(3'aS,6'aR)-4'-hydroxy-tetrahydrospiro[cyclohexane-1,2'-furo[3,4-d][1,3]dioxole]-6'-one

• ChemBase ID: 148815
• Molecular Formular: C10H14O5
• Molecular Mass: 214.21516
• Monoisotopic Mass: 214.08412355
• SMILES: C1CCC2(CC1)O[C@H]1[C@@H](O2)C(=O)OC1O
• Canonical SMILES: OC1OC(=O)[C@H]2[C@@H]1OC1(O2)CCCCC1
• InChI: InChI=1S/C10H14O5/c11-8-6-7(9(12)13-8)15-10(14-6)4-2-1-3-5-10/h6-8,11H,1-5H2/t6-,7+,8?/m0/s1
• InChIKey: GHGRKHAVPBZSIH-KJFJCRTCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3'aS,6'aR)-4'-hydroxy-tetrahydrospiro[cyclohexane-1,2'-furo[3,4-d][1,3]dioxole]-6'-one
• IUPAC Traditional name: (3'aS,6'aR)-4'-hydroxy-dihydro-3'aH-spiro[cyclohexane-1,2'-furo[3,4-d][1,3]dioxole]-6'-one
• Synonyms: (+)-2,3-Cyclohexylidene-L-erythruronic acid; (3'aR,6'aS)-Dihydro-6'-hydroxy-spiro[cyclohexane-1,2'-furo[3,4-d][1,3]dioxol]-4'(3'aH)-one; (2R,3S)-2,3,4-Trihydroxy-γ-butyrolactone 2,3-Cyclohexyl Ketal; (+)-2,3-亚环己基-L-血尿酸

Database IDs

• CAS Number: 85281-85-2; 186803-48-5
• MDL Number: MFCD09998203
• Beilstein Number: 5338165
• PubChem SID: 162242989; 24878145
• PubChem CID: 13939830

CALCULATED PROPERTIES

• Acid pKa: 11.18378
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.1081855
• LogD (pH = 7.4): 1.1081151
• Log P: 1.1081864
• Molar Refractivity: 47.8271 cm^3
• Polarizability: 19.88511 Å^3
• Polar Surface Area: 64.99 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 102-105 °C(lit.); 93-95°C
• Optical Rotation: [α]20/D -10°, c = 1 in methanol

Safety Information

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

Product Information

• Purity: 96%
• Empirical Formula (Hill Notation): C10H14O5

DETAILS

Sigma Aldrich - 536245

Packaging
1 g in glass bottle

Toronto Research Chemicals - T795070

Mannostatin intermediate.