2-(octadec-9-enamido)acetic acid

• ChemBase ID: 155662
• Molecular Formular: C20H37NO3
• Molecular Mass: 339.51268
• Monoisotopic Mass: 339.27734405
• SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)NCC(=O)O
• Canonical SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)NCC(=O)O
• InChI: InChI=1S/C20H37NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19(22)21-18-20(23)24/h9-10H,2-8,11-18H2,1H3,(H,21,22)(H,23,24)
• InChIKey: HPFXACZRFJDURI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(octadec-9-enamido)acetic acid
• IUPAC Traditional name: octadec-9-enamidoacetic acid
• Synonyms: N-(1-Oxo-9-octadecenyl)-(Z)-glycine; N-Oleoylglycine

Database IDs

• CAS Number: 2601-90-3
• EC Number: 220-009-5
• MDL Number: MFCD01320532
• PubChem SID: 162249800
• PubChem CID: 6366615

CALCULATED PROPERTIES

• Acid pKa: 4.0466223
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.213735
• LogD (pH = 7.4): 2.5467913
• Log P: 5.6785154
• Molar Refractivity: 100.2057 cm^3
• Polarizability: 39.040913 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 17
• 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: ≥98%
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C20H37NO3

DETAILS

Sigma Aldrich - O9762

Biochem/physiol Actions
Enzymatically produced in mammals. Substrate for peptidylglycine α-amidating enzyme.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. O9762.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.