3-(3-formamido-2-hydroxybenzamido)-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl butanoate

• ChemBase ID: 131371
• Molecular Formular: C27H38N2O9
• Molecular Mass: 534.59862
• Monoisotopic Mass: 534.25773081
• SMILES: CCCCCCC1C(C(OC(=O)C(C(OC1=O)C)NC(=O)c1cccc(c1O)NC=O)C)OC(=O)CCC
• Canonical SMILES: CCCC(=O)OC1C(C)OC(=O)C(C(OC(=O)C1CCCCCC)C)NC(=O)c1cccc(c1O)NC=O
• InChI: InChI=1S/C27H38N2O9/c1-5-7-8-9-12-19-24(38-21(31)11-6-2)17(4)37-27(35)22(16(3)36-26(19)34)29-25(33)18-13-10-14-20(23(18)32)28-15-30/h10,13-17,19,22,24,32H,5-9,11-12H2,1-4H3,(H,28,30)(H,29,33)
• InChIKey: LYDAGTPXPZARPR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3-formamido-2-hydroxybenzamido)-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl butanoate
• IUPAC Traditional name: 3-(3-formamido-2-hydroxybenzamido)-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl butanoate
• Synonyms: Antimycin A2

Database IDs

• CAS Number: 27220-57-1
• EC Number: 248-342-1
• MDL Number: MFCD00070316
• PubChem SID: 162225649
• PubChem CID: 3084471

CALCULATED PROPERTIES

• Acid pKa: 7.510312
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 4.6588955
• LogD (pH = 7.4): 4.4163995
• Log P: 4.663082
• Molar Refractivity: 137.3286 cm^3
• Polarizability: 53.50033 Å^3
• Polar Surface Area: 157.33 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 23/24/25
• Safety Statements: 36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H331
• GHS Precautionary statements: P261-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: ~90%

DETAILS

Sigma Aldrich - A0274

Biochem/physiol Actions
Antimycin A2 is used to study ubiquinol (semiquinone/ubiquinone) oxidation/reduction, free radical generation, and the inhibition of cytochrome c oxidoreductase (mitochondrial complex III).