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Related CAS#:
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579-13-5

579-13-5 structure
579-13-5 structure
  • Name: Oligomycin A
  • Chemical Name: Oligomycin A
  • CAS Number: 579-13-5
  • Molecular Formula: C45H74O11
  • Molecular Weight: 791.063
  • Catalog: API Antibiotics Other antibiotics
  • Create Date: 2018-07-09 06:40:16
  • Modify Date: 2024-01-02 17:27:32
  • Oligomycin A, created by Streptomyces, acts as a mitochondrial F0F1-ATPase inhibitor, with a Ki of 1 μM; Oligomycin A shows anti-fungal activity.
Name Oligomycin A
Synonyms (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
(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
Oligomycin A
(1S,4E,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,18E,20E,22S,25R,27S,28R,29S)-22-Ethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-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
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'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-, (1S,4E,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,18E,20E,22S,25R,27S,28R,29S)-
MCH 32
MFCD00065705
OLIGOMYCIN,STREPTOMYCES DIASTATOCHROMOGENES
EINECS 209-473-3
OLIGOMYCIN A,STREPTOMYCES DIASTATOCHROMOGENES
Description Oligomycin A, created by Streptomyces, acts as a mitochondrial F0F1-ATPase inhibitor, with a Ki of 1 μM; Oligomycin A shows anti-fungal activity.
Related Catalog
Target

Ki: 1 μM (F0F1-ATPase)[1]
In Vitro Oligomycin A is a mitochondrial F0F1-ATPase inhibitor with a Ki of 1 μM. Oligomycin A shows cytotoxic to the NCI-60 cell lines, with GI50 of 10 nM. Oligomycin A also inhibits the activity of Triton X-100-solubilized ATPase with a Ki of 0.1 μM. Furthermore, Oligomycin A has anti-fungal activity[1]. Oligomycin A (2.4 µM) inhibits the ability of spermatozoa to achieve feasible in vitro capacitation (IVC), and also suppresses progesterone-induced in vitro acrosome exocytosis (IVAE) as well as the concomitant peaks of O2 consumption and ATP levels[2].
Cell Assay Drug (Oligomycin A, etc.) dilutions are added to monolayer or suspension cells in 96 well plates in triplicate for varying times. MTT is then added to the wells at a final concentration of 0.5 mg/mL. Supernatant is removed after pelleting the reduced MTT crystals. The crystals are fully dissolved in 40 mM HCl in isopropanol. Plates are scanned on a microplate reader at 595 nm[1].
References

[1]. Salomon AR, et al. Apoptolidin, a selective cytotoxic agent, is an inhibitor of F0F1-ATPase. Chem Biol. 2001 Jan;8(1):71-80.

[2]. Ramió-Lluch L, et al. Oligomycin A-induced inhibition of mitochondrial ATP-synthase activity suppresses boar sperm motility and in vitro capacitation achievement without modifying overall sperm energy levels. Reprod Fertil Dev. 2014;26(6):883-97.

Density 1.1±0.1 g/cm3
Boiling Point 886.3±65.0 °C at 760 mmHg
Melting Point 150-151ºC
Molecular Formula C45H74O11
Molecular Weight 791.063
Flash Point 252.0±27.8 °C
Exact Mass 790.523132
PSA 180.05000
LogP 6.17
Appearance white to off-white
Vapour Pressure 0.0±0.6 mmHg at 25°C
Index of Refraction 1.543
Storage condition −20°C
Water Solubility Soluble in DMSO, ethanol or acetone

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RK3328000
CHEMICAL NAME :
Oligomycin A
CAS REGISTRY NUMBER :
579-13-5
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C45-H74-O11
MOLECULAR WEIGHT :
791.19

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1500 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JACSAT Journal of the American Chemical Society. (American Chemical Soc., Distribution Office Dept. 223, POB 57136, West End Stn., Washington, DC 20037) V.1- 1879- Volume(issue)/page/year: 80,6092,1958
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn,T
Risk Phrases 22-68/20/21/22-20/21/22
Safety Phrases 36/37
RIDADR UN 2811
WGK Germany 3
RTECS RK3325000
Packaging Group III
Hazard Class 6.1(b)
HS Code 29419090

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title: CAS No. 579-13-5 | Chemsrc address: https://m.chemsrc.com/en/baike/1115032.html

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