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CAS 11050-94-5

:

oligomycin B

Description:
Oligomycin B is a macrolide antibiotic that is primarily known for its role as an inhibitor of ATP synthase, an essential enzyme in the process of oxidative phosphorylation in mitochondria. It is produced by the fermentation of certain Streptomyces species. Oligomycin B exhibits a complex structure characterized by a large lactone ring and multiple hydroxyl groups, contributing to its biological activity. This compound is particularly notable for its ability to inhibit proton translocation across the mitochondrial membrane, effectively blocking ATP production and leading to cellular energy depletion. In addition to its antibiotic properties, oligomycin B has been utilized in research to study mitochondrial function and energy metabolism. It is important to handle this compound with care, as it can have significant effects on cellular respiration and metabolism. Oligomycin B is typically used in laboratory settings, and its applications extend to pharmacological studies and investigations into mitochondrial diseases.
Formula:C45H72O12
InChI:InChI=1/C45H72O12/c1-12-33-17-15-13-14-16-25(3)42(52)44(11,54)43(53)31(9)40(51)30(8)39(50)29(7)38(49)24(2)18-21-37(48)55-41-28(6)34(20-19-33)56-45(32(41)10)36(47)22-26(4)35(57-45)23-27(5)46/h13-15,17-18,21,24-35,38,40-42,46,49,51-52,54H,12,16,19-20,22-23H2,1-11H3/b14-13-,17-15+,21-18+/t24-,25+,26-,27+,28+,29-,30-,31-,32-,33-,34-,35-,38+,40+,41+,42-,44+,45+/m1/s1
InChI key:InChIKey=QPRQJOHKNJIMGN-WVUAJZTGSA-N
SMILES:C[C@@H]1[C@@]2(O[C@@]3([C@@H](C)[C@]1(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@](C)(O)[C@@H](O)[C@H](C)C\C=C\C=C\[C@H](CC)CC3)[H])[H])O[C@@H](C[C@@H](C)O)[C@@H](C)CC2=O
Synonyms:
  • (1R,2′S,4E,5′S,6S,6′S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-22-Ethyl-5′,6′-dihydro-7,11,14,15-tetrahydroxy-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′-[2H]pyran]-3,3′,9,13(4′H)-tetrone
  • (1S,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,22S,25R,27R,28R,29S)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-5',6'-dihydro-3H,9H,13H-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-pyran]-3,3',9,13(4'H)-tetrone
  • 22-ethyl-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-5',6'-dihydro-3H,9H,13H-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-pyran]-3,3',9,13(4'H)-tetrone
  • Brn 5705502
  • Oligomycin A, 28-oxo-
  • Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2′-[2H]pyran]-3,3′,9,13(4′H)-tetrone, 22-ethyl-5′,6′-dihydro-7,11,14,15-tetrahydroxy-6′-(2-hydroxypropyl)-5′,6,8,10,12,14,16,28,29-nonamethyl-, [1R-[1R*,4E,5′S*,6S*,6′S*(R*),7R*,8S*,10R*,11R*,12S*,14R*,15S*,16R*,18E,20E,22R*,25S*,27S*,28S*,29R*]]-
  • Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2′-[2H]pyran]-3,3′,9,13(4′H)-tetrone, 22-ethyl-5′,6′-dihydro-7,11,14,15-tetrahydroxy-6′-[(2R)-2-hydroxypropyl]-5′,6,8,10,12,14,16,28,29-nonamethyl-, (1R,2′S,4E,5′S,6S,6′S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-
  • Oligomycin B
  • OligoMycin B froM StreptoMyces
  • Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-[2H]pyran]-3,3',9,13(4'H)-tetrone, 22-ethyl-5',6'-dihydro-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-, (1R,2'S,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-
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Found 5 products.
  • CymitQuimica logo
    Biomar
    + Info

    Oligomycin B

    CAS:
    Formula:C45H72O12
    Purity:78.65%
    Color and Shape:White. Solid
    Molecular weight:805.0

    Ref: 8R-CL0099

    1mg
    To inquire
    5mg
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  • Oligomycin B from Streptomyces diastatochromogenes
    Apollo Scientific
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    Oligomycin B from Streptomyces diastatochromogenes

    CAS:
    <p>Oligomycin B from Streptomyces diastatochromogenes</p>
    Formula:C45H72O12
    Purity:By hplc: 99.62% (Typical Value in Batch COA)
    Color and Shape: white powder
    Molecular weight:805.05g/mol

    Ref: 54-BIO1004

    5mg
    263.00€
    10mg
    445.00€
    25mg
    935.00€
    50mg
    1,554.00€
    100mg
    2,794.00€
    250mg
    6,108.00€
  • Oligomycin B
    Glentham
    + Info

    Oligomycin B

    CAS:
    Formula:C45H72O12
    Molecular weight:805.1

    Ref: 7W-GA9690

    ne
    To inquire
  • Oligomycin B
    Targetmol
    + Info

    Oligomycin B

    CAS:
    Oligomycin B is an antibiotic isolated from marine Streptomyces, is an eukaryotic ATP synthase inhibitor, induces apoptosis.
    Formula:C45H72O12
    Purity:98%
    Color and Shape:Solid
    Molecular weight:805.05

    Ref: TM-T12298

  • Oligomycin B
    Biosynth
    + Info

    Oligomycin B

    CAS:
    <p>Oligomycin B is an antibiotic compound, which is derived from Streptomyces species. It is an inhibitor of the mitochondrial ATP synthase complex, specifically targeting the F₀ subunit of ATP synthase. This action obstructs the proton channel, preventing the flow of protons across the mitochondrial membrane. As a result, Oligomycin B effectively halts ATP synthesis by oxidative phosphorylation, which is crucial for the survival of aerobic organisms.</p>
    Formula:C45H72O12
    Purity:Min. 95%
    Color and Shape:Powder
    Molecular weight:805.05 g/mol

    Ref: 3D-AO65695

    5mg
    303.00€
    10mg
    318.00€
    25mg
    628.00€
    50mg
    1,052.00€