(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 pyrene-1-carboxylate

• ChemBase ID: 156688
• Molecular Formular: C44H54O2
• Molecular Mass: 614.89836
• Monoisotopic Mass: 614.41238097
• SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]1[C@H]2CC=C2[C@@]1(CC[C@@H](C2)OC(=O)c1ccc2ccc3cccc4c3c2c1cc4)C)C
• Canonical SMILES: CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)OC(=O)c1ccc2c3c1ccc1c3c(cc2)ccc1)C)C
• InChI: InChI=1S/C44H54O2/c1-27(2)8-6-9-28(3)37-20-21-38-36-19-16-32-26-33(22-24-43(32,4)39(36)23-25-44(37,38)5)46-42(45)35-18-15-31-13-12-29-10-7-11-30-14-17-34(35)41(31)40(29)30/h7,10-18,27-28,33,36-39H,6,8-9,19-26H2,1-5H3/t28-,33+,36+,37-,38+,39+,43+,44-/m1/s1
• InChIKey: YXRDZOKEPVUJRV-CQKABPTCSA-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 pyrene-1-carboxylate
• 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 pyrene-1-carboxylate
• Synonyms: 1-Pyrenecarboxylic acid cholesteryl ester; Cholesteryl 1-pyrenecarboxylate

Database IDs

• CAS Number: 253186-38-8
• MDL Number: MFCD00674544
• PubChem SID: 162250825
• PubChem CID: 45052271

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 11.918871
• LogD (pH = 7.4): 11.918871
• Log P: 11.918871
• Molar Refractivity: 191.1031 cm^3
• Polarizability: 78.87252 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: acetonitrile: soluble; chloroform: soluble; DMF: soluble
• Melting Point: 210-212 °C(lit.)
• Fluorescence: λex 355 nm; λem 412 nm in chloroform

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: ≥95% (TLC)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C44H54O2

DETAILS

Sigma Aldrich - 82651

Application
Fluorescent cholesteryl ester for probing biological membranes