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

• ChemBase ID: 132411
• Molecular Formular: C28H40N2O9
• Molecular Mass: 548.6252
• Monoisotopic Mass: 548.27338087
• SMILES: CCCCCCC1[C@H]([C@@H](OC(=O)[C@H]([C@H](OC1=O)C)NC(=O)c1cccc(c1O)NC=O)C)OC(=O)CC(C)C
• Canonical SMILES: CCCCCCC1C(=O)O[C@H](C)[C@@H](C(=O)O[C@H]([C@@H]1OC(=O)CC(C)C)C)NC(=O)c1cccc(c1O)NC=O
• InChI: InChI=1S/C28H40N2O9/c1-6-7-8-9-11-20-25(39-22(32)14-16(2)3)18(5)38-28(36)23(17(4)37-27(20)35)30-26(34)19-12-10-13-21(24(19)33)29-15-31/h10,12-13,15-18,20,23,25,33H,6-9,11,14H2,1-5H3,(H,29,31)(H,30,34)/t17-,18+,20?,23+,25+/m1/s1
• InChIKey: UIFFUZWRFRDZJC-RBVQMQRASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,6S,7R)-3-(3-formamido-2-hydroxybenzamido)-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl 3-methylbutanoate
• IUPAC Traditional name: (2R,3S,6S,7R)-3-(3-formamido-2-hydroxybenzamido)-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl 3-methylbutanoate
• Synonyms: Antimycin A from Streptomyces sp.

Database IDs

• CAS Number: 1397-94-0
• MDL Number: MFCD01779723
• PubChem SID: 162226688; 24891355
• PubChem CID: 16218979

CALCULATED PROPERTIES

• Acid pKa: 7.510312
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 4.9459143
• LogD (pH = 7.4): 4.7034187
• Log P: 4.950101
• Molar Refractivity: 141.8772 cm^3
• Polarizability: 55.32945 Å^3
• Polar Surface Area: 157.33 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: CD0350000
• European Hazard Symbols: Toxic (T)
• UN Number: 3462
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 25
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS06; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H400
• GHS Precautionary statements: P264-P273-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 3462 6.1/PG 2
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ~90% (HPLC)
• Quality Level: PREMIUM

DETAILS

Sigma Aldrich - A8674

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
Inhibitor of electron transfer at complex III. Induces apoptosis.
Quality
A mixture of antimycins.
Application
Antimycin A has been used to study the specific sites of reactive oxygen species production in mitochondria isolated from skeletal muscle of chronic obstructive pulmonary disease patients, and its relationship with local oxidative stress induced by exercise

Sigma Aldrich - 10792

Biochem/physiol Actions
Inhibitor of electron transfer at complex III. Induces apoptosis.
Other Notes
Inhibits the electron transport system1,2,3