(1R,2S,5R,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 (9E,12E)-octadeca-9,12-dienoate

• ChemBase ID: 1855
• 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)[C@@H]3CC[C@]4(C)[C@H](CC[C@H]4[C@@H]3CC=C2C1)[C@H](C)CCCC(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/b12-11+,15-14+/t36-,38-,39+,40-,41+,42-,44-,45-/m1/s1
• InChIKey: NAACPBBQTFFYQB-UUIYXWHBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,5R,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 (9E,12E)-octadeca-9,12-dienoate
• IUPAC Traditional name: @cholesteryl linoleate
• Synonyms: Cholesteryl Linoleate

Database IDs

• CAS Number: 604-33-1
• PubChem SID: 46505702; 160965310
• PubChem CID: 46936301

CALCULATED PROPERTIES

JChem

• 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

ALOGPS 2.1

• Log P: 10.5
• LOG S: -8.05
• Solubility (Water): 5.79e-06 g/l

DETAILS

DrugBank - DB02092

Drug information: experimental