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OLIGOMYCIN A

Product Name
OLIGOMYCIN A
CAS No.
579-13-5
Chemical Name
OLIGOMYCIN A
Synonyms
OLIGOMYCIN COMPLEX;CS-1898;Oli;MCH 32;mycin A;AOligoMyci;OLIGOMYCIN A;Oligomycin A, >=98%;Oligomycin A MCH 32;OLIGOMYCIN A USP/EP/BP
CBNumber
CB4274065
Molecular Formula
C45H74O11
Formula Weight
791.06
MOL File
579-13-5.mol
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OLIGOMYCIN A Property

Melting point:
150-151℃
Boiling point:
886.3±65.0 °C(Predicted)
Density 
1.14
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
Soluble in DMSO, ethanol or acetone
pka
12.52±0.70(Predicted)
form 
powder
color 
white to off-white
Merck 
13,6902
BRN 
5702132
InChIKey
MNULEGDCPYONBU-WMBHJXFZSA-N
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Safety

Hazard Codes 
Xn,T
Risk Statements 
22-68/20/21/22-20/21/22
Safety Statements 
36/37-24/25
RIDADR 
2811
WGK Germany 
3
RTECS 
RK3325000
F 
3-10
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29419090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P330Rinse mouth.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
75351
Product name
Oligomycin A
Purity
≥95% (HPLC)
Packaging
5mg
Price
$198
Updated
2024/03/01
Cayman Chemical
Product number
11342
Product name
Oligomycin A
Purity
≥95%
Packaging
1mg
Price
$56
Updated
2024/03/01
Cayman Chemical
Product number
11342
Product name
Oligomycin A
Purity
≥95%
Packaging
5mg
Price
$135
Updated
2024/03/01
Cayman Chemical
Product number
11342
Product name
Oligomycin A
Purity
≥95%
Packaging
10mg
Price
$241
Updated
2024/03/01
Cayman Chemical
Product number
11342
Product name
Oligomycin A
Purity
≥95%
Packaging
25mg
Price
$362
Updated
2024/03/01
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OLIGOMYCIN A Chemical Properties,Usage,Production

Description

Oligomycins are macrolides created by Streptomyces species that can be toxic to other organisms. Different oligomycin isomers are highly specific for the disruption of mitochondrial metabolism. Oligomycin A, a dominant analog of the isomers, is an inhibitor of mitochondrial F1FO ATP synthase that induces apoptosis in a variety of cell types (average GI50 = 270 nM). Oligomycin A exhibits antifungal, antitumor, and nematocidal activities, but has poor solubility in water and other biocompatible solvents, which limits its clinical application.

Chemical Properties

White powder

Uses

Oligomycin A is a macrolide with fungicidal activity isolated from Streptomyces species.

Uses

Oligomycin A is the dominant analogue of a class macrocyclic lactones isolated from selected strains of Streptomyces sp.. Oligomycin A is an inhibitor of mitochondrial F1F0-ATPase. It induces apoptosis in a variety of cell types, makes cells more susceptible to cell death, and also leads to a switch in the death mode from apoptosis to necrosis. Oligomycin A exhibits a broad biological profile including antifungal, antitumour and nematocidal activities.

Uses

Oligomycin A is the dominant analogue of a class of macrocyclic lactones isolated from selected strains of Streptomyces sp.. Oligomycin A is an inhibitor of mitochondrial F1F0-ATPase. It induces apoptosis in a variety of cell types, makes cells more susceptible to cell death, and also leads to a switch in the death mode from apoptosis to necrosis. Oligomycin A exhibits a broad biological profile including antifungal, antitumor and nematocidal activities.

storage

-20°C

References

[1]. jastroch m, divakaruni as, mookerjee s, et al. mitochondrial proton and electron leaks. essays biochemistry, 2010, 47:53-67.
[2]. shchepina la, pletjushkina oy, avetisyan av, et al. oligomycin, inhibitor of the f-0 part of h+-atp-synthase, suppresses the tnf-induced apoptosis. oncogene, 2002, 53: 8149-8157.
[3]. salomon ar, voehringer dw, herzenberg la, et al. understanding and exploiting the mechanistic basis for selectivity of polyketide inhibitors of f0f1-atpase. proceedings of the national academy of sciences of the united states of america, 2000, 97(26): 14766-14771.
[4]. alexander r, adina v, ivan b,　et al. overcoming intrinsic multi-drug resistance in melanoma by blocking the mitochondrial respiratory chain of slow-cycling jarid1bhigh cells. cancer cell, 2013, 23(6): 811-825.

OLIGOMYCIN A Preparation Products And Raw materials

Raw materials

Preparation Products

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OLIGOMYCIN A Suppliers

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View Lastest Price from OLIGOMYCIN A manufacturers

Career Henan Chemical Co
Product
OLIGOMYCIN A 579-13-5
Price
US $1.00/g
Min. Order
100g
Purity
99%
Supply Ability
G/KG/T
Release date
2019-12-20

579-13-5, OLIGOMYCIN ARelated Search:

citreoviridin LIPOPOLYSACCHARIDE FROM ESCHERICHIA COLI Glutathione Everolimus Y27632 (hydrochloride) Selumetinib MG-132 Trametinib CHIR-99021 OLIGOMYCIN B,Oligomycin A, 28-oxo- ,OLIGOMYCIN B, STREPTOMYCES DIASTATOCHROMOGENES,Oligomycin B fromStreptomyces diastatochromogenes oligomycin D OLIGOMYCIN C, STREPTOMYCES DIASTATOCHROMOGENES,OLIGOMYCIN C,Oligomycin A, 12-deoxy- OLIGOMYCIN oligomycin E OLIGOMYCIN A,OLIGOMYCIN COMPLEX,OLIGOMYCIN A, STREPTOMYCES DIASTATOCHROMOGENES,OLIGOMYCIN, STREPTOMYCES DIASTATOCHROMOGENES oligomycin G Oligomycin F oligomycin sensitivity-conferring protein

  • OLIGOMYCIN COMPLEX
  • OLIGOMYCIN A, STREPTOMYCES DIASTATOCHROMOGENES
  • OLIGOMYCIN A
  • OLIGOMYCIN, STREPTOMYCES DIASTATOCHROMOGENES
  • Oligomycin A fromStreptomyces diastatochromogenes
  • CS-1898
  • (1R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,27R,28S,29R)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-3',4',5',6'-tetrahydro-3H,9H,13H-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-pyran]-3,9,13-trione
  • (1R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,27R,28S,29R)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonaMethyl-3',4',5',6'-tetrahydro-3H,9H,13H-spiro[2,26-dioxabicyclo[23.3.1]nonaco
  • MCH 32
  • AOligoMyci
  • mycin A
  • Oli
  • Oligomycin A, 99%, from Streptomyces diastatochromogenes
  • Oligomycin A from Streptomyces
  • Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-[2H]pyran]-3,9,13-trione,22-ethyl-3',4',5',6'-tetrahydro-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-,(1R,2'R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16
  • Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-[2H]pyran]-3,9,13-trione, 22-ethyl-3',4',5',6'-tetrahydro-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-, (1R,2'R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-
  • Oligomycin A MCH 32
  • Oligomycin A, >=98%
  • OLIGOMYCIN A USP/EP/BP
  • (1R,2'R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-22-Ethyl-7,11,14,15-tetrahydroxy-6'-((R)-2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-3',4',5',6'-tetrahydro-2,26-dioxaspiro[bicyclo[23.3.1]nonacosa[4,18,20]triene-27,2'-pyran]-3,9,13-trione
  • (1R,2'R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-22-Ethyl-7,11,14,15-tetrahydroxy-6'-((R)-2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-3',4',5',6'-tetrahydro-2,26-dioxaspiro[bicyclo[23.3.1]nonacosa[4,18,20]triene-27,2'-
  • (1R,2'R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-22-Ethyl-7,11,14,15-tetrahydroxy-6'-((R)-2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-3',4',5',6'-tetrahydro-2,26-dioxaspiro[bicyclo[23.3.1]nonacosa[4,18,20]triene-27,2'-pyran]-3,9,13-trione
  • Oligomycin A, ATP synthase inhibitor
  • Oligomycin A, 10 mM in DMSO
  • 579-13-5
  • Antibiotics
  • Antibiotics N-S
  • Antibiotics A to Z
  • BioChemical
  • Inhibitors
  • antibiotic
  • Antibiotics
  • AntifungalAntibiotics
  • Antineoplastic and Immunosuppressive AntibioticsAntibiotics
  • Inhibits an EnzymeAntibiotics
  • Antibiotics A to
  • Antibiotics by Application
  • Antibiotics N-SAntibiotics
  • Chemical Structure Class
  • Macrolides
  • Mechanism of Action
  • Spectrum of Activity
  • API