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    Enkephalin, Methionine

    ACTIVE PHARMA INGREDIENTS

    DIGITAL CONTENT

    REF. STANDARDS & IMPURITIES

    ANALYTICAL

    PharmaCompass
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    2D Structure
    Also known as: Lupex, Chembl214392, Enkephalin, methionine, (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 acid, Opioid growth factor (ogf), Chebi:6618
    Molecular Formula
    C27H35N5O7S
    Molecular Weight
    573.7  g/mol
    InChI Key
    YFGBQHOOROIVKG-UHFFFAOYSA-N
    One of the endogenous pentapeptides with morphine-like activity. It differs from LEU-ENKEPHALIN by the amino acid METHIONINE in position 5. Its first four amino acid sequence is identical to the tetrapeptide sequence at the N-terminal of BETA-ENDORPHIN.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[[2-[[2-[[2-[[2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoic acid
    2.1.2 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)
    2.1.3 InChI Key
    YFGBQHOOROIVKG-UHFFFAOYSA-N
    2.1.4 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
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. 5 Methionine Enkephalin

    2. 5-methionine Enkephalin

    3. Enkephalin, 5-methionine

    4. Enkephalin, Methionine

    5. Met Enkephalin

    6. Met(5)-enkephalin

    7. Met-enkephalin

    8. Methionine Enkephalin

    2.2.2 Depositor-Supplied Synonyms

    1. Lupex

    2. Chembl214392

    3. Enkephalin, Methionine

    4. (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 Acid

    5. Opioid Growth Factor (ogf)

    6. Chebi:6618

    7. Metencefalina

    8. Metenkefaline

    9. Metenkefalinum

    10. Nsc-374896

    11. 2-[[2-[[2-[[2-[[2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoic Acid

    12. Methionine-enkephalin

    13. Methionine_enkephalin

    14. Menk

    15. [met(5)]enkephalin

    16. [met(5)]-enkephalin

    17. M-enk

    18. L-tyrosylglycylglycyl-l-phenylalanyl-l-methionine

    19. L-tyr-gly-gly-l-phe-l-met

    20. Schembl1880497

    21. Dtxsid90974125

    22. Bcp25058

    23. Bdbm50189255

    24. H-l-tyr-gly-gly-l-phe-l-met-oh

    25. Nsc374896

    26. Nci60_008880

    27. Ft-0770482

    28. L024015

    29. (met5)-enkephalin; Ccris 4225; Tyr-gly-gly-phe-met-oh; Methionine Enkephalin;h-tyr-gly-gly-phe-met-oh

    30. 2-(2-(2-(2-(2-amino-3-(4-hydroxyphenyl)propanamido)acetamido)acetamido)-3-phenylpropanamido)-4-(methylthio)butanoic Acid

    31. N-[2-({2-[(2-{[2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-1-hydroxyethylidene)amino]-1-hydroxyethylidene}amino)-1-hydroxy-3-phenylpropylidene]methionine

    2.3 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 573.7 g/mol
    Molecular Formula C27H35N5O7S
    XLogP3-2.1
    Hydrogen Bond Donor Count7
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count16
    Exact Mass573.22571965 g/mol
    Monoisotopic Mass573.22571965 g/mol
    Topological Polar Surface Area225 Ų
    Heavy Atom Count40
    Formal Charge0
    Complexity847
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count3
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Neurotransmitter Agents

    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. (See all compounds classified as Neurotransmitter Agents.)