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Merck

487960

Nociceptin

Endogenous ligand for the opioid-like G-protein coupled receptor, ORL1 (Opioid Receptor-Like 1).

Synonym(s):

Nociceptin, Orphanin FQ, OFQ, NC, FGGFTGARKSARKLANQ

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About This Item

Empirical Formula (Hill Notation):
C79H129N27O22
CAS Number:
170713-75-4
Molecular Weight:
1809.04
UNSPSC Code:
12352202
NACRES:
NA.77
MDL number:
MFCD00677528

Product Name

Nociceptin, Endogenous ligand for the opioid-like G-protein coupled receptor, ORL1 (Opioid Receptor-Like 1).

SMILES string

N([C@@H]([C@H](O)C)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](CCCN\C(=N\[H])\N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCN\C(=N\[H])\N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CCC(=O)N)C(=O)O)

InChI

1S/C79H129N27O22/c1-41(2)33-54(72(122)95-44(5)66(116)103-56(36-59(84)110)73(123)102-53(77(127)128)27-28-58(83)109)104-70(120)49(23-13-15-29-80)100-69(119)52(26-18-32-90-79(87)88)99-65(115)43(4)96-75(125)57(40-107)105-71(121)50(24-14-16-30-81)101-68(118)51(25-17-31-89-78(85)86)98-64(114)42(3)94-61(112)39-93-76(126)63(45(6)108)106-74(124)55(35-47-21-11-8-12-22-47)97-62(113)38-91-60(111)37-92-67(117)48(82)34-46-19-9-7-10-20-46/h7-12,19-22,41-45,48-57,63,107-108H,13-18,23-40,80-82H2,1-6H3,(H2,83,109)(H2,84,110)(H,91,111)(H,92,117)(H,93,126)(H,94,112)(H,95,122)(H,96,125)(H,97,113)(H,98,114)(H,99,115)(H,100,119)(H,101,118)(H,102,123)(H,103,116)(H,104,120)(H,105,121)(H,106,124)(H,127,128)(H4,85,86,89)(H4,87,88,90)/t42-,43-,44-,45+,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,63-/m0/s1

InChI key

PULGYDLMFSFVBL-SMFNREODSA-N

assay

≥98% (HPLC)

form

lyophilized solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)

color

white

solubility

water: 10 mg/mL

shipped in

ambient

storage temp.

−20°C

Quality Level

100

Biochem/physiol Actions

Cell permeable: no
Primary Target
Opioid-like G-protein coupled receptor, ORL1 (Opioid Receptor-Like 1)
Product does not compete with ATP.
Reversible: no

Disclaimer

Toxicity: Standard Handling (A)

General description

Endogenous ligand for the opioid-like G-protein coupled receptor, ORL1 (Opioid Receptor-Like 1). Has no significant activity at the µ, δ, or κ opioid receptors; however, nanomolar concentrations of Nociceptin inhibit, forskolin-stimulated adenylyl cyclase activity in cells transfected with the G-protein coupled receptor LC132, which is similar in sequence to the opioid receptor. Also reported to cause hypertension and bradycardia in mice.

Other Notes

H-Phe-Gly-Gly-Phe-Thr-Gly-Ala-Arg-Lys-Ser-Ala-Arg-Lys-Leu-Ala-Asn-Gln-OH
Madeddu, P., et al. 1999. Hypertension 33, 914.
Sandin, J., et al. 1999. NeuroReport 10, 71.
Meunier, J., et al. 1995. Nature 377, 532.
Reinscheid, R.K., et al. 1995. Science 270, 792.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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Danni Cao et al.
ACS chemical neuroscience, 11(19), 3036-3050 (2020-09-09)
Nalfurafine, a moderately selective kappa opioid receptor (KOR) agonist, is used in Japan for treatment of itch without causing dysphoria or psychotomimesis. Here we characterized the pharmacology of compound 42B, a 3-dehydroxy analogue of nalfurafine and compared with that of

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