2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzaldehyde

• ChemBase ID: 150085
• Molecular Formular: C13H16O7
• Molecular Mass: 284.26194
• Monoisotopic Mass: 284.08960285
• SMILES: c1ccc(c(c1)C=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccccc2C=O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C13H16O7/c14-5-7-3-1-2-4-8(7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-5,9-13,15-18H,6H2/t9-,10-,11+,12-,13-/m1/s1
• InChIKey: BGOFCVIGEYGEOF-UJPOAAIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzaldehyde
• IUPAC Traditional name: 2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzaldehyde
• Synonyms: Salicylaldehyde-β-D-glucopyranoside; 2-(β-D-Glucopyranosyloxy)benzaldehyde; Helicin; Salicylaldehyde β-D-glucoside; Helicin; 水杨醛 β-D-葡糖苷; 水杨醛葡糖甙

Database IDs

• CAS Number: 618-65-5
• EC Number: 210-558-9
• MDL Number: MFCD00006589
• PubChem SID: 162244247; 24888215
• PubChem CID: 101799

CALCULATED PROPERTIES

• Acid pKa: 12.200111
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -0.88588536
• LogD (pH = 7.4): -0.88589215
• Log P: -0.88588524
• Molar Refractivity: 66.7673 cm^3
• Polarizability: 26.55922 Å^3
• Polar Surface Area: 116.45 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Pale Yellow Solid
• Melting Point: 174-176°C; 178 °C(lit.)
• Optical Rotation: [α]25/D -57.1°, c = 1.5 in H2O

Safety Information

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

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C13H16O7
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Sigma Aldrich - 851671

Packaging
1 g in glass bottle
250 mg in glass bottle