(4S,7S,7aR)-7-hydroxy-4-methoxy-2H,4H,6H,7H,7aH-furo[3,2-c]pyran-2-one

• ChemBase ID: 167689
• Molecular Formular: C8H10O5
• Molecular Mass: 186.162
• Monoisotopic Mass: 186.05282342
• SMILES: O1C[C@@H]([C@H]2C(=CC(=O)O2)[C@H]1OC)O
• Canonical SMILES: CO[C@H]1OC[C@@H]([C@H]2C1=CC(=O)O2)O
• InChI: InChI=1S/C8H10O5/c1-11-8-4-2-6(10)13-7(4)5(9)3-12-8/h2,5,7-9H,3H2,1H3/t5-,7+,8-/m0/s1
• InChIKey: VFVYCHOMLNCURP-ARDNSNSESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,7S,7aR)-7-hydroxy-4-methoxy-2H,4H,6H,7H,7aH-furo[3,2-c]pyran-2-one
• IUPAC Traditional name: (4S,7S,7aR)-7-hydroxy-4-methoxy-4H,6H,7H,7aH-furo[3,2-c]pyran-2-one
• Synonyms: [4S-(4α,7β,7aα)]-7,7a-Dihydro-7-hydroxy-4-methoxy-4H-furo[3,2-c]pyran-2(6H)-one

Database IDs

• CAS Number: 123251-08-1
• PubChem SID: 162261822
• PubChem CID: 14865162

CALCULATED PROPERTIES

• Acid pKa: 1.0287434
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -3.584579
• LogD (pH = 7.4): -3.611997
• Log P: -0.32085803
• Molar Refractivity: 41.5001 cm^3
• Polarizability: 16.7042 Å^3
• Polar Surface Area: 64.99 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - D449410

Patulin intermediate.