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Substance Name: Oligomycins
RN: 1404-19-9
UNII: 14JVM0OHLV
InChIKey: MNULEGDCPYONBU-DJRUDOHVSA-N
Note
- A closely related group of toxic substances elaborated by various strains of Streptomyces. They are 26-membered macrolides with lactone moieties and double bonds and inhibit various ATPases, causing uncoupling of phosphorylation from mitochondrial respiration. Used as tools in cytochemistry. Some specific oligomycins are RUTAMYCIN, peliomycin, and botrycidin (formerly venturicidin X).
Molecular Weight
- 791.0686
Classification Codes
- Anti-Bacterial Agents
- Anti-Infective Agents
- Antiviral (COVID-19)
- Drug / Therapeutic Agent
- Enzyme Inhibitors
- Uncoupling Agents
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Names and Synonyms
Name of Substance
- Oligomycins
MeSH Heading
- Oligomycins
Synonyms
- EINECS 215-767-9
- Oligomycin
- UNII-14JVM0OHLV
Systematic Name
- Oligomycin
Registry Numbers
CAS Registry Number
- 1404-19-9
FDA UNII
- 14JVM0OHLV
System Generated Number
- 0001404199
Structure Descriptors
InChI
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/s1InChIKey
MNULEGDCPYONBU-DJRUDOHVSA-NSmiles
CC[C@@H]1CC[C@@H]2O[C@@]3(CC[C@@H](C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LDLo | intraperitoneal | 2500ug/kg (2.5mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: MUSCLE WEAKNESS | Antibiotics and Chemotherapy Vol. 4, Pg. 962, 1954. |
mouse | LDLo | intravenous | 2500ug/kg (2.5mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Antibiotics and Chemotherapy Vol. 4, Pg. 962, 1954. |
rat | LDLo | intraperitoneal | 500ug/kg (0.5mg/kg) | Agents and Actions, A Swiss Journal of Pharmacology. Vol. 15, Pg. 660, 1984. |