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Met-enkephalin

Athanor · official

C27H35N5O7S · 573.7 g/mol

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

Also called methionine enkephalin, opioid peptide, YGGFM

Amino acidsHormones
Open in Athanor
The structure of Met-enkephalin
Drawn from its SMILES with RDKit

Names and identifiers

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
Synonyms
methionine enkephalin, opioid peptide, YGGFM
+ 38 more

Methionine enkephalin, Tyr-Gly-Gly-Phe-Met-OH, METENKEFALIN, TYR-GLY-GLY-PHE-MET, Lupex, (Met5)-enkephalin, Opioid growth factor, ENKEPHALIN, METHIONINE, 9JEZ9OD3AS, Porcine beta-endorphin 1-5, Sh-pentapeptide-19, Inno-105, [Met5]-ENKEPHALIN, (2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoic acid, opioid growth factor (OGF), Enkephalin-(5-l-methionine), NSC-374896, metencefalina, metenkefaline, metenkefalinum, (2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenyl-propanoyl]amino]-4-methylsulfanyl-butanoic acid, N-(N-(N-(N-L-Tyrosylglycyl)glycyl)-L-phenylalanyl)-L-methionine, Met Enkephalin, DTXSID80332078, Met(5)-Enkephalin, 5 Methionine Enkephalin, 5-Methionine Enkephalin, Enkephalin, 5-Methionine, CHEBI:6618, (2S)-2-(((2S)-2-((2-((2-(((2S)-2-amino-3-(4-hydroxyphenyl)propanoyl)amino)acetyl)amino)acetyl)amino)-3-phenyl-propanoyl)amino)-4-methylsulfanyl-butanoic acid, (2S)-2-(((2S)-2-((2-((2-(((2S)-2-amino-3-(4-hydroxyphenyl)propanoyl)amino)acetyl)amino)acetyl)amino)-3-phenylpropanoyl)amino)-4-methylsulfanylbutanoic acid, RefChem:388952, DTXCID80283172, (2S)-2-(((2S)-2-((2-((2-(((2S)-2-azaniumyl-3-(4-hydroxyphenyl)propanoyl)amino)acetyl)amino)acetyl)amino)-3-phenylpropanoyl)amino)-4-methylsulfanylbutanoate, 261-335-8, H-Tyr-Gly-Gly-Phe-Met-OH, [Met]enkephalin, Metenkefalin [INN]

Molecular formula
C27H35N5O7S
Empirical formula
C27H35N5O7S
Molecular weight
573.7 g/mol
Exact mass
573.22572
CAS number
58569-55-4
PubChem CID
443363
Canonical SMILES
CSCCC(C(=O)O)NC(=O)C(CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)C(CC2=CC=C(C=C2)O)N
Isomeric SMILES
CSCC[C@@H](C(=O)O)NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)[C@H](CC2=CC=C(C=C2)O)N
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)/t20-,21-,22-/m0/s1
InChIKey
YFGBQHOOROIVKG-FKBYEOEOSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
40
Rings
2
Aromatic rings
2
Fraction sp³ carbons (Fsp3)
0.37
H-bond donors
7
H-bond acceptors
8 computed here · PubChem 9
Rotatable bonds
16
TPSA (Ų)
199.9 computed here · PubChem 225
Formal charge
0
XLogP3
-2.1 PubChem
Complexity
847 PubChem
Stereocenters
3 definedCIP: C2: S · C22: S · C33: S
Double-bond geometry
None specified
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C56.53%
  • H6.15%
  • N12.21%
  • O19.52%
  • S5.59%

Isotope pattern

100%573.22633%574.22911%575.2272.4%576.228577.229

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
-0.46 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-2.28 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
3.35 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 573.67
  • log P ≤ 5 (Crippen): -0.46
  • H-bond donors ≤ 5: 7
  • H-bond acceptors ≤ 10: 8

Breaks 2 of the four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

No GHS hazard classification was found in the sources.

Safety data sheets on the supplier’s page: Win-Win Chemical, J&H Chemical Co.,ltd, BenchChem.

Always read the supplier’s safety data sheet before working with it.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  2. ·Literature on PubChem

Data last updated 2026-10-14.