methyl 10-[(2S)-3-{[(2S,3R)-3-pentyloxiran-2-yl]methyl}oxiran-2-yl]decanoate

• ChemBase ID: 157678
• Molecular Formular: C21H38O4
• Molecular Mass: 354.52402
• Monoisotopic Mass: 354.2770097
• SMILES: CCCCC[C@@H]1[C@@H](O1)CC1[C@@H](O1)CCCCCCCCCC(=O)OC
• Canonical SMILES: CCCCC[C@H]1O[C@H]1CC1O[C@H]1CCCCCCCCCC(=O)OC
• InChI: InChI=1S/C21H38O4/c1-3-4-10-13-17-19(24-17)16-20-18(25-20)14-11-8-6-5-7-9-12-15-21(22)23-2/h17-20H,3-16H2,1-2H3/t17-,18+,19+,20?/m1/s1
• InChIKey: RYSWSVUNOVFICZ-QYRWZOIFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 10-[(2S)-3-{[(2S,3R)-3-pentyloxiran-2-yl]methyl}oxiran-2-yl]decanoate
• IUPAC Traditional name: methyl 10-[(2S)-3-{[(2S,3R)-3-pentyloxiran-2-yl]methyl}oxiran-2-yl]decanoate
• Synonyms: cis,cis-11,14-Eicosadienoic acid diepoxide methyl ester; Methyl cis,cis-11,12;14,15-diepoxyeicosanoate; 顺,顺-11,14-二十碳二烯酸双环氧甲酯; 顺,顺-11,12;14,15-二环氧二十酸甲酯

Database IDs

• MDL Number: MFCD07370104
• PubChem SID: 24866896; 162251815
• PubChem CID: 16212792

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 5.5081205
• LogD (pH = 7.4): 5.5081205
• Log P: 5.5081205
• Molar Refractivity: 99.2549 cm^3
• Polarizability: 40.097843 Å^3
• Polar Surface Area: 51.36 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H413
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥97.0% (sum of stereoisomers, GC)
• Grade: qualitative standard
• Empirical Formula (Hill Notation): C21H38O4

DETAILS

Sigma Aldrich - 42986

Other Notes
Internal standard for the assay of epoxidized soy bean oil (ESBO) in foods with HPLC-MS or GC-MS. ESBO is currently still employed as plasticizer and HCl scavenger in foamed PVC used in cap linings