(2E,4E)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienoic acid

• ChemBase ID: 133905
• Molecular Formular: C16H28O3
• Molecular Mass: 268.39172
• Monoisotopic Mass: 268.20384476
• SMILES: CC(CCCC(C)(C)OC)C/C=C/C(=C/C(=O)O)/C
• Canonical SMILES: COC(CCCC(C/C=C/C(=C/C(=O)O)/C)C)(C)C
• InChI: InChI=1S/C16H28O3/c1-13(10-7-11-16(3,4)19-5)8-6-9-14(2)12-15(17)18/h6,9,12-13H,7-8,10-11H2,1-5H3,(H,17,18)/b9-6+,14-12+
• InChIKey: MNYBEULOKRVZKY-TZOAMJEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,4E)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienoic acid
• IUPAC Traditional name: (2E,4E)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienoic acid
• Synonyms: 11-Methoxy-3,7,11-trimethyl-2E,4E-dodecadienoic acid; Methoprene acid

Database IDs

• CAS Number: 53092-52-7
• MDL Number: MFCD01317817
• PubChem SID: 162228182; 24897104
• PubChem CID: 5353760

CALCULATED PROPERTIES

• Acid pKa: 5.0471215
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.5199792
• LogD (pH = 7.4): 1.7768174
• Log P: 4.103621
• Molar Refractivity: 80.856 cm^3
• Polarizability: 30.916964 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (TLC)

DETAILS

Sigma Aldrich - M6682

General description
Retinoic acid receptor (RXR) agonist used in gene regulation research. Analog of juvenile hormone, an insect growth hormone.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. M6682.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.