Dextromethorphan

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C18H25NO
Molecular Weight	271.3972
Optical Activity	( + )
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of Dextromethorphan

Structure Search

SMILES

[H][C@]12CCCC[C@]13CCN(C)[C@H]2CC4=CC=C(OC)C=C34

InChI

InChIKey=MKXZASYAUGDDCJ-NJAFHUGGSA-N

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+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C18H25NO
Molecular Weight	271.3972
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:04:42 UTC 2023` Edited by `admin` on `Fri Dec 15 15:04:42 UTC 2023`
Record UNII	7355X3ROTS
Record Status	`Validated (UNII)`
Record Version

Download

Related Record	Type

Name

Type

Language

Dextromethorphan

Official Name

English

BA-2666

Code

English

BA 2666

Common Name

English

DEX

Common Name

English

NSC-751452

Code

English

DEXTROMETHORPHAN [VANDF]

Common Name

English

Dextromethorphan [WHO-DD]

Common Name

English

NODEX

Common Name

English

DEXTROMETHORPHAN [MI]

Common Name

English

D-METHORPHAN

Common Name

English

(+)-DEXTROMETHORPHAN

Common Name

English

DXM

Common Name

English

DEXTROMETHORPHAN [USP MONOGRAPH]

Common Name

English

DEXTROMETHORPHAN [MART.]

Common Name

English

MORPHINAN, 3-METHOXY-17-METHYL-, (9.ALPHA.,13.ALPHA.,14.ALPHA.)-

Common Name

English

3-Methoxy-17-methyl-9α,13α,14α-morphinan

Common Name

English

DEXTROMETHORPHAN [HSDB]

Common Name

English

dextromethorphan [INN]

Common Name

English

DEXTROMETHORPHAN [USP-RS]

Common Name

English

Classification Tree Code System Code

NDF-RT

N0000181821

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

CFR

21 CFR 341.14

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

CFR

21 CFR 341.74

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

WHO-VATC

QN07XX59

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

WHO-VATC

QR05DA09

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

WHO-ATC

R05DA09

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

NDF-RT

N0000182149

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

WHO-ATC

N07XX59

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

NCI_THESAURUS

C2199

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

Code System Code Type Description

RS_ITEM_NUM

1180503

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

NCI_THESAURUS

C62022

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

NSC

751452

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

MERCK INDEX

m4227

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

Merck Index

INN

166

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

NDF-RT

N0000181819

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

Uncompetitive NMDA Receptor Antagonists [MoA]

CHEBI

4470

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

EPA CompTox

DTXSID3022908

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

HSDB

3056

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

CAS

125-71-3

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

EVMPD

SUB07051MIG

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

ECHA (EC/EINECS)

204-752-2

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

ChEMBL

CHEMBL52440

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

NDF-RT

N0000182147

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

Sigma-1 Receptor Agonists [MoA]

DRUG CENTRAL

842

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

DRUG BANK

DB00514

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

IUPHAR

6953

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

FDA UNII

7355X3ROTS

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

LACTMED

Dextromethorphan

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

DAILYMED

7355X3ROTS

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

RXCUI

3289

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

ALTERNATIVE

RxNorm

WIKIPEDIA

DEXTROMETHORPHAN

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

SMS_ID

100000092321

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

MESH

D003915

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

PUBCHEM

5360696

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

RXCUI

236146

Created by admin on Fri Dec 15 15:04:42 UTC 2023 , Edited by admin on Fri Dec 15 15:04:42 UTC 2023

PRIMARY

Related Record Type Details


					086F8ZEM77

DEXTROMETHORPHAN HYDRIODIDE

SALT/SOLVATE -> PARENT

Amount:

DEXTROMETHORPHAN POLISTIREX

SUB_CONCEPT->SUBSTANCE

Amount:


					B2F298X1AJ

DEXTROMETHORPHAN SALICYLATE

SALT/SOLVATE -> PARENT

Amount:


					Z0CG3115FG

DEXTROMETHORPHAN HYDROBROMIDE ANHYDROUS

SALT/SOLVATE -> PARENT

Amount:


					8E4LAA4357

CYTOCHROME P450 2D6

METABOLIC ENZYME -> SUBSTRATE

Comments:

Metabolizing reaction by CYP2D6: O-demethylation Pharmacological action: Antitusive agent

Interaction Type:

MAJOR

Qualification:

Unidentified

Amount:


					554R584P9K

DEXTROMETHORPHAN TANNATE

SALT/SOLVATE -> PARENT

Amount:


					4R3XO922WS

TARGET->WEAK INHIBITOR

Comments:

Rat. Prodrug of dextrorphan, which is the actual mediator of most of its dissociative effects through acting as a more potent NMDA receptor antagonist than dextromethorphan itself.

Qualification:

Ki

Amount:


					X6OG5T1C4M

SIGMA NON-OPIOID INTRACELLULAR RECEPTOR 1

TARGET -> AGONIST

Qualification:

Ki

Amount:


					9D2RTI9KYH

DEXTROMETHORPHAN HYDROBROMIDE

SALT/SOLVATE -> PARENT

Amount:


					351KFH969D

DEXTROMETHORPHAN HYDROCHLORIDE

SALT/SOLVATE -> PARENT

Amount:


					2XX4SF4LD9

CYTOCHROME P450 2D15 (CANINE)

METABOLIC ENZYME -> SUBSTRATE

Amount:


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE


					CJZ26L1EGI

SODIUM-DEPENDENT SEROTONIN TRANSPORTER

TARGET -> INHIBITOR

Comments:

Rat

Qualification:

Ki

Amount:


					805SU96HKF

CYTOCHROME P450 3A5

METABOLIC ENZYME -> SUBSTRATE

Related Record Type Details


					04B7QNO9WS

METABOLITE ACTIVE -> PARENT

Amount:


					AG3VB17119

METABOLITE -> PARENT

Comments:

SECONDARY METABOLITE CYP3A4 ALSO INVOLED IN PRIMARY

Interaction Type:

MAJOR

Qualification:

PLASMA

Amount:


					SH6R750LWZ

ENT-3-METHOXYMORPHINAN

METABOLITE -> PARENT

Interaction Type:

MAJOR

Qualification:

PLASMA

Amount:


					SH6R750LWZ

ENT-3-METHOXYMORPHINAN

METABOLITE -> PARENT

Amount:


					497WV2EY4T

3-METHOXYMORPHINAN

METABOLITE -> PARENT

Amount:

Related Record Type Details


					7355X3ROTS

Dextromethorphan

ACTIVE MOIETY

Amount: