(3aS,6S,6aR)-2,2,6,6a-tetrahydroxy-3a-methyl-tetrahydro-2H-furo[2,3-d][1,3,2]dioxaborol-2-uide

• ChemBase ID: 125984
• Molecular Formular: C5H10BO7-
• Molecular Mass: 192.9397
• Monoisotopic Mass: 193.05195806
• SMILES: O[C@@H]1[C@]2(O[B-](O[C@]2(OC1)C)(O)O)O
• Canonical SMILES: O[C@H]1CO[C@]2([C@]1(O)O[B-](O2)(O)O)C
• InChI: InChI=1S/C5H10BO7/c1-4-5(8,3(7)2-11-4)13-6(9,10)12-4/h3,7-10H,2H2,1H3/q-1/t3-,4+,5+/m0/s1
• InChIKey: ACKRRKSNOOISSG-VPENINKCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,6S,6aR)-2,2,6,6a-tetrahydroxy-3a-methyl-tetrahydro-2H-furo[2,3-d][1,3,2]dioxaborol-2-uide
• IUPAC Traditional name: autoinducer-2
• Synonyms: Dihydroxy[(2S,3R,4S)-2-methyldihydro-; Autoinducer-2

Database IDs

• PubChem SID: 162220327
• PubChem CID: 446576
• Chemspider ID: 393894
• Wikipedia Title: Autoinducer-2

CALCULATED PROPERTIES

• Acid pKa: 9.88659
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -3.2505178
• LogD (pH = 7.4): -3.2519128
• Log P: -3.2505
• Molar Refractivity: 33.1879 cm^3
• Polarizability: 15.745888 Å^3
• Polar Surface Area: 108.61 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true