Basic information
- CAS
58569-55-4- Standard SMILES
CSCCC(NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(N)Cc1ccc(O)cc1)C(=O)O- InChIKey
YFGBQHOOROIVKG-UHFFFAOYSA-N- Molecular formula
- C27H35N5O7S
- Average molar mass
- 573.7 g/mol
- Monoisotopic mass
- 573.22571965
Overview
Met-enkephalin is a pentapeptide comprising L-tyrosine, glycine, glycine, L-phenylalanine and L-methionine residues joined in sequence by peptide linkages. It is an endogenous opioid peptide with antitumor, analgesic, and immune-boosting properties. It has a role as an analgesic, an antineoplastic agent, a mu-opioid receptor agonist, a delta-opioid receptor agonist and a human metabolite. It is functionally related to a glycine, a L-methionine, a L-phenylalanine and a L-tyrosine. It is a tautomer of a Met-enkephalin zwitterion.
Names & identifiers
- Preferred name
- Irt-102
- IUPAC
- 2-[[2-[[2-[[2-[[2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoic acid
- English name
- H-Tyr-Gly-Gly-Phe-Met-OH
- Molecular formula
- C27H35N5O7S
- Molecular weight
- 573.66
Names & synonyms
IRT-102RefChem:1087495CHEMBL214392L-Tyrosylglycylglycyl-L-phenylalanyl-L-methionineC27H35N5O7S(2S,5S,14S)-14-Amino-5-benzyl-15-(4-hydroxyphenyl)-2-(2-(methylthio)ethyl)-4,7,10,13-tetraoxo-3,6,9,12-tetraazapentadecan-1-oic acidmethionine-enkephalinMethionine_EnkephalinMENK[Met(5)]enkephalin[Met(5)]-enkephalinM-ENK
Show more names
MET-ENKEPHALINMetenkefalinMETHIONINE ENKEPHALINlupexYGGFMENKEPHALIN MMet-Enkephalie5Met-enkephalinENDORPHIN (1-5)Met-Enkephaline
L-Tyr-Gly-Gly-L-Phe-L-MetSCHEMBL1880497PEK-4042-VBDBM50189255H-L-Tyr-Gly-Gly-L-Phe-L-Met-OHNSC3748962-[[2-[[2-[[2-[[2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenyl-propanoyl]amino]-4-methylsulfanyl-butanoic acid2-[[2-[[2-[[2-[[2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoic acid
Properties
Computed structural properties
- XLogP
- -2.1
- Topological polar surface area
- 225 Ų
- Hydrogen bond donors
- 7
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 16
- Heavy atoms
- 40
- Formal charge
- 0
- Complexity
- 847
Physicochemical properties
- Melting point
- 174 · 174-177 °C
- Boiling point
- 1052.9 · 1052.9±65.0 °C(Predicted)
- alpha
- 31.5 ° · +31.5°(D/25℃)(c=0.96,メタノール)
- Density
- 1.324 · 1.324±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Keep in dark place,Sealed in dry,Store in freezer, under -20°C
- solubility
- DMSO (Slightly), Methanol (Slightly, Heated, Sonicated), Water (Slightly)
- form
- powder
- pka
- 3.23 · 3.23±0.10(Predicted)
- color
- white
- Sequence
- H-Tyr-Gly-Gly-Phe-Met-OH
- Stability
- Unstable in alkaline solution
- NCI Dictionary of Cancer Terms
- opioid growth factor
- FDA UNII
- 9 JEZ9OD3AS · 9JEZ9OD3AS
- NCI Drug Dictionary
- opioid growth factor
- Safety Statements
- 22 · 22-24/25
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 3-10-21
- wgk
- 3
- safety_code
- 22-24/25
Chemistry & industry
Applications
UsesEndogenous opioid peptide that also functions as a growth factor on many cell types at a receptor that is distinct from the neuronal opioid receptors
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
LIDE PHARMACEUTICALS LIMITED+852-55945652 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
Hangzhou Go Top Peptide Biotech0571-88211921 · [email protected]
南京昱盛康生物科技有限公司13327808530 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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