2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E,19E,21E,23E,25E)-3,7,11,16,20,24-hexamethyl-26-(2,6,6-trimethylcyclohex-1-en-1-yl)hexacosa-1,3,5,7,9,11,13,15,17,19,21,23,25-tridecaen-1-yl]-1,3,3-trimethylcyclohex-1-ene

• ChemBase ID: 165496
• Molecular Formular: C50H68
• Molecular Mass: 669.07492
• Monoisotopic Mass: 668.53210218
• SMILES: C1(=C(CCCC1(C)C)C)/C=C/C(=C/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C=C(/C=C/C1=C(CCCC1(C)C)C)\C)\C)\C)/C)/C)/C
• Canonical SMILES: C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)CCCC1(C)C)/C)/C)/C)/C=C/C=C(/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C)\C
• InChI: InChI=1S/C50H68/c1-39(23-15-25-41(3)27-17-29-43(5)33-35-47-45(7)31-19-37-49(47,9)10)21-13-14-22-40(2)24-16-26-42(4)28-18-30-44(6)34-36-48-46(8)32-20-38-50(48,11)12/h13-18,21-30,33-36H,19-20,31-32,37-38H2,1-12H3/b14-13+,23-15+,24-16+,27-17+,28-18+,35-33+,36-34+,39-21+,40-22+,41-25+,42-26+,43-29+,44-30+
• InChIKey: ODEVCWAIAJCZRJ-MGJPSJOXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E,19E,21E,23E,25E)-3,7,11,16,20,24-hexamethyl-26-(2,6,6-trimethylcyclohex-1-en-1-yl)hexacosa-1,3,5,7,9,11,13,15,17,19,21,23,25-tridecaen-1-yl]-1,3,3-trimethylcyclohex-1-ene
• IUPAC Traditional name: 2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E,19E,21E,23E,25E)-3,7,11,16,20,24-hexamethyl-26-(2,6,6-trimethylcyclohex-1-en-1-yl)hexacosa-1,3,5,7,9,11,13,15,17,19,21,23,25-tridecaen-1-yl]-1,3,3-trimethylcyclohex-1-ene
• Synonyms: 1,1'-[(1E,3E,5E,7E,9E,11E,13E,15E,17E,19E,21E,23E,25E)-3,7,11,16,20,24-Hexamethyl-1,3,5,7,9,11,13,15,17,19,21,23,25-hexacosatridecaene-1,26-diyl]bis[2,6,6-trimethylcyclohexene; (all-E)-1,1'-(3,7,11,16,20,24-Hexamethyl-1,3,5,7,9,11,13,15,17,19,21,23,25-hexacosatridecaene-1,26-diyl)bis[2,6,6-trimethylcyclohexene; C50-β-Carotene; Decapreno-β-carotene

Database IDs

• CAS Number: 5940-03-4
• PubChem SID: 162259629
• PubChem CID: 6443301

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 13.7196665
• LogD (pH = 7.4): 13.7196665
• Log P: 13.7196665
• Molar Refractivity: 241.4502 cm^3
• Polarizability: 88.1844 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D212900

An anlogue of β-Carotene (C184250). Decapreno-β-carotene is used as an internal standard for the quantification of the hydrocarbon carotenoids by HPLC.

REFERENCES

• Hemley, R., et al.: Biophysical J., 20, 377 (1977)
• Taylor, R.F, et al.: Methods Enzymol., 67, 233 (1977)