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O4876

Sigma-Aldrich

Oligomycin

from Streptomyces diastatochromogenes, ≥90% total oligomycins basis (HPLC), powder, antibiotic

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5 MG
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¥94,100
100 MG
¥149,000
250 MG
¥393,000

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Available to ship onApril 08, 2025Details

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5 MG
¥25,300
25 MG
¥94,100
100 MG
¥149,000
250 MG
¥393,000

About This Item

CAS Number:
1404-19-9
Beilstein:
7615308
MDL number:
MFCD01779388
UNSPSC Code:
12352200
PubChem Substance ID:
24898006
NACRES:
NA.77

¥25,300

Available to ship onApril 08, 2025Details

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Product Name

Oligomycin from Streptomyces diastatochromogenes, ≥90% total oligomycins basis (HPLC)

Assay

≥90% total oligomycins basis (HPLC)

form

powder

antibiotic activity spectrum

fungi

Mode of action

enzyme | inhibits

storage temp.

−20°C

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+

InChI key

MNULEGDCPYONBU-ZUSSGZTJSA-N

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General description

Chemical structure: macrolide

Application

Oligomycin from Streptomyces diastatochromogenes is used:
  • in the inhibition of mitochondrial ATP production Leigh syndrome (LS) cells.[1]
  • in ATP-linked respiration and maximal capacity respiration assay in astrocytes.[2]
  • in measurement of oxygen consumption rate (OCR) and extracellular acidification rates in breast cancer cell lines.[3]

Biochem/physiol Actions

Oligomycin belongs to the macrolide group of antibiotics.[4] It inhibits mitochondrial ATP-synthase enzyme and phosphoryl group transfer.[5] Oligomycin interacts with ATP synthase subunit-c in the Fo portion and impairs proton transport.[6]

Other Notes

A mixture of oligomycins A, B, and C.
2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

O4876-BULK:
O4876-5MG:4548174006948
O4876-100MG:4548174006917
O4876-25MG:4548174006931
O4876-VAR:
O4876-250MG:4548174006924

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Certificates of Analysis (COA)

Lot/Batch Number
0000414696
0000414695
0000414695
0000414696
0000414697

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Oligomycin, inhibitor of the F 0 part of H+-ATP-synthase, suppresses the TNF-induced apoptosis
Shchepina LA, et al.
Oncogene, 21(53), 8149-8149 (2002)
LATS1 and LATS2 suppress breast cancer progression by maintaining cell identity and metabolic state
Furth N, et al.
Life science alliance, 1(5), e201800171-e201800171 (2018)
Oligomycin frames a common drug-binding site in the ATP synthase
Symersky J, et al.
Proceedings of the National Academy of Sciences of the USA, 109(35), 13961-13965 (2012)
Synthesis and cytotoxicity of oligomycin A derivatives modified in the side chain
Lysenkova LN, et al.
Bioorganic & Medicinal Chemistry, 21(11), 2918-2924 (2013)
Drug screening identifies Sigma-1-Receptor as a target for the therapy of VWM leukodystrophy
Atzmon A, et al.
Frontiers in Molecular Neuroscience, 11 (2018)
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Questions

  1. What is the molecular weight of this compound mixture

    1 answer

    1. This product is a mixture of oligomycin's A, B, and C. The molecular weight of each is as follows: :
      Oligomycin A = 791 g/mol (approximately 65%)
      Oligomycin B = 805.1 g/mol (amount not determined)
      Oligomycin C = 775.1 g/mol (amount not determined)

      Please see the link below to review the product datasheet:
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/165/401/o4876pis.pdf

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