(2S)-2-amino-2-(3,5-dihydroxyphenyl)acetic acid hydrate

• ChemBase ID: 156045
• Molecular Formular: C8H11NO5
• Molecular Mass: 201.17664
• Monoisotopic Mass: 201.06372246
• SMILES: c1c(cc(cc1O)O)[C@@H](C(=O)O)N.O
• Canonical SMILES: OC(=O)[C@H](c1cc(O)cc(c1)O)N.O
• InChI: InChI=1S/C8H9NO4.H2O/c9-7(8(12)13)4-1-5(10)3-6(11)2-4;/h1-3,7,10-11H,9H2,(H,12,13);1H2/t7-;/m0./s1
• InChIKey: QZEFIWWBQUKNFA-FJXQXJEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-2-(3,5-dihydroxyphenyl)acetic acid hydrate
• IUPAC Traditional name: L-3,5-dihydroxyphenylglycine hydrate
• Synonyms: S-DHPG; (S)-3,5-Dihydroxyphenylglycine hydrate

Database IDs

• CAS Number: 162870-29-3(anhydrous)
• MDL Number: MFCD11044457
• PubChem SID: 24278366; 162250183
• PubChem CID: 16219238

CALCULATED PROPERTIES

• Acid pKa: 1.3678399
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.0805488
• LogD (pH = 7.4): -2.1609702
• Log P: -2.0798402
• Molar Refractivity: 44.3231 cm^3
• Polarizability: 17.332796 Å^3
• Polar Surface Area: 103.78 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: white powder

Safety Information

• Storage Condition: desiccated; protect from light
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... GRM1(2911)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C8H9NO4 · xH2O

DETAILS

Sigma Aldrich - D3689

Biochem/physiol Actions
(S)-3,5-Dihydroxyphenylglycine hydrate is a group I metabotropic glutamate receptor agonist.
Caution
air sensitive