(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-yl octadecanoate

• ChemBase ID: 146593
• Molecular Formular: C45H80O2
• Molecular Mass: 653.1155
• Monoisotopic Mass: 652.6158318
• SMILES: CCCCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3CC=C2C1)CC[C@@H]4[C@H](C)CCCC(C)C)C)C
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](CCCC(C)C)C)C)C1)C
• InChI: InChI=1S/C45H80O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h26,35-36,38-42H,7-25,27-34H2,1-6H3/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1
• InChIKey: XHRPOTDGOASDJS-XNTGVSEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl octadecanoate
• IUPAC Traditional name: cholesteryl stearate
• Synonyms: 5-Cholesten-3β-yl octadecanoate; Cholesteryl stearate; Cholesteryl octadecanoate; Octadecanoic acid cholesteryl ester; 胆固醇硬脂酸酯; 胆甾醇硬脂酸酯; 胆固醇硬脂酸酯

Database IDs

• CAS Number: 35602-69-8
• EC Number: 252-637-0
• MDL Number: MFCD00003639
• Beilstein Number: 2068492
• PubChem SID: 24892584; 162240787
• PubChem CID: 118246

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 14.92308
• LogD (pH = 7.4): 14.92308
• Log P: 14.92308
• Molar Refractivity: 203.4099 cm^3
• Polarizability: 81.316315 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 76-79°C; 79-83 °C(lit.)
• Optical Rotation: [α]25/D -21°, c = 2 in chloroform; -23 (c=5 in chloroform)
• Transition Temperature: cholesteric phase to smectic phase 75.5 °C; crystalline phase to isotropic phase 83 °C; isotropic phase to cholesteric phase 79.5 °C

Safety Information

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

Product Information

• Purity: 96%
• Empirical Formula (Hill Notation): C45H80O2

DETAILS

Sigma Aldrich - C79409

Packaging
5, 25 g in glass bottle