Products for Research Use Only
RegisterLogin

Antimycin A4

CAT: 0931-T37498-01Size: 500 µgDry Ice: NoHazardous: No
Product image 1
1 / 1
CAT#:0931-T37498-01Size:500 µg
Selected
24/48H Stock Items & 2 to 6 Weeks non Stock Items.
Quick Request Actions
CAS Number
27220-59-3
Target
Others
Related Pathways
Others
Bioactivity
Antimycin A4 is an active component of the antimycin A antibiotic complex that is more polar than antimycin A1 , antimycin A2 , and antimycin A3 . Antimycin A4 inhibits ATP-citrate lyase with a Ki value of 64.8 μM. The antimycin A complex is a mixture of antimycins A1, A2, A3, and A4 that demonstrates antifungal, insecticidal, nematocidal, and piscicidal properties. It blocks mitochondrial respiration and can deplete cellular levels of ATP via inhibition of complex III of the mitochondrial electron transport chain (ETC) . Antimycin A prevents the transfer of electrons between the b-cytochromes and ubiquinone at the Q (inner) site of complex III. This results in the stabilization of the ubisemiquinone radical at the Q (outer) site of complex III, leading to increased production of superoxide. Antimycin A is widely used in research to shunt electron flow through the ETC to study the chemical details of oxygen respiration. Additionally, antimycin A has been shown to inhibit Bcl-2 and Bcl-xL proteins, inducing apoptosis.
Smiles
CCCC[C@@H]1[C@@H](OC(=O)CCC)[C@H](C)OC(=O)[C@@H](NC(=O)c2cccc(NC=O)c2O)[C@@H](C)OC1=O
Molecular Formula
C25H34N2O9
Molecular Weight
506.552
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Antimycin A4

Antimycin A4 has been reported in Streptomyces wadayamensis with data available.

CAS Number27220-59-3
PubChem CID3084472
IUPAC Name[8-butyl-3-[(3-formamido-2-hydroxybenzoyl)amino]-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] butanoate
Molecular FormulaC25H34N2O9
Molecular Weight506.5
XLogP3.8
Topological Polar Surface Area157
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count9
Rotatable Bond Count10
Heavy Atom Count36
Formal Charge0
Complexity789
SMILES
CCCCC1C(C(OC(=O)C(C(OC1=O)C)NC(=O)C2=C(C(=CC=C2)NC=O)O)C)OC(=O)CCC
InChI
InChI=1S/C25H34N2O9/c1-5-7-10-17-22(36-19(29)9-6-2)15(4)35-25(33)20(14(3)34-24(17)32)27-23(31)16-11-8-12-18(21(16)30)26-13-28/h8,11-15,17,20,22,30H,5-7,9-10H2,1-4H3,(H,26,28)(H,27,31)
InChIKey
GYANSQKXOLFAFP-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Antimycin A4
CAS: 27220-59-3
CID: 3084472
Formula: C25H34N2O9
MW: 506.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight506.5
XLogP33.8
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count9
Rotatable Bond Count10
Exact Mass506.22643067
Monoisotopic Mass506.22643067
Topological Polar Surface Area157 Ų
Heavy Atom Count36
Formal Charge0
Complexity789
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count5
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Related Products

CatalogName
T37497Antimycin A2
T79941-01Antimycin A2c
T65210-01Gibberellin A4
TSW-00994-01A4 glycan
TN6439Sibiricose A4
T22249-011588-A4
TN10957-01Pneumocandin A4
TN10884-01Midecamycin A4
T12543Proanthocyanidin A4
T72900-01Indolokine A4

Alternative Products

CatalogName
A129-5MGAntimycin
ALX-380-075-M010Antimycin A
CS-CM-00012Antimycin A2
A102-1MGAntimycin A3
GTR19230116-01Antimycin A2c
MBS5798381Antimycin A4
CS-CM-00011Antimycin A1

Popular Products