2-acetamido-3-[(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)sulfanyl]propanoic acid

• ChemBase ID: 105350
• Molecular Formular: C25H41NO3S
• Molecular Mass: 435.66294
• Monoisotopic Mass: 435.28071518
• SMILES: CC(=CCC/C(=C/CC/C(=C/CC/C(=C/CSCC(NC(=O)C)C(=O)O)/C)/C)/C)C
• Canonical SMILES: C/C(=C\CC/C(=C/CSCC(C(=O)O)NC(=O)C)/C)/CC/C=C(/CCC=C(C)C)\C
• InChI: InChI=1S/C25H41NO3S/c1-19(2)10-7-11-20(3)12-8-13-21(4)14-9-15-22(5)16-17-30-18-24(25(28)29)26-23(6)27/h10,12,14,16,24H,7-9,11,13,15,17-18H2,1-6H3,(H,26,27)(H,28,29)
• InChIKey: PKFBJSDMCRJYDC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-acetamido-3-[(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)sulfanyl]propanoic acid
• IUPAC Traditional name: 2-acetamido-3-[(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)sulfanyl]propanoic acid
• Synonyms: AGGC; N-ACETYL-S-GERANYLGERANYL-L-CYSTEINE

Database IDs

• CAS Number: 139332-94-8
• PubChem SID: 162092110
• PubChem CID: 5353394

CALCULATED PROPERTIES

• Acid pKa: 4.1077337
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.505942
• LogD (pH = 7.4): 2.818245
• Log P: 5.9123073
• Molar Refractivity: 132.8936 cm^3
• Polarizability: 50.59884 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02159845

Purity: 98%
Specifically inhibits methyl esterification of geranylgeranylated proteins. Also, it blocks signal transduction in human neutrophils that are receptor mediated.

REFERENCES

• Phillips, M.R., et al., Science , 259 , 977 (1993).
• Volker, C., et al., FEBS Lett. , 295 , 189 (1991).