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Key Documents

UC205

Sigma-Aldrich

Dextrorphan

Synonym(s):

(+)-3-Hydroxy-17-methylmorphinan, 1,3,4,9,10,10a-Hexahydro-6-hydroxy-2H-10,4a-(iminoethano)-11-methylphenanthrene

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About This Item

Empirical Formula (Hill Notation):
C17H23NO
CAS Number:
Molecular Weight:
257.37
EC Number:
MDL number:
UNSPSC Code:
12161501
PubChem Substance ID:
NACRES:
NA.77

form

solid

Quality Level

optical activity

[α]/D ≥+54°

color

white to off-white

mp

≥195 °C

solubility

saline: soluble(lit.)

storage temp.

2-8°C

SMILES string

CN1CC[C@@]23CCCC[C@@H]2[C@@H]1Cc4ccc(O)cc34

InChI

1S/C17H23NO/c1-18-9-8-17-7-3-2-4-14(17)16(18)10-12-5-6-13(19)11-15(12)17/h5-6,11,14,16,19H,2-4,7-10H2,1H3/t14-,16+,17+/m1/s1

InChI key

JAQUASYNZVUNQP-PVAVHDDUSA-N

Gene Information

human ... GRIN2A(2903)
rat ... Grin2a(24409)

Application

Dextrorphan has been studies as an N-methyl-D-aspartate (NMDA) receptor antagonist in Xenopus oocytes and hippocampal neuron cultures.
CYP2D6 O-Demethyl metabolite of dextromethorphan

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Preparation Note

Dextrorphan is soluble in water.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Ihab R Kamel et al.
Journal of neurosurgical anesthesiology, 20(4), 241-248 (2008-09-25)
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XiaoMei Zhuang et al.
Biochemical pharmacology, 121, 67-77 (2016-09-27)
Icotinib (ICO), a novel small molecule and a tyrosine kinase inhibitor, was developed and approved recently in China for non-small cell lung cancer. During screening for CYP inhibition potential in human liver microsomes (HLM), heterotropic activation toward CYP3A5 was revealed.
Jaydeep Yadav et al.
Drug metabolism and disposition: the biological fate of chemicals, 47(7), 732-742 (2019-05-03)
Nonspecific drug partitioning into microsomal membranes must be considered for in vitro-in vivo correlations. This work evaluated the effect of including lipid partitioning in the analysis of complex TDI kinetics with numerical methods. The covariance between lipid partitioning and multiple
Muhammad Farooq et al.
Drug metabolism and disposition: the biological fate of chemicals, 44(5), 750-757 (2016-03-12)
Although cytochrome P450 (CYP) 2D6 has been widely considered to be noninducible on the basis of human hepatocyte studies, in vivo data suggests that it is inducible by endo- and xenobiotics. Therefore, we investigated if the experimental conditions routinely used
Zhijie Shen et al.
American journal of translational research, 8(12), 5545-5556 (2017-01-13)
Many researches have proved functions of anti-oxidation, endothelial protection and pro-angiogenesis efficiency of Shexiang Baoxin Pill (SBP). This study aims to investigate potential for metabolism-based interaction on CYP450s and transporter based interaction on OATP1B1, BRCP and MDR1. Human primary hepatocytes

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