(2R,3R,4S,5S,6R)-2-{[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol hydrate

• ChemBase ID: 102590
• Molecular Formular: C18H34O17
• Molecular Mass: 522.45236
• Monoisotopic Mass: 522.17959963
• SMILES: O1[C@H](CO)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)CO)CO.O
• Canonical SMILES: OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@H](O[C@@]2(CO)O[C@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)CO)[C@@H]([C@H]([C@@H]1O)O)O.O
• InChI: InChI=1S/C18H32O16.H2O/c19-1-5-8(23)11(26)13(28)16(30-5)32-15-10(25)7(3-21)33-18(15,4-22)34-17-14(29)12(27)9(24)6(2-20)31-17;/h5-17,19-29H,1-4H2;1H2/t5-,6-,7-,8-,9-,10-,11+,12+,13-,14-,15+,16-,17-,18+;/m1./s1
• InChIKey: CFXAVQUXSYFPDE-ZDVKUAOASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6R)-2-{[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol hydrate; (2R,3R,4S,5S,6R)-2-{[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol hydrate
• IUPAC Traditional name: melezitose hydrate; (2R,3R,4S,5S,6R)-2-{[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol hydrate
• Synonyms: O-α-D-Glucopyranosyl-[1-3]-O-β-D-fructofuranosyl-[2-1]-α-D-glucopyranoside; D-(+)-MELEZITOSE MONOHYDRATE; (2R,3R,4S,5S,6R)-2-{[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol hydrate; α-D-Glc-[1→3]-β-D-Fru-[2→1]-α-D-Glc; D-(+)-Melezitose hydrate; O-α-D-Glucopyranosyl-(1→3)-β-D-fructofuranosyl-α-D-glucopyranoside; D-(+)-Melezitose monohydrate; D-(+)-松三糖 水合物; O-α-D-吡喃葡萄糖基-(1→3)-β-D-呋喃果糖基-α-D-吡喃葡萄糖苷; D-(+)-松三糖 一水合物; D-(+)-松三糖.一水合物

Database IDs

• CAS Number: 10030-67-8; 207511-10-2; 597-12-6
• EC Number: 209-894-9
• MDL Number: MFCD00149448
• Beilstein Number: 99539
• Merck Index: 145819
• PubChem SID: 24882759; 24896820; 162088488
• PubChem CID: 16217716

CALCULATED PROPERTIES

• Acid pKa: 11.86161
• H Acceptors: 16
• H Donor: 11
• LogD (pH = 5.5): -6.2996707
• LogD (pH = 7.4): -6.2996855
• Log P: -6.2996707
• Molar Refractivity: 101.1874 cm^3
• Polarizability: 42.784054 Å^3
• Polar Surface Area: 268.68 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL, clear, colorless
• Melting Point: ~156 °C (dec.); 156-162°C; 160 °C (dec.)(lit.); ca 160°C dec.
• Optical Rotation: [α]20/D +88±2°, c = 4% in H2O; [α]23/D +85.9°, c = 4 in H2O; +88 (c=4 in water)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Hygroscopic
• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99% (HPLC); ≥99.0%; ≥99.0% (HPLC); 99%
• Grade: for microbiology
• Salt Data: H2O
• Ignition Residue: ≤0.1% (as SO4)
• Cation Traces: As: ≤0.1 mg/kg; Ca: ≤500 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Mg: ≤10 mg/kg; Mn: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤500 mg/kg
• Quality Level: PREMIUM
• Empirical Formula (Hill Notation): C18H32O16 · H2O; C18H32O16 · xH2O

DETAILS

MP Biomedicals - 02102258

Monohydrate
Crystalline