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Levomethorphan

CAT: 1596-AR-L06206-02Size: 25 UnitsDry Ice: NoHazardous: No
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CAT#:1596-AR-L06206-02Size:25 Units
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CAS Number
125-70-2
Synonyms
Levomethorphan Morphinan, 3-methoxy-17-methyl-, 2H-10,4a-Iminoethanophenanthrene, 1,3,4,9,10,10a-hexahydro-6-methoxy-11-methyl- (6CI), (-) -3-Methoxy-N-methylmorphinan, 3-Methoxy-N-methylmorphinan " "
Molecular Formula
C18H25NO
Molecular Weight
271.4
API Name
Levomethorphan

Chemical Information

Levomethorphan

Levomethorphan is a 6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene in which the stereocenters at positions 4a, 10 and 10a have R-configuration. It is a prodrug of levorphanol and a strong narcotic analgesic, and listed as a schedule II controlled substance. It has a role as an opioid analgesic and a prodrug. It is functionally related to a Levorphanol. It is an enantiomer of a dextromethorphan.

CAS Number125-70-2
PubChem CID5362449
IUPAC Name(1R,9R,10R)-4-methoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene
Molecular FormulaC18H25NO
Molecular Weight271.4
XLogP3.4
Topological Polar Surface Area12.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Heavy Atom Count20
Formal Charge0
Complexity370
SMILES
CN1CC[C@]23CCCC[C@H]2[C@H]1CC4=C3C=C(C=C4)OC
InChI
InChI=1S/C18H25NO/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18/h6-7,12,15,17H,3-5,8-11H2,1-2H3/t15-,17+,18+/m0/s1
InChIKey
MKXZASYAUGDDCJ-CGTJXYLNSA-N
Chemical Structure
2D Structure
2D structure of Levomethorphan
CAS: 125-70-2
CID: 5362449
Formula: C18H25NO
MW: 271.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight271.4
XLogP33.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Exact Mass271.193614421
Monoisotopic Mass271.193614421
Topological Polar Surface Area12.5 Ų
Heavy Atom Count20
Formal Charge0
Complexity370
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes