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3-methoxymorphinan

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EntityQ4634166· pop 6· linked from 6 articles

3-methoxymorphinan

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3-Methoxymorphinan is an inactive metabolite of both dextromethorphan and levomethorphan, and has been shown to produce local anesthetic effects. It is the CYP3A4 metabolite of the aforementioned drugs, and is itself metabolized by the liver enzyme CYP2D6.

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Within Vinony's link graph, 3-methoxymorphinan is referenced by 6 other articles, and connects out to medication, nervous system and digital object identifier.

It is catalogued under topics including Chemical pages without DrugBank identifier, Drugboxes which contain changes to verified fields and Drugboxes which contain changes to watched fields.

Its subject is documented across 6 Wikipedia language editions.

Chemical data

Formula
C17H23NO
Molecular weight
257.37 g/mol
IUPAC name
(1R,9R,10R)-4-methoxy-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene
SMILES
COC1=CC2=C(C[C@@H]3[C@H]4[C@@]2(CCCC4)CCN3)C=C1
InChIKey
ILNSWVUXAPSPEH-USXIJHARSA-N
XLogP
3
Polar surface area
21.3 Ų
H-bond donors
1
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
257.178
Show 4 more facts
chemical formula
C₁₇H₂₃NO
canonical SMILES
COC1=CC2=C(CC3C4C2(CCCC4)CCN3)C=C1
isomeric SMILES
COC1=CC2=C(C[C@@H]3[C@H]4[C@@]2(CCCC4)CCN3)C=C1
different from
dextrorphan
Sources (3)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • See also
  • References

3-Methoxymorphinan is an inactive metabolite of both dextromethorphan and levomethorphan, and has been shown to produce local anesthetic effects. It is the CYP3A4 metabolite of the aforementioned drugs, and is itself metabolized by the liver enzyme CYP2D6.

== See also == 3-hydroxymorphinan Dextrorphan Dextromethorphan Levomethorphan Morphinan

Excerpted from Wikipedia’s “3-methoxymorphinan” article, available under the CC BY-SA 4.0 licence.

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