(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 octadeca-9,12-dienoate

• ChemBase ID: 138073
• Molecular Formular: C45H76O2
• Molecular Mass: 649.08374
• Monoisotopic Mass: 648.58453167
• SMILES: CCCCC/C=C/C/C=C/CCCCCCCC(=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: CCCCC/C=C/C/C=C/CCCCCCCC(=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/C45H76O2/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/h11-12,14-15,26,35-36,38-42H,7-10,13,16-25,27-34H2,1-6H3/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1
• InChIKey: NAACPBBQTFFYQB-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 octadeca-9,12-dienoate
• IUPAC Traditional 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 octadeca-9,12-dienoate
• Synonyms: 3β-Hydroxy-5-cholestene 3-linoleate; 5-Cholesten-3β-ol 3-linoleate; Cholesteryl 9,12-octadecadienoate; Cholesteryl octadecadienoate; Cholesteryl linoleate; 5-胆甾烯-3β-醇 3-亚油酸酯; 胆固醇十八碳二烯酸酯; 胆甾烯基亚油酸酯; 胆甾醇亚油酸酯; 胆固醇亚油酸酯

Database IDs

• CAS Number: 604-33-1
• MDL Number: MFCD00003644
• PubChem SID: 162232331
• PubChem CID: 6538325

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 14.199237
• LogD (pH = 7.4): 14.199237
• Log P: 14.199237
• Molar Refractivity: 205.6431 cm^3
• Polarizability: 80.84806 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C45H76O2

DETAILS

Sigma Aldrich - 285404

Biochem/physiol Actions
The most abundant cholesteryl ester in low density lipoprotein (LDL).