2724-56-3

Basic information

• Product Name: 10-METHYLUNDECANOIC ACID
• Synonyms: ISOLAURIC ACID;JARIC I-12;10-METHYLUNDECANOIC ACID;Isoundecanoic acid
• CAS NO: 2724-56-3
• Molecular Formula: C₁₂H₂₄O₂
• Molecular Weight: 200.32
• Mol File: 2724-56-3.mol
• Article Data: 9

Chemical Properties

• Melting Point: 38-39 °C
• Boiling Point: 293.36°C (estimate)
• Flash Point: 165.7 °C
• Appearance: /Liquid
• Density: 0.8910 (rough estimate)
• Vapor Pressure: 0.000174mmHg at 25°C
• Refractive Index: 1.4251 (estimate)
• Storage Temp.: −20°C
• PKA: 4.78±0.10(Predicted)
• CAS DataBase Reference: 10-METHYLUNDECANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 10-METHYLUNDECANOIC ACID(2724-56-3)
• EPA Substance Registry System: 10-METHYLUNDECANOIC ACID(2724-56-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 2724-56-3(Hazardous Substances Data)

Usage

Definition

ChEBI: A methyl-branched fatty acid that is undecanoic acid substituted by a methyl group at position 10.

InChI:InChI=1/C12H24O2/c1-11(2)9-7-5-3-4-6-8-10-12(13)14/h11H,3-10H2,1-2H3,(H,13,14)

Upstream product

• 50530-09-1 9-bromononanoic acid sodium salt 
• 920-39-8 isopropylmagnesium bromide 
• 29823-18-5 ethyl 7-bromoheptanoate 
• 107-82-4 i-pentyl bromide 
• 50816-19-8 8-bromooctanol 
• 41059-02-3 9-bromononanoic acid 
• 111-81-9 Methyl 10-undecenoate 
• 106787-53-5 11-methyl-dodec-1-ene 
• 34386-60-2 11-hydroxy-11-methyl-dodec-1-ene 
• 1253795-24-2 ethyl 10-methylundecanoate 
• 26346-34-9 10-methylundecan-4-olide 
• 50530-06-8 6-bromohexanoic acid sodium salt 
• 626-88-0 1-bromo-5-methylpentane 
• 20194-45-0 10-methyl-1-undecanol 

Downstream Products

• 6250-72-2 18-methylnonadecanoic acid 
• 20194-45-0 10-methyl-1-undecanol 
• 1454255-90-3 C₂₃H₃₇NO₄ 
• 1004524-53-1 C₅₂H₇₂N₆O₁₁ 
• 1004524-33-7 C₂₆H₄₂N₂O₅ 
• 1086703-22-1 C₂₉H₄₇N₃O₆ 

Relevant articles and documents

Carrier Protein-Free Enzymatic Biaryl Coupling in Arylomycin A2 Assembly and Structure of the Cytochrome P450 AryC**

The arylomycin antibiotics are potent inhibitors of bacterial type I signal peptidase. These lipohexapeptides contain a biaryl structural motif reminiscent of glycopeptide antibiotics. We herein describe the functional and structural evaluation of AryC, the cytochrome P450 performing biaryl coupling in biosynthetic arylomycin assembly. Unlike its enzymatic counterparts in glycopeptide biosynthesis, AryC converts free substrates without the requirement of any protein interaction partner, likely enabled by a strongly hydrophobic cavity at the surface of AryC pointing to the substrate tunnel. This activity enables chemo-enzymatic assembly of arylomycin A2 that combines the advantages of liquid- and solid-phase peptide synthesis with late-stage enzymatic cross-coupling. The reactivity of AryC is unprecedented in cytochrome P450-mediated biaryl construction in non-ribosomal peptides, in which peptidyl carrier protein (PCP)-tethering so far was shown crucial both in vivo and in vitro.

New hydroxamic acid derivative and use thereof

PROBLEM TO BE SOLVED: To provide a novel hydroxamic acid derivative having an inhibitory activity against KDM7 being a histone demethylase, and a cancer cell proliferation-suppressing action, and to provide medicines (particularly a KDM7 inhibitor and anticancer agent) using the derivative.SOLUTION: A compound represented by general formula (I) (wherein R is a linear, branched or annular alkyl group; and n is an integer of ≥6), a salt thereof, hydrate, solvate or prodrug are provided. The compound can be used as a medicine (particularly an anticancer agent) or a KDM7 inhibitor.

A practical synthesis of long-chain iso-fatty acids (iso-C 12-C19) and related natural products

A gram-scale synthesis of terminally-branched iso-fatty acids (iso-C 12-C19) was developed commencing with methyl undec-10-enoate (methyl undecylenate) (for iso-C12-C14) or the C15 and C16 lactones pentadecanolide (for iso-C 15-C17) and hexadecanolide (for iso-C18-C 19). Central to the approaches outlined is the two-step construction of the terminal isopropyl group through addition of methylmagnesium bromide to the ester/lactones and selective reduction of the resulting tertiary alcohols. Thus, the C12, C17 and C18 iso-fatty acids were obtained in three steps from commercially-available starting materials, and the remaining C13-C16 and C19 iso-fatty acids were prepared by homologation or recursive dehomologations of these fatty acids or through intercepting appropriate intermediates. Highlighting the synthetic potential of the iso-fatty acids and various intermediates prepared herein, we describe the synthesis of the natural products (S)-2,15-dimethylpalmitic acid, (S)-2-hydroxy-15-methylpalmitic acid, and 2-oxo-14-methylpentadecane.