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Details

Stereochemistry ABSOLUTE
Molecular Formula C79H129N27O22
Molecular Weight 1809.0373
Optical Activity UNSPECIFIED
Defined Stereocenters 15 / 15
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NOCICEPTIN

SMILES

CC(C)C[C@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](C)NC(=O)[C@H](CO)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](C)NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)[C@@H](N)CC2=CC=CC=C2)[C@@H](C)O)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(O)=O

InChI

InChIKey=PULGYDLMFSFVBL-SMFNREODSA-N
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

HIDE SMILES / InChI
Orphanin FQ (OFQ, Nociceptin) is a recently discovered 17-amino acid neuropeptide that is structurally related to the opioid peptides but does not bind opioid receptors. OFQ selectively binds its own receptor (OFQR), which is also sequentially related to the opioid receptors, yet does not bind opioid ligands. OFQ has been proposed to act as an anti-opioid peptide, but its widespread sites of action in the brain suggest that it may have more general functions. Nociceptin acts as an anxiolytic to attenuate behavioral responses to stress. In vivo experiments have demonstrated that Nociceptin modulates a variety of biological functions ranging from nociception to food intake, from memory processes to cardiovascular and renal functions, from spontaneous locomotor activity to gastrointestinal motility, from anxiety to the control of neurotransmitter release at peripheral and central sites. Nociceptin has being shown to directly inhibit an adaptive immune response, i.e., antibody formation, both in vitro and in vivo.

Approval Year

TargetsConditions

Conditions

PubMed

PubMed

TitleDatePubMed
Binding and in vitro activities of peptides with high affinity for the nociceptin/orphanin FQ receptor, ORL1.
1997 Nov
Relationship between binding affinity and functional activity of nociceptin/orphanin FQ.
1997 Oct
Comparison of the effects of [Phe1psi(CH2-NH)Gly2]nociceptin(1-13)NH2 in rat brain, rat vas deferens and CHO cells expressing recombinant human nociceptin receptors.
1999 May
Pharmacological characterisation of [(pX)Phe4]nociceptin(1-13)amide analogues. 1. In vitro studies.
2002 Jun
Orphanin FQ/nociceptin but not Ro 65-6570 inhibits the expression of cocaine-induced conditioned place preference.
2002 May
Distinct effects of nociceptin analogs on scopolamine-induced memory impairment in mice.
2009 Jan 14
Orphanin FQ/nociceptin not only blocks but also reverses behavioral adaptive changes induced by repeated cocaine in mice.
2010 Aug 1
Structural determinants of opioid and NOP receptor activity in derivatives of buprenorphine.
2011 Oct 13
Patents

Sample Use Guides

Rats: Intrathecal (i.t.) administration of Nociceptin (0.2--20 nmoles) dose-dependently reversed mechanical allodynic-like behavior
Route of Administration: Other
Suspension muscle strips test in vitro showed Nociceptin (OFQ) (10(-9)-10(-6) mol/L) concentration dependently caused an immediate tonic contraction in the isolated rat colon.
Name Type Language
NOCICEPTIN
MI  
Common Name English
OFQ
Common Name English
L-GLUTAMINE, L-PHENYLALANYLGLYCYLGLYCYL-L-PHENYLALANYL-L-THREONYLGLYCYL-L-ALANYL-L-ARGINYL-L-LYSYL-L-SERYL-L-ALANYL-L-ARGINYL-L-LYSYL-L-LEUCYL-L-ALANYL-L-ASPARAGINYL-
Systematic Name English
ORPHANIN FQ (SWINE)
Common Name English
ORPHANIN FQ
Common Name English
PHE-GLY-GLY-PHE-THR-GLY-ALA-ARG-LYS-SER-UNK-ALA-ARG-LYS-LEU-ALA-ASN-GLN
Systematic Name English
NOCICEPTIN [MI]
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID60168933
Created by admin on Sat Dec 16 08:25:55 GMT 2023 , Edited by admin on Sat Dec 16 08:25:55 GMT 2023
PRIMARY
PUBCHEM
16131448
Created by admin on Sat Dec 16 08:25:55 GMT 2023 , Edited by admin on Sat Dec 16 08:25:55 GMT 2023
PRIMARY
CAS
170713-75-4
Created by admin on Sat Dec 16 08:25:55 GMT 2023 , Edited by admin on Sat Dec 16 08:25:55 GMT 2023
PRIMARY
FDA UNII
7AYI9N34FF
Created by admin on Sat Dec 16 08:25:55 GMT 2023 , Edited by admin on Sat Dec 16 08:25:55 GMT 2023
PRIMARY
MERCK INDEX
m8024
Created by admin on Sat Dec 16 08:25:55 GMT 2023 , Edited by admin on Sat Dec 16 08:25:55 GMT 2023
PRIMARY Merck Index
CHEBI
80266
Created by admin on Sat Dec 16 08:25:55 GMT 2023 , Edited by admin on Sat Dec 16 08:25:55 GMT 2023
PRIMARY
WIKIPEDIA
Nociceptin
Created by admin on Sat Dec 16 08:25:55 GMT 2023 , Edited by admin on Sat Dec 16 08:25:55 GMT 2023
PRIMARY