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

• ChemBase ID: 4093
• Molecular Formular: C3H8NO6P
• Molecular Mass: 185.072481
• Monoisotopic Mass: 185.00892361
• SMILES: N[C@@H](COP(=O)(O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@H](COP(=O)(O)O)N
• InChI: 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
• InChIKey: BZQFBWGGLXLEPQ-REOHCLBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(phosphonooxy)propanoic acid
• IUPAC Traditional name: phosphoserine; phosphonoserine
• Synonyms: O-Phospho-L-serine; Phosphoserine; L-2-Amino-3-hydroxypropanoic acid 3-phosphate; L-Serine O-phosphate; L-SOP; O-PHOSPHO-L-SERINE; Phosphonoserine; L-丝氨酸O-磷酸; O-磷酸-L-丝氨酸; L-2-氨基-3-羟基丙酸3-磷酸

Database IDs

• CAS Number: 407-41-0
• EC Number: 206-986-0
• MDL Number: MFCD00065935
• Beilstein Number: 1726826
• PubChem SID: 46505297; 160967526; 24277998
• PubChem CID: 106; 68841
• CHEBI ID: 15811
• CHEMBL: 284377
• Chemspider ID: 62074
• DrugBank ID: DB04522
• MeSH Name: Phosphoserine
• Unique Ingredient Identifier: VI4F0K069V
• Wikipedia Title: Phosphoserine

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.1985006
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -6.087564
• LogD (pH = 7.4): -7.322204
• Log P: -3.180275
• Molar Refractivity: 32.9139 cm^3
• Polarizability: 13.703259 Å^3
• Polar Surface Area: 130.08 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.32
• LOG S: -0.97
• Solubility (Water): 1.99e+01 g/l

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL, clear, colorless to slightly yellow (hot)
• Melting Point: 180-190°C; 190 °C(lit.)

Safety Information

• Storage Condition: 2-8°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... GRM4(2914), GRM7(2917), GRM8(2918)

Product Information

• Purity: ~95% (TLC)
• Impurities: ≤2% water
• Linear Formula: (HO)2P(O)OCH2CH(NH2)CO2H

DETAILS

MP Biomedicals - 02105189

Crystalline

MP Biomedicals - 05225490

MP Biomedicals Rare Chemical collection

DrugBank - DB04522

• Drug Groups: experimental
• Description: The phosphoric acid ester of serine. [PubChem]

Sigma Aldrich - P0878

Biochem/physiol Actions
III 组亲代谢型谷氨酸受体激动剂（mGluR4、mGluR7 和 mGluR8）。
包装
10 mg in autosmp vl

Sigma Aldrich - 79715

Biochem/physiol Actions
Group III metabotropic glutamate receptor agonist (mGluR4, mGluR7, and mGluR8).