(2S,3S,5R)-2-{[(3R,5S,6S)-6-{[(2S,3R,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol; methane

• ChemBase ID: 177243
• Molecular Formular: C19H36O16
• Molecular Mass: 520.47954
• Monoisotopic Mass: 520.20033507
• SMILES: O1[C@H](OCC2O[C@H]([C@H](O)C([C@H]2O)O)O[C@]2([C@@H](C([C@H](O2)CO)O)O)CO)[C@H](O)C([C@H](C1CO)O)O.C
• Canonical SMILES: OC[C@H]1O[C@@]([C@@H](C1O)O)(CO)O[C@@H]1OC(CO[C@H]2OC(CO)[C@@H](C([C@H]2O)O)O)[C@@H](C([C@H]1O)O)O.C
• InChI: InChI=1S/C18H32O16.CH4/c19-1-5-8(22)11(25)13(27)16(31-5)30-3-7-9(23)12(26)14(28)17(32-7)34-18(4-21)15(29)10(24)6(2-20)33-18;/h5-17,19-29H,1-4H2;1H4/t5?,6-,7?,8+,9+,10?,11?,12?,13+,14+,15-,16+,17+,18+;/m1./s1
• InChIKey: SFSCFFKEHWZPFS-YYVJYEDXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,5R)-2-{[(3R,5S,6S)-6-{[(2S,3R,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol; methane
• IUPAC Traditional name: (2S,3S,5R)-2-{[(3R,5S,6S)-6-{[(2S,3R,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol; methane
• Synonyms: β-D-Fructofuranosyl-O-a-D-galactopyranosyl-(1→6)-α-D-glucopyranoside; Raffinose Pentahydrate; D-(+)-Raffinose Pentahydrate; D-Raffinose Pentahydrate; Gossypose Pentahydrate; Melitose Pentahydrate; Melitriose Pentahydrate; NSC 170228 Pentahydrate; Nittenraffinose Pentahydrate; D-(+)-Raffinose Pentahydrate

Database IDs

• CAS Number: 17629-30-0
• PubChem SID: 164233153
• PubChem CID: 71751915

CALCULATED PROPERTIES

• Acid pKa: 11.695274
• H Acceptors: 16
• H Donor: 11
• LogD (pH = 5.5): -6.2996707
• LogD (pH = 7.4): -6.2996926
• 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: Methanol; Water
• Apperance: White Solid
• Melting Point: 80-82°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - R073000

D-(+)-Raffinose is a trisaccharide built from 1 mol each of D-galactose, D-glucose, and D-fructose which are obtained from it by acid hydrolysis. Invertase splits it into melibiose and saccharose. D-(+)-Raffinose occurs in Australian manna; in cottonseed

REFERENCES

• Suami, et al.: Carbohydr. Res., 26, 234 (1973)
• Rathbone, E.B., et al.: Dev. Food Carbohydr., 2, 145 (1973)