(2-aminoethoxy)phosphonic acid

• ChemBase ID: 3989
• Molecular Formular: C2H8NO4P
• Molecular Mass: 141.062981
• Monoisotopic Mass: 141.01909437
• SMILES: NCCOP(=O)(O)O
• Canonical SMILES: NCCOP(=O)(O)O
• InChI: InChI=1S/C2H8NO4P/c3-1-2-7-8(4,5)6/h1-3H2,(H2,4,5,6)
• InChIKey: SUHOOTKUPISOBE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-aminoethoxy)phosphonic acid
• IUPAC Traditional name: phosphorylethanolamine; colamine phosphoric acid
• Synonyms: O-Phosphorylethanolamine; Phosphorylethanolamine; 2-Aminoethanol 1-(Dihydrogen Phosphate); 2-Aminoethanol Dihydrogen Phosphate Ester; 2-Aminoethanol Phosphate; Phosphoric Acid 2-Aminoethyl Ester; 2-Aminoethanol O-Phosphate; Colamine phosphate; Ethanolamine O-Phosphate; Mono(2-aminoethyl) phosphate; Monoaminoethyl Phosphate; NSC 254167; Phosphoethanolamine; Phosphonoethanolamine; COLAMINE ACID PHOSPHATE; O-Phosphorylethanolamine; O-Phosphocolamine; O-Phosphoethanolamine; Colamine phosphoric acid; 2-Aminoethyl dihydrogen phosphate; 2-Aminoethyl dihydrogen phosphate; Colaminephosphoric acid; Colamine Phosphoric Acid; 2-氨乙基磷酸二氢; O-磷酸乙醇胺; 磷酰乙醇胺; 磷酸乙醇胺; O-磷酸乙醇胺; 2-氨基乙醇-1-磷酸; 乙醇胺磷酸酯; 2-氨乙基磷酸二氢

Database IDs

• CAS Number: 1071-23-4
• EC Number: 213-988-5
• MDL Number: MFCD00008178
• Beilstein Number: 1758916
• PubChem SID: 160967424; 24898109
• PubChem CID: 1015
• CHEBI ID: 17553
• CHEMBL: 146972
• Chemspider ID: 990
• DrugBank ID: DB04403
• MeSH Name: phosphorylethanolamine
• Wikipedia Title: Phosphorylethanolamine

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5391794
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.484334
• LogD (pH = 7.4): -3.3307736
• Log P: -2.4512987
• Molar Refractivity: 27.084 cm^3
• Polarizability: 11.116988 Å^3
• Polar Surface Area: 92.78 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.54
• LOG S: -0.74
• Solubility (Water): 2.58e+01 g/l

PROPERTIES

Physical Property

• Apperance: white powder
• Melting Point: 235-240 °C; 241-243 °C(lit.)

Safety Information

• RTECS: KJ5830000
• European Hazard Symbols: Toxic (T)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: ≥99.0% (T); 98%
• Linear Formula: H2N(CH2)2OP(O)(OH)2; NH2CH2CH2OPO3H2

DETAILS

MP Biomedicals - 05206907

MP Biomedicals Rare Chemical collection

DrugBank - DB04403

Drug information: experimental

Sigma Aldrich - P0503

包装
1 g in poly tube
10 mg in autosmp vl
5, 25, 100, 500 g in poly bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. P0503.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 292869

Packaging
25 g in glass bottle

Sigma Aldrich - 27640

Other Notes
Potent inhibitor of ornithine decarboxylase1

Toronto Research Chemicals - P360900

Phosphorylethanolamine is used in the synthesis of Sphingomyelin, a type of sphingolipid found in animal cell membrane.

REFERENCES

• Myller, A.T. et al.: Appl. Surf. Sci., 257, 1616 (2010)