(2R)-2-[(2E)-3-(furan-2-yl)prop-2-enamido]-3-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]sulfanyl}propanoic acid

• ChemBase ID: 133951
• Molecular Formular: C25H35NO4S
• Molecular Mass: 445.6147
• Monoisotopic Mass: 445.22867961
• SMILES: CC(=CCC/C(=C/CC/C(=C/CSC[C@@H](C(=O)O)NC(=O)/C=C/c1ccco1)/C)/C)C
• Canonical SMILES: C/C(=C\CSC[C@@H](C(=O)O)NC(=O)/C=C/c1ccco1)/CC/C=C(/CCC=C(C)C)\C
• InChI: InChI=1S/C25H35NO4S/c1-19(2)8-5-9-20(3)10-6-11-21(4)15-17-31-18-23(25(28)29)26-24(27)14-13-22-12-7-16-30-22/h7-8,10,12-16,23H,5-6,9,11,17-18H2,1-4H3,(H,26,27)(H,28,29)/b14-13+,20-10+,21-15+/t23-/m0/s1
• InChIKey: YEWYGZOGAGEKLT-UXIWRMOGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(2E)-3-(furan-2-yl)prop-2-enamido]-3-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]sulfanyl}propanoic acid
• IUPAC Traditional name: (2R)-2-[(2E)-3-(furan-2-yl)prop-2-enamido]-3-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]sulfanyl}propanoic acid
• Synonyms: N-(3-[2-Furyl]acryloyl)-S-farnesyl-L-cysteine

Database IDs

• CAS Number: 165245-19-2
• MDL Number: MFCD00236996
• PubChem SID: 162228228
• PubChem CID: 71308746

CALCULATED PROPERTIES

• Acid pKa: 4.2708945
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.4203253
• LogD (pH = 7.4): 2.6882012
• Log P: 5.6722717
• Molar Refractivity: 131.8981 cm^3
• Polarizability: 49.75689 Å^3
• Polar Surface Area: 79.54 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

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: ≥90% (TLC)