ChemicalBook--->CAS DataBase List--->579-13-5

579-13-5

579-13-5 Structure

579-13-5 Structure
IdentificationBack Directory
[Name]

OLIGOMYCIN A
[CAS]

579-13-5
[Synonyms]

Oli
MCH 32
CS-1898
mycin A
AOligoMyci
OLIGOMYCIN A
OLIGOMYCIN COMPLEX
Oligomycin A, >=98%
OLIGOMYCIN A USP/EP/BP
Oligomycin A MCH 32
Oligomycin A from Streptomyces
OLIGOMYCIN, STREPTOMYCES DIASTATOCHROMOGENES
OLIGOMYCIN A, STREPTOMYCES DIASTATOCHROMOGENES
Oligomycin A fromStreptomyces diastatochromogenes
Oligomycin A, 99%, from Streptomyces diastatochromogenes
(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
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)-
(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
[EINECS(EC#)]

209-437-3
[Molecular Formula]

C45H74O11
[MDL Number]

MFCD00065705
[MOL File]

579-13-5.mol
[Molecular Weight]

791.06
Chemical PropertiesBack Directory
[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
[form ]

powder
[pka]

12.52±0.70(Predicted)
[color ]

white to off-white
[Merck ]

13,6902
[BRN ]

5702132
[InChIKey]

MNULEGDCPYONBU-WMBHJXFZSA-N
Safety DataBack Directory
[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
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

OLIGOMYCIN A(579-13-5)1HNMR
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