[(2R,3S,4S,5R,6R)-6-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl dodecanoate

• ChemBase ID: 155854
• Molecular Formular: C24H44O12
• Molecular Mass: 524.59896
• Monoisotopic Mass: 524.28327685
• SMILES: CCCCCCCCCCCC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@]1([C@H]([C@@H]([C@H](O1)CO)O)O)CO)O)O)O
• Canonical SMILES: CCCCCCCCCCCC(=O)OC[C@H]1O[C@H](O[C@]2(CO)O[C@@H]([C@H]([C@@H]2O)O)CO)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C24H44O12/c1-2-3-4-5-6-7-8-9-10-11-17(27)33-13-16-18(28)20(30)21(31)23(34-16)36-24(14-26)22(32)19(29)15(12-25)35-24/h15-16,18-23,25-26,28-32H,2-14H2,1H3/t15-,16-,18-,19-,20+,21-,22+,23-,24+/m1/s1
• InChIKey: KGUHOFWIXKIURA-VQXBOQCVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4S,5R,6R)-6-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl dodecanoate
• IUPAC Traditional name: [(2R,3S,4S,5R,6R)-6-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl dodecanoate
• Synonyms: n-Dodecanoylsucrose; Lauric acid sucrose ester; Sucrose monododecanoate; Sucrose monolaurate

Database IDs

• CAS Number: 25339-99-5
• EC Number: 246-873-3
• MDL Number: MFCD00077947
• Beilstein Number: 65819
• PubChem SID: 162249992; 24888179
• PubChem CID: 9898326

CALCULATED PROPERTIES

• Acid pKa: 11.841965
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): 0.61394405
• LogD (pH = 7.4): 0.6139286
• Log P: 0.6139443
• Molar Refractivity: 123.9615 cm^3
• Polarizability: 50.92757 Å^3
• Polar Surface Area: 195.6 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Critical Micelle Concentration: 0.3

Safety Information

• German water hazard class: 1
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (TLC)
• Description: non-ionic
• Impurities: ≤3% water
• Cation Traces: Ca: ≤50 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤1000 mg/kg; Mg: ≤10 mg/kg; Mn: ≤5 mg/kg; Na: ≤500 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤10 mg/kg
• Product Line: BioXtra
• Empirical Formula (Hill Notation): C24H44O12

DETAILS

Sigma Aldrich - 84110

Other Notes
Non-ionic detergent for the solubilization of membrane proteins1,2