MilliporeSigma
All Photos(1)

Documents

75351

Sigma-Aldrich

Oligomycin A

≥99% (HPLC)

Sign Into View Organizational & Contract Pricing

Synonym(s):
MCH 32
Empirical Formula (Hill Notation):
C45H74O11
CAS Number:
Molecular Weight:
791.06
Beilstein:
5702132
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

Assay

≥99% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: soluble

antibiotic activity spectrum

fungi

Mode of action

enzyme | inhibits

storage temp.

−20°C

SMILES string

CCC1CCC2OC3(CC[C@@H](C)C(C[C@H](C)O)O3)[C@H](C)C(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\1)[C@H]2C

InChI

1S/C45H74O11/c1-12-34-17-15-13-14-16-27(4)42(51)44(11,53)43(52)32(9)40(50)31(8)39(49)30(7)38(48)26(3)18-21-37(47)54-41-29(6)35(20-19-34)55-45(33(41)10)23-22-25(2)36(56-45)24-28(5)46/h13-15,17-18,21,25-36,38,40-42,46,48,50-51,53H,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?,38+,40-,41?,42-,44+,45?/m1/s1

InChI key

MNULEGDCPYONBU-VVXVDZGXSA-N

Looking for similar products? Visit Product Comparison Guide

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
O487659983S9132
Oligomycin A ≥99% (HPLC)

Sigma-Aldrich

75351

Oligomycin A

Josamycin ≥90% (HPLC)

Sigma-Aldrich

59983

Josamycin

Spiramycin

Sigma-Aldrich

S9132

Spiramycin

form

powder

form

powder

form

powder

form

powder

color

white to off-white

color

-

color

white to slightly yellow

color

white to light yellow

solubility

DMSO: soluble

solubility

-

solubility

-

solubility

methanol: soluble

antibiotic activity spectrum

fungi

antibiotic activity spectrum

fungi

antibiotic activity spectrum

Gram-positive bacteria

antibiotic activity spectrum

Gram-positive bacteria

mode of action

enzyme | inhibits

mode of action

enzyme | inhibits

mode of action

protein synthesis | interferes

mode of action

protein synthesis | interferes

General description

Chemical structure: macrolide

Application

Oligomycin was used to inhibit sucrose synthesis and 14C translocation in sunflower leaves, to study antibiotic resistance, and to study carotid chemoreceptor responses to O2 and CO2 in the cat. Inhibits the growth of Rhodotorula glutinis, Aspergillus niger and other molds.

Biochem/physiol Actions

Oligomycin blocks oxidative phosphorylation and the electron transport chain by inhibiting membrane bound mitochondrial ATP synthase (ATPase) and proton channel (pump, FO subunit) blocker.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place. Keep in a dry place.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Customers Also Viewed

Slide 1 of 3

1 of 3

Rotenone PESTANAL®, analytical standard

Supelco

45656

Rotenone

Myxothiazol from Myxococcus fulvus Mx f85, ≥98% (HPLC)

Sigma-Aldrich

T5580

Myxothiazol

Hidetaka Kioka et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(1), 273-278 (2013-12-18)
The oxidative phosphorylation (OXPHOS) system generates most of the ATP in respiring cells. ATP-depleting conditions, such as hypoxia, trigger responses that promote ATP production. However, how OXPHOS is regulated during hypoxia has yet to be elucidated. In this study, selective
Differential effects of oligomycin on carotid chemoreceptor responses to O2 and CO2 in the cat.
M. Shirahata, S. Andronikou, et. Al
Journal of Applied Physics, 63, 2084-2092 (1987)
Translocation of organic compounds in sunflower III. Effect of oligomycin, ouabain and phlorizin on translocation of sugars.
Michi Shiroya and Mariko Kura
Plant & Cell Physiology, 20, 369-374 (1979)
Isolation of oligomycin A as a result of screening for antagonists of lipids.
Y Nakakita et al.
The Journal of antibiotics, 33(5), 514-516 (1980-05-01)
Catherine G Burke et al.
Scientific reports, 9(1), 11489-11489 (2019-08-09)
Early life environmental exposures drive lasting changes to the function of the immune system and can contribute to disease later in life. One of the ways environmental factors act is through cellular receptors. The aryl hydrocarbon receptor (AHR) is expressed

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service