006 Dec 1;350(4):922-8. Epub 2006 Sep 29. [PubMed:17034760 ]
  3. Sun G, Yang K, Zhao Z, Guan S, Han X, Gross RW: Shotgun metabolomics approach for the analysis of negatively charged water-soluble cellular metabolites from mouse heart tissue. Anal Chem. 2007 Sep 1;79(17):6629-40. Epub 2007 Aug 1. [PubMed:17665876 ]