(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 hexadecanoate

• ChemBase ID: 107974
• Molecular Formular: C43H76O2
• Molecular Mass: 625.06234
• Monoisotopic Mass: 624.58453167
• SMILES: CCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@]2(C)[C@H]3CC[C@]4(C)[C@H](CC[C@H]4[C@@H]3CC=C2C1)[C@H](C)CCCC(C)C
• Canonical SMILES: CCCCCCCCCCCCCCCC(=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/C43H76O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-23-41(44)45-36-28-30-42(5)35(32-36)24-25-37-39-27-26-38(34(4)22-20-21-33(2)3)43(39,6)31-29-40(37)42/h24,33-34,36-40H,7-23,25-32H2,1-6H3/t34-,36+,37+,38-,39+,40+,42+,43-/m1/s1
• InChIKey: BBJQPKLGPMQWBU-JADYGXMDSA-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 hexadecanoate; (1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl hexadecanoate
• IUPAC Traditional name: cholesteryl palmitate
• Synonyms: 5-Cholestene 3-palmitate; Cholesteryl palmitate; CHOLESTERYL PALMITATE

Database IDs

• CAS Number: 601-34-3
• EC Number: 210-002-5
• MDL Number: MFCD00003638
• Beilstein Number: 2342867
• PubChem SID: 162093934; 24892834
• PubChem CID: 246520

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 14.033943
• LogD (pH = 7.4): 14.033943
• Log P: 14.033943
• Molar Refractivity: 194.2079 cm^3
• Polarizability: 77.62363 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 74-77 °C; 74-77 °C(lit.)
• Optical Rotation: [α]20/D -25±1°, c = 5% in chloroform; [α]27/D -24°, c = 2 in chloroform
• Transition Temperature: cholesteric phase to isotropic phase 83 °C; cholesteric phase to smectic phase 78.5 °C; crystalline phase to cholesteric phase 79 °C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC; detection at 205 nm); 97%
• Grade: purum
• Empirical Formula (Hill Notation): C43H76O2

DETAILS

MP Biomedicals - 05205642

MP Biomedicals Rare Chemical collection

Sigma Aldrich - C6072

Packaging
1, 10 g in poly bottle

Sigma Aldrich - C78607

Packaging
10, 25 g in glass bottle