Metenkefalin

HCID 443363
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Basic information

CAS
58569-55-4
Standard SMILES
CSCC[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)O
InChIKey
YFGBQHOOROIVKG-FKBYEOEOSA-N
Molecular formula
C27H35N5O7S
Average molar mass
573.7 g/mol
Monoisotopic mass
573.22571965

Names & identifiers

Preferred name
Metenkefalin
IUPAC
(2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-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

MET-enkephalin58569-55-4Methionine enkephalinTyr-Gly-Gly-Phe-Met-OHMETENKEFALINTYR-GLY-GLY-PHE-METLupex(Met5)-enkephalinOpioid growth factorENKEPHALIN, METHIONINE9JEZ9OD3ASPorcine beta-endorphin 1-5
Show more names
YGGFMENKEPHALIN MMet-Enkephalie5Met-enkephalinENDORPHIN (1-5)Met-Enkephaline
Sh-pentapeptide-19Inno-105[Met5]-ENKEPHALINopioid growth factor (OGF)Enkephalin-(5-l-methionine)(2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoic acidNSC-374896metencefalina

Database identifiers

CAS
58569-55-4
PubChem CID
443363
DTXSID
DTXSID90974125
ChEMBL
CHEMBL13786
UNII
9JEZ9OD3AS
EC Number
261-335-8
Nikkaji
J246.108K

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

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)

Safety & regulation

Safety data

F
3-10-21
wgk
3
safety_code
22-24/25

Chemistry & industry

Pharmacology

Mechanism of Action · 1 item

Metenkefalin is an agonist of µ and δ opioid receptors. It also causes immunostimulation at low doses and immunosuppression at higher doses. Metenkefalin can also inhibit the production of aldosterone, deoxycorticosterone, and corticosterone. Unfortunately, the mechanisms by which these effects occur have not been well described in the literature.

Biological Half-LifeThe half life of metenkefalin is 4.2-39 minutes.
MeSH Pharmacological Classification · 1 item

Substances used for their pharmacological actions on any aspect of neurotransmitter systems. Neurotransmitter agents include agonists, antagonists, degradation inhibitors, uptake inhibitors, depleters, precursors, and modulators of receptor function.

Absorption, Distribution and ExcretionMetenkefalin reaches a Cmax of 1266.14pg/mL, with a Tmax of 0.16h, and an AUC of 360.64pg\*h/mL.

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

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]

Related reactions

1 records
New reaction record

Compound notes

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