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N9412

Sigma-Aldrich

6β-Naltrexol hydrate

≥96% (HPLC), powder

Synonym(s):

(5α,6β)-17-(Cyclopropylmethyl)-4,5-epoxy-morphinan-3,6,14-triol hydrate

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About This Item

Empirical Formula (Hill Notation):
C20H25NO4 · xH2O
CAS Number:
1034528-53-4
Molecular Weight:
343.42 (anhydrous basis)
MDL number:
MFCD08277038
UNSPSC Code:
12352200
PubChem Substance ID:
24724560
NACRES:
NA.77

Quality Level

100

Assay

≥96% (HPLC)

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

color

white

solubility

DMSO: ~12 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

[H]O[H].O[C@@H]1CC[C@@]2(O)[C@H]3Cc4ccc(O)c5O[C@@H]1[C@]2(CCN3CC6CC6)c45

InChI

1S/C20H25NO4.H2O/c22-13-4-3-12-9-15-20(24)6-5-14(23)18-19(20,16(12)17(13)25-18)7-8-21(15)10-11-1-2-11;/h3-4,11,14-15,18,22-24H,1-2,5-10H2;1H2/t14-,15-,18+,19+,20-;/m1./s1

InChI key

VHGGWFVHXKTOPK-CDHBEYIESA-N

Biochem/physiol Actions

Neutral antagonist of the μ-opioid receptor. A reduction of withdrawal effects associated with neutral μ-opioid receptor antagonists may offer advantages in treating opioid overdose and addiction.

Features and Benefits

This compound is featured on the Opioid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kirsten M Raehal et al.
The Journal of pharmacology and experimental therapeutics, 313(3), 1150-1162 (2005-02-18)
The mu-opioid receptor displays basal signaling activity, which seems to be enhanced by exposure to opioid agonists. This study assesses the in vivo pharmacology of the putative "neutral" antagonist 6beta-naltrexol in comparison to other ligands with varying efficacy, such as
Robyn St Laurent et al.
Neuron, 106(4), 624-636 (2020-03-20)
The ventral tegmental area (VTA) is a major target of addictive drugs and receives multiple GABAergic projections originating outside the VTA. We describe differences in synaptic plasticity and behavior when optogenetically driving two opiate-sensitive GABAergic inputs to the VTA, the rostromedial

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