Narasin | B3020

Narasin is an ionophore antibiotic which is a derivative of salinomycin. It modifies the permeability of cellular membranes to cationic metal species. It inhibits NF-κB signaling via inhibition of IκBα phosphorylation with an IC₅₀ of 3.2 µM. Treatment with narasin (2-4 µM) and TRAIL synergistically induces apoptosis in human glioma cells by inducing ER stress and CHOP upregulation.

Narasin is an ionophore antibiotic which is a derivative of salinomycin. It modifies the permeability of cellular membranes to cationic metal species. It inhibits NF-κB signaling via inhibition of IκBα phosphorylation with an IC₅₀ of 3.2 µM. Treatment with narasin (2-4 µM) and TRAIL synergistically induces apoptosis in human glioma cells by inducing ER stress and CHOP upregulation.

B3020 | Narasin DataSheet

Alternate Name/Synonyms: (4S)-4-Methylsalinomycin; (2R)-2-[(2R,3S,5S,6R)-6-[(2S,3S,4S,6R)-6-[(3S,5S,7R,9S,10S,12R,15R)-3-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-3,10,12-trimethyl-4,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-3,5-dimethyloxan-2-yl]butanoic acid; narasin A; Monteban; 2H-Pyran-2-acetic acid, alpha-ethyl-6-(5-(2-(5-ethyltetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxadispiro(4.1.5.3)pentadec-13-en-9-yl)-2-hydroxy-1,3-dimethyl-4-oxoheptyl)tetrahydro-3,5-dimethyl-; A 28086A; Antibiotic A 28086A

Appearance: White to off-white Solid

Formulation:

CAS Number: 55134-13-9

Structure Available?: TRUE

Peptide sequence:

Salt Form: FALSE

Molecular Formula: C₄₃H₇₂O₁₁

Molecular Weight: 765.03

Cell-Permeable?: TRUE

Purity: >95%

Solubilities: Soluble in DMSO

Handling: Do not take internally. Wear gloves and mask when handling the product! Avoid contact by all modes of exposure.

Country of Origin: USA

Tag Line: An ionophore antibiotic

MDL Number: MFCD00133653

PubChem CID: 65452

SMILES: CCC(C1C(CC(C(O1)C(C)C(C(C)C(=O)C(CC)C2C(CC(C3(O2)C=CC(C4(O3)CCC(O4)(C)C5CCC(C(O5)C)(CC)O)O)C)C)O)C)C)C(=O)O

InChi: InChI=1S/C43H72O11/c1-12-30(35(46)27(8)34(45)28(9)36-23(4)21-24(5)37(51-36)31(13-2)39(47)48)38-25(6)22-26(7)42(52-38)18-15-32(44)43(54-42)20-19-40(11,53-43)33-16-17-41(49,14-3)29(10)50-33/h15,18,23-34,36-38,44-45,49H,12-14,16-17,19-22H2,1-11H3,(H,47,48)/t23-,24-,25-,26+,27-,28-,29-,30-,31+,32+,33+,34+,36+,37+,38-,40-,41+,42-,43-/m0/s1

InChi Key: VHKXXVVRRDYCIK-CWCPJSEDSA-N