2-{[(2,4-dicarboxybutyl)(hydroxy)phosphoryl]methyl}pentanedioic acid

• ChemBase ID: 155716
• Molecular Formular: C12H19O10P
• Molecular Mass: 354.247021
• Monoisotopic Mass: 354.07158344
• SMILES: C(CC(=O)O)C(CP(=O)(CC(CCC(=O)O)C(=O)O)O)C(=O)O
• Canonical SMILES: OC(=O)C(CP(=O)(CC(C(=O)O)CCC(=O)O)O)CCC(=O)O
• InChI: InChI=1S/C12H19O10P/c13-9(14)3-1-7(11(17)18)5-23(21,22)6-8(12(19)20)2-4-10(15)16/h7-8H,1-6H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20)(H,21,22)
• InChIKey: SGRJLTOOQLQDRH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(2,4-dicarboxybutyl)(hydroxy)phosphoryl]methyl}pentanedioic acid
• IUPAC Traditional name: 2-{[2,4-dicarboxybutyl(hydroxy)phosphoryl]methyl}pentanedioic acid
• Synonyms: 4,4′-Phosphinicobis(butane-1,3-dicarboxylic acid); PBDA

Database IDs

• CAS Number: 229472-51-9
• MDL Number: MFCD03095565
• PubChem SID: 162249854
• PubChem CID: 4408

CALCULATED PROPERTIES

• Acid pKa: 1.8962909
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -8.992995
• LogD (pH = 7.4): -15.883206
• Log P: -1.314
• Molar Refractivity: 73.3847 cm^3
• Polarizability: 29.218487 Å^3
• Polar Surface Area: 186.5 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: liquid

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 3265
• 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: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3265 8/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: >95% (NMR)
• Empirical Formula (Hill Notation): C12H19O10P

DETAILS

Sigma Aldrich - P2238

Application
Potent inhibitor of glutamate carboxypeptidase II (NAAG peptidase), selective mGluR3-metabotropic glutamate receptor- agonist.