(3'aR,5'S,6'S,6'aR)-6'-[(3'aR,5'S,6'S,6'aR)-6'-hydroxy-tetrahydrospiro[cyclohexane-1,2'-furo[2,3-d][1,3]dioxole]-5'-yl(hydroxy)methoxy]-tetrahydrospiro[cyclohexane-1,2'-furo[2,3-d][1,3]dioxole]-5'-carbaldehyde

• ChemBase ID: 150250
• Molecular Formular: C22H32O10
• Molecular Mass: 456.48348
• Monoisotopic Mass: 456.19954722
• SMILES: C1CCC2(CC1)O[C@@H]1[C@H]([C@H](O[C@@H]1O2)C(O)O[C@H]1[C@H](O[C@H]2[C@@H]1OC1(O2)CCCCC1)C=O)O
• Canonical SMILES: O=C[C@H]1O[C@H]2[C@@H]([C@H]1OC([C@H]1O[C@H]3[C@@H]([C@H]1O)OC1(O3)CCCCC1)O)OC1(O2)CCCCC1
• InChI: InChI=1S/C22H32O10/c23-11-12-14(17-20(26-12)32-22(30-17)9-5-2-6-10-22)27-18(25)15-13(24)16-19(28-15)31-21(29-16)7-3-1-4-8-21/h11-20,24-25H,1-10H2/t12-,13+,14+,15+,16-,17-,18?,19-,20-/m1/s1
• InChIKey: ZFTDWXNWWOYVDC-SPIWHNKXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3'aR,5'S,6'S,6'aR)-6'-[(3'aR,5'S,6'S,6'aR)-6'-hydroxy-tetrahydrospiro[cyclohexane-1,2'-furo[2,3-d][1,3]dioxole]-5'-yl(hydroxy)methoxy]-tetrahydrospiro[cyclohexane-1,2'-furo[2,3-d][1,3]dioxole]-5'-carbaldehyde
• IUPAC Traditional name: (3'aR,5'S,6'S,6'aR)-6'-[(3'aR,5'S,6'S,6'aR)-6'-hydroxy-tetrahydrospiro[cyclohexane-1,2'-furo[2,3-d][1,3]dioxole]-5'-yl(hydroxy)methoxy]-tetrahydrospiro[cyclohexane-1,2'-furo[2,3-d][1,3]dioxole]-5'-carbaldehyde
• Synonyms: 1,2-O-Cyclohexylidene-α-D-xylopentodialdo-1,4-furanose dimer; 1,2-O-亚环己基-α-D-木五二醛-1,4-呋喃糖二聚体

Database IDs

• CAS Number: 15356-27-1
• MDL Number: MFCD03093921
• PubChem SID: 162244411; 24877542
• PubChem CID: 16216914

CALCULATED PROPERTIES

• Acid pKa: 11.162696
• H Acceptors: 10
• H Donor: 2
• LogD (pH = 5.5): 2.2687557
• LogD (pH = 7.4): 2.2686818
• Log P: 2.2687566
• Molar Refractivity: 104.2704 cm^3
• Polarizability: 43.304077 Å^3
• Polar Surface Area: 122.14 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 187-191 °C(lit.)
• Optical Rotation: [α]20/D +32.5°, c = 2 in chloroform

Safety Information

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

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C11H16O5

DETAILS

Sigma Aldrich - 533181

Packaging
1 g in glass bottle