Compound: Methylnaltrexone
SMILES: O=C1[C@@H]2Oc3c(O)ccc4c3[C@]25[C@](O)([C@H]([N+](CC6CC6)(C)CC5)C4)CC1
InChIKey: JVLBPIPGETUEET-GAAHOAFPSA-O
Synonyms: Methylnaltrexone, 83387-25-1, Naltrexone MB, Mrz-2663, MNTX, Quaternary ammonium naltrexone, DTXSID20873339, Methylnaltrexone ion, Methylnaltrexone cation, 17-(Cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinanium-6-one, 17-(Cyclopropylmethyl)-4,5alpha-epoxy-3,14-dihydroxy-17-methyl-6-oxomorphinanium, Morphinanium, 17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxy-17-methyl-6-oxo-, (5alpha)-, (4R,4aS,7aR,12bS)-3-(cyclopropylmethyl)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-3-ium-7-one, (5alpha)-17-(Cyclopropylmethyl)-3,14-dihydroxy-17-methyl-4,5-epoxymorphinan-17-ium-6-one, (4R,4aS,7aR,12bS)-3-(cyclopropylmethyl)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro(3,2-e)isoquinolin-3-ium-7-one, (4R,4aS,7aR,12bS)-3-(cyclopropylmethyl)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro(3,2-e)isoquinoline-3-ium-7-one, (4R,4aS,7aR,12bS)-3-(cyclopropylmethyl)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium-7-one, RefChem:56829, methyl-naltrexone hydrobromide, DTXCID00820846, Morphinan-17-ium-6-one, 17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxy-17-methyl-, (5alpha)-, Morphinan-17-ium-6-one, 17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxy-17-methyl-, (5alpha,17R)-, 0RK7M7IABE, Methylnaltrexonium, CHEMBL470617, N-Methylnaltrexone, MRZ 2663, SCHEMBL49356, GTPL7563, orb1740872, CHEMBL1186579, SCHEMBL29359503, CHEBI:136007, JVLBPIPGETUEET-GAAHOAFPSA-O, BDBM50278337, NCGC00378877-01, NCGC00378877-02, NS00006486, Q411515, 17-(Cyclopropylmethyl)-3,14-dihydroxy-17-methyl-6-oxo-5alpha-4,5-epoxymorphinan-17-ium
Theoretical properties:
molecular_formula: C21H26NO4+
molecular_weight: 356.4 g/mol
exact_mass: 356.18618331 g/mol
formal_charge: 1
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 2
heavy_atom_count: 26
topological_polar_surface_area: 66.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: ≥5 mg/mL
Descriptions:
pubchem: Methylnaltrexone is a member of phenanthrenes.
chembl: METHYLNALTREXONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Methylnaltrexone (MNTX, brand name Relistor), used in form of methylnaltrexone bromide (INN, USAN, BAN), is a medication that acts as a peripherally acting μ-opioid receptor antagonist that acts to reverse some of the side effects of opioid drugs such as constipation without significantly affecting pain relief or precipitating withdrawals. Because MNTX is a quaternary ammonium cation, it cannot cross the blood–brain barrier, and so has antagonist effects throughout the body, counteracting effects such as itching and constipation, but without affecting opioid effects in the brain such as pain relief. However, since a significant fraction (up to 60%) of opioid analgesia can be mediated by opioid receptors on peripheral sensory neurons, particularly in inflammatory conditions such as arthritis, traumatic or surgical pain, MNTX may increase pain under such circumstances.