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Oligomycin C

CAT: 0013-GTR19205255-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19205255-01Size:1 mg
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Description
Oligomycin C is a natural small molecule antibiotic derived from Streptomyces, primarily used as an ATP synthase inhibitor in biochemical research. It serves as a critical tool for studying mitochondrial function, bioenergetics, and apoptosis in both in vitro and in vivo experimental models.
CAS Number
11052-72-5
Field of Research
Infectious Disease & Virology
Purity
99.93% (May vary between batches)
Smiles
CC[C@@H]1CC[C@@H]2O[C@]3 (CC[C@H] (C) [C@H] (C[C@@H] (C) O) O3) [C@@H] (C) [C@H] (OC (=O) \C=C\[C@H] (C) [C@@H] (O) [C@H] (C) C (=O) [C@H] (C) [C@@H] (O) [C@H] (C) C (=O) [C@@H] (C) [C@@H] (O) [C@H] (C) C\C=C\C=C\1) [C@@H]2C
Molecular Formula
C45H74O10
Molecular Weight
775.06
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

(-)-Oligomycin C

Oligomycin C is an oligomycin with formula C45H74O10 that is oligomycin A in which the hydroxy group that is alpha- to a macrolide keto group has been replaced by a hydrogen. It is an inhibitor of the mitochondrial F1F0 ATP synthase. It has a role as an EC 3.6.3.14 (H(+)-transporting two-sector ATPase) inhibitor. It is an oligomycin, a tetrol and a diketone.

CAS Number11052-72-5
PubChem CID76958644
IUPAC Name(1R,4E,5'S,6S,6'S,7R,8S,10R,11S,12S,14S,15S,16R,18E,20E,22R,25S,27R,28S,29R)-22-ethyl-7,11,15-trihydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethylspiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-oxane]-3,9,13-trione
Molecular FormulaC45H74O10
Molecular Weight775.1
XLogP8
Topological Polar Surface Area160
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count10
Rotatable Bond Count3
Heavy Atom Count55
Formal Charge0
Complexity1340
SMILES
CC[C@@H]\1CC[C@H]2[C@H]([C@H]([C@@H]([C@]3(O2)CC[C@@H]([C@@H](O3)C[C@@H](C)O)C)C)OC(=O)/C=C/[C@@H]([C@H]([C@@H](C(=O)[C@@H]([C@H]([C@@H](C(=O)[C@H]([C@H]([C@@H](C/C=C/C=C1)C)O)C)C)O)C)C)O)C)C
InChI
InChI=1S/C45H74O10/c1-12-35-17-15-13-14-16-26(3)39(48)30(7)41(50)32(9)43(52)33(10)42(51)31(8)40(49)27(4)18-21-38(47)53-44-29(6)36(20-19-35)54-45(34(44)11)23-22-25(2)37(55-45)24-28(5)46/h13-15,17-18,21,25-37,39-40,43-44,46,48-49,52H,12,16,19-20,22-24H2,1-11H3/b14-13+,17-15+,21-18+/t25-,26+,27-,28+,29+,30-,31-,32+,33-,34-,35-,36-,37-,39-,40+,43-,44+,45-/m0/s1
InChIKey
CMMLZMMKTYEOKV-RDKHTNMBSA-N
Chemical Structure
2D Structure
2D structure of (-)-Oligomycin C
CAS: 11052-72-5
CID: 76958644
Formula: C45H74O10
MW: 775.1
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight775.1
XLogP38
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count10
Rotatable Bond Count3
Exact Mass774.52819855
Monoisotopic Mass774.52819855
Topological Polar Surface Area160 Ų
Heavy Atom Count55
Formal Charge0
Complexity1340
Isotope Atom Count0
Defined Atom Stereocenter Count18
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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