(3aS,4R,5S,6aR)-5-hydroxy-4-(hydroxymethyl)-hexahydro-2H-cyclopenta[b]furan-2-one

• ChemBase ID: 145028
• Molecular Formular: C8H12O4
• Molecular Mass: 172.17848
• Monoisotopic Mass: 172.07355886
• SMILES: C1[C@@H]([C@H]([C@H]2[C@@H]1OC(=O)C2)CO)O
• Canonical SMILES: OC[C@@H]1[C@@H](O)C[C@@H]2[C@H]1CC(=O)O2
• InChI: InChI=1S/C8H12O4/c9-3-5-4-1-8(11)12-7(4)2-6(5)10/h4-7,9-10H,1-3H2/t4-,5-,6-,7+/m0/s1
• InChIKey: VYTZWRCSPHQSFX-ZTYPAOSTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,4R,5S,6aR)-5-hydroxy-4-(hydroxymethyl)-hexahydro-2H-cyclopenta[b]furan-2-one
• IUPAC Traditional name: (3aS,4R,5S,6aR)-5-hydroxy-4-(hydroxymethyl)-hexahydrocyclopenta[b]furan-2-one
• Synonyms: (+)-Corey lactone; (3aS,4R,5S,6aR)-(+)-Hexahydro-5-hydroxy-4-(hydroxymethyl)-2H-cyclopenta[b]furan-2-one; (+)-科里内酯; (3aS,4R,5S,6aR)-(+)-六氢-5-羟基-4-(羟甲基)-2H-环戊并[b]呋喃-2-酮

Database IDs

• CAS Number: 76704-05-7
• MDL Number: MFCD00274285
• PubChem SID: 24868771; 162239238
• PubChem CID: 11084331

CALCULATED PROPERTIES

• Acid pKa: 14.680762
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.499766
• LogD (pH = 7.4): -1.499766
• Log P: -1.499766
• Molar Refractivity: 39.8477 cm^3
• Polarizability: 16.128157 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 114-118 °C(lit.)
• Optical Rotation: [α]20/D +44°, c = 2.3 in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C8H12O4

DETAILS

Sigma Aldrich - 453218

Packaging
250 mg in glass bottle