Methylnaltrexone bromideProduct ingredient for Methylnaltrexone
- Name
- Methylnaltrexone bromide
- Drug Entry
- Methylnaltrexone
Methylnaltrexone is a pheriphally-acting μ-opioid antagonist that acts on the gastrointestinal tract to decrease opioid-induced constipation without producing analgesic effects or withdrawal symptoms. It is also a weak CYP2D6 inhibitor. FDA approved in 2008.
- Accession Number
- DBSALT000116
- Structure
Structure for Methylnaltrexone bromide (DBSALT000116)
- Synonyms
- N-methylnaltrexone bromide / Naltrexone methobromide / Naltrexone methylbromide
- UNII
- RFO6IL3D3M
- CAS Number
- 916055-92-0
- Weight
- Average: 436.346
Monoisotopic: 435.104521 - Chemical Formula
- C21H26BrNO4
- InChI Key
- IFGIYSGOEZJNBE-NQMNLMSRSA-N
- InChI
- InChI=1S/C21H25NO4.BrH/c1-22(11-12-2-3-12)9-8-20-17-13-4-5-14(23)18(17)26-19(20)15(24)6-7-21(20,25)16(22)10-13;/h4-5,12,16,19,25H,2-3,6-11H2,1H3;1H/t16-,19+,20+,21-,22-;/m1./s1
- IUPAC Name
- (1S,4R,5R,13R,17S)-4-(cyclopropylmethyl)-10,17-dihydroxy-4-methyl-14-oxo-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-4-ium bromide
- SMILES
- [Br-].C[N@+]1(CC2CC2)CC[C@]23[C@H]4OC5=C(O)C=CC(C[C@@H]1[C@]2(O)CCC4=O)=C35
- External Links
- PubChem Compound
- 5361917
- ChemSpider
- 17248531
- Wikipedia
- Methylnaltrexone
- Predicted Properties
Property Value Source Water Solubility 0.00796 mg/mL ALOGPS logP 0.58 ALOGPS logP -2.5 Chemaxon logS -4.7 ALOGPS pKa (Strongest Acidic) 9.9 Chemaxon pKa (Strongest Basic) -3.9 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 66.76 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 107.42 m3·mol-1 Chemaxon Polarizability 38.04 Å3 Chemaxon Number of Rings 6 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon