Met-enkephalin

Met-enkephalin
Names
	IUPAC name (2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoic acid
	Other names [Met]enkephalin; [Met5]enkephalin; L-Tyrosylglycylglycyl-L-phenylalanyl-L-methionine
Identifiers
CAS Number	58569-55-4 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEBI	CHEBI:6618;
ChEMBL	ChEMBL13786 ;
ChemSpider	391597 ;
ECHA InfoCard	100.055.741
EC Number	261-335-8;
IUPHAR/BPS	1614;
KEGG	C11684 ;
MeSH	Enkephalin,+Methionine
PubChem CID	443363;
UNII	9JEZ9OD3AS ;
CompTox Dashboard (EPA)	DTXSID80332078 ;
	InChI InChI=1S/C27H35N5O7S/c1-40-12-11-21(27(38)39)32-26(37)22(14-17-5-3-2-4-6-17)31-24(35)16-29-23(34)15-30-25(36)20(28)13-18-7-9-19(33)10-8-18/h2-10,20-22,33H,11-16,28H2,1H3,(H,29,34)(H,30,36)(H,31,35)(H,32,37)(H,38,39) Key: YFGBQHOOROIVKG-UHFFFAOYSA-N ;
	SMILES CSCCC(NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(N)Cc1ccc(O)cc1)C(O)=O; CSCCC(NC(=O)C(CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)C(N)CC1=CC=C(O)C=C1)C(O)=O;
Properties
Chemical formula	C27H35N5O7S
Molar mass	573.67 g·mol−1
log P	0.607
Acidity (pKa)	3.234
Basicity (pKb)	10.763
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Met-enkephalin, also known as metenkefalin (INN), sometimes referred to as opioid growth factor (OGF),^[1] is a naturally occurring, endogenous opioid peptide that has opioid effects of a relatively short duration. It is one of the two forms of enkephalin, the other being leu-enkephalin. The enkephalins are considered to be the primary endogenous ligands of the δ-opioid receptor, due to their high potency and selectivity for the site over the other endogenous opioids.^[2]

^ Zagon IS, Isayama T, McLaughlin PJ (January 1994). "Preproenkephalin mRNA expression in the developing and adult rat brain". Brain Research. Molecular Brain Research. 21 (1–2): 85–98. doi:10.1016/0169-328x(94)90381-6. PMID 8164525.
^ Christoph Stein (1999). Opioids in pain control: basic and clinical aspects. Cambridge University Press. pp. 22–23. ISBN 978-0-521-62269-1. Retrieved 25 November 2011.

Names


IUPAC name (2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoic acid
Other names [Met]enkephalin; [Met⁵]enkephalin; L-Tyrosylglycylglycyl-L-phenylalanyl-L-methionine
Identifiers
CAS Number	58569-55-4^Y
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:6618
ChEMBL	ChEMBL13786^Y
ChemSpider	391597^Y
ECHA InfoCard	100.055.741
EC Number	261-335-8
IUPHAR/BPS	1614
KEGG	C11684^N
MeSH	Enkephalin,+Methionine
PubChem CID	443363
UNII	9JEZ9OD3AS^Y
CompTox Dashboard (EPA)	DTXSID80332078
InChI InChI=1S/C27H35N5O7S/c1-40-12-11-21(27(38)39)32-26(37)22(14-17-5-3-2-4-6-17)31-24(35)16-29-23(34)15-30-25(36)20(28)13-18-7-9-19(33)10-8-18/h2-10,20-22,33H,11-16,28H2,1H3,(H,29,34)(H,30,36)(H,31,35)(H,32,37)(H,38,39)^N Key: YFGBQHOOROIVKG-UHFFFAOYSA-N^N
SMILES CSCCC(NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(N)Cc1ccc(O)cc1)C(O)=O CSCCC(NC(=O)C(CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)C(N)CC1=CC=C(O)C=C1)C(O)=O
Properties
Chemical formula	C₂₇H₃₅N₅O₇S
Molar mass	573.67 g·mol⁻¹
log P	0.607
Acidity (pK_a)	3.234
Basicity (pK_b)	10.763
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references