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

• ChemBase ID: 153589
• Molecular Formular: C25H41NO3S
• Molecular Mass: 435.66294
• Monoisotopic Mass: 435.28071518
• SMILES: CC(=CCC/C(=C/CC/C(=C/CC/C(=C/CSC[C@@H](C(=O)O)NC(=O)C)/C)/C)/C)C
• Canonical SMILES: C/C(=C\CC/C(=C/CSC[C@@H](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)/t24-/m0/s1
• InChIKey: PKFBJSDMCRJYDC-DEOSSOPVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-acetamido-3-[(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)sulfanyl]propanoic acid
• IUPAC Traditional name: (2R)-2-acetamido-3-[(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)sulfanyl]propanoic acid
• Synonyms: AGGC; N-Acetyl-S-(3,7,11,15-tetramethyl-2E,6E,10E,14-hexadecatetraenyl)-L-cysteine; N-Acetyl-S-geranylgeranyl-L-cysteine

Database IDs

• CAS Number: 139332-94-8
• EC Number: 200-578-6
• MDL Number: MFCD00216147
• PubChem SID: 162247728
• PubChem CID: 11575713

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

Physical Property

• Apperance: ethanol solution

Safety Information

• European Hazard Symbols: Flammable (F)
• UN Number: 1170
• German water hazard class: 1
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11
• Safety Statements: 7-16
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• GHS Hazard statements: H225
• GHS Precautionary statements: P210
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1170 3/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: ≥95%
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C25H41NO3S

DETAILS

Sigma Aldrich - A6331

Biochem/physiol Actions
Synthetic substrate for the isoprenylated protein methyltransferase (S-adenosylmethionine-dependent methyltransferase). Functions as an inhibitor of methylation of endogenous isoprenylated proteins.