Oligomycin - ≥92% , CAS No.1404-19-9

CAS: 1404-19-9 Cat. No.: O111756 Formula: C₄₅H₇₄O₁₁ Peso molecolare: 791.07(for Oligomycin A) Beilstein Registry Number: 7615308 Numero EC: 215-767-9

QUALITÀ & PUREZZA ≥92%

Synonyms

Oligomycin a, b, c mixture

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Panoramica

Oligomycin is a macrolide that acts as a specific inhibitor of the mitochondrial ATP-synthase and blocks oxidative phosphorylation. The compound is a mixture of isomers A ,B , and C .Cancer cell studies show that Oligomycin does not activate the hypoxia-induced factor, however, it enhances the bioenergetic adaptation of heterogeneous bioenergetically organized cells. Oligomycin has been shown to decreased the cyclin D1 protein expression levels
A specific inhibitor of the mitochondrial ATP-synthase.

Specifiche

Sinonimi

Oligomycin a, b, c mixture

Specifiche e purezza

≥92%

Meccanismi biochimici e fisiologici

Macrolide antibiotic; inhibits mitochondrial ATPase and phosphoryl group transfer.ATP synthase inhibitor. Blocks the proton channel (F o subunit). Macrolide antibiotic.

Condizioni di conservazione di stoccaggio

Protected from light,Store at -20°C,Argon charged

Spedito in

Ice chest + Ice pads

Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.

Tipo di azione

INHIBITOR

Purezza

≥92%

Nomi e identificatori

Pubchem Sid

528771404

Sorrisi canonici

CCC1CCC2C(C(C(C3(O2)CCC(C(O3)CC(C)O)C)C)OC(=O)C=CC(C(C(C(=O)C(C(C(C(=O)C(C(C(CC=CC=C1)C)O)(C)O)C)O)C)C)O)C)C

IUPAC Name

(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-nonamethylspiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-oxane]-3,9,13-trione

InChIKey

MNULEGDCPYONBU-WMBHJXFZSA-N

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

Isomeri SMILES

CC[C@H]\1CC[C@@H]2[C@@H]([C@@H]([C@H]([C@@]3(O2)CC[C@H]([C@H](O3)C[C@H](C)O)C)C)OC(=O)/C=C/[C@H]([C@@H]([C@H](C(=O)[C@H]([C@@H]([C@H](C(=O)[C@@]([C@@H]([C@H](C/C=C/C=C1)C)O)(C)O)C)O)C)C)O)C)C

WGK Germania

3

Peso molecolare

791.07(for Oligomycin A)

Beilstein

7615308

Reaxy-Rn

25435774

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25435774&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Classe Macrolides and analogues

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Classe: Macrolides and analogues
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Macrolides and analogues
• Alternative Parents: Ketals Oxanes Acyloins Tertiary alcohols Enoate esters Secondary alcohols Lactones Cyclic ketones Polyols Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Aldehydes
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Macrolide - Ketal - Acyloin - Oxane - Tertiary alcohol - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Cyclic ketone - Secondary alcohol - Carboxylic acid ester - Lactone - Ketone - Oxacycle - Acetal - Polyol - Organoheterocyclic compound - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organic oxygen compound - Organic oxide - Organooxygen compound - Carbonyl group - Aldehyde - Alcohol - Hydrocarbon derivative - Aliphatic heteropolycyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.
• External Descriptors: oligomycin

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

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Meccanismi d'azione

Proprietà chimiche e fisiche

• Solubilità: Soluble in EtOH, acetone (50 mg/ml), DMSO (300 mg/ml), ethanol, and methanol. Insoluble in water
• Sensibilità: Moisture sensitive; Light sensitive
• Punto di fusione (°C): 84-100°C
• Peso molecolare: 791.100 g/mol
• XLogP3: 7.100
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 3
• Exact Mass: 790.523 Da
• Monoisotopic Mass: 790.523 Da
• Topological Polar Surface Area: 180.000 Ų
• Heavy Atom Count: 56
• Formal Charge: 0
• Complexity: 1390.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 18
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 3
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 3
• Covalently-Bonded Unit Count: 1