Compound: Dermorphin
SMILES: O=C(N[C@H](C(=O)N)CO)[C@H]1N(C(=O)[C@@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](N)Cc2ccc(O)cc2)C)Cc3ccccc3)Cc4ccc(O)cc4)CCC1
InChIKey: FHZPGIUBXYVUOY-VWGYHWLBSA-N
Synonyms: Dermorphin, 77614-16-5, H-Tyr-D-ala-phe-gly-tyr-pro-ser-NH2, (2S)-N-[(2S)-1-amino-3-hydroxy-1-oxopropan-2-yl]-1-[(2S)-2-[[2-[[(2S)-2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]-3-phenylpropanoyl]amino]acetyl]amino]-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carboxamide, Tyrosyl-alanyl-phenylalanyl-glycyl-tyrosyl-prolyl-serinamide, DTXSID40228281, 2SEC01B703, (2S)-N-((2S)-1-amino-3-hydroxy-1-oxopropan-2-yl)-1-((2S)-2-((2-(((2S)-2-(((2R)-2-(((2S)-2-amino-3-(4-hydroxyphenyl)propanoyl)amino)propanoyl)amino)-3-phenylpropanoyl)amino)acetyl)amino)-3-(4-hydroxyphenyl)propanoyl)pyrrolidine-2-carboxamide, RefChem:132075, DTXCID60150772, DERMORPHIN ACETATE, CHEMBL278789, Tyr-D-Ala-Phe-Gly-Tyr-Pro-Ser-NH2, UNII-2SEC01B703, Dermorphin?, YAFGYPS-NH2, H-Y(dA)FGYPS-NH2, SCHEMBL237169, Tyr-Ala-Phe-Gly-Tyr-Pro-Ser, orb1685495, CHEBI:177767, EX-A7078, HY-P0244, BDBM50059841, Tyr-DAla-Phe-Gly-Tyr-Pro-Ser-NH2, DA-62786, FD108711, MS-31482, NS00096954, C20030, G12242, Q1771654, L-Tyrosyl-D-alanyl-L-phenylalanylglycyl-L-tyrosyl-L-prolyl-L-serinamide, L-SERINAMIDE, L-TYROSYL-D-ALANYL-L-PHENYLALANYLGLYCYL-L-TYROSYL-L-PROLYL-, (S)-1-[(S)-2-[2-((S)-2-{(R)-2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-acetylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic acid ((S)-1-carbamoyl-2-hydroxy-ethyl)-amide, 1-[2-[2-(2-{2-[2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-acetylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic acid (1-carbamoyl-2-hydroxy-ethyl)-amide, 1-[2-[2-(2-{2-[2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-acetylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic acid (1-carbamoyl-2-hydroxy-ethyl)-amide (Dermorphin), 1-[2-[2-(2-{2-[2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-acetylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic acid (1-carbamoyl-2-hydroxy-ethyl)-amide(Dermorphin), Dermorphin;1-[2-[2-(2-{2-[2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-acetylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic acid (1-carbamoyl-2-hydroxy-ethyl)-amide
Theoretical properties:
molecular_formula: C40H50N8O10
molecular_weight: 802.9 g/mol
exact_mass: 802.36498982 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 10
hydrogen_bond_acceptor_count: 11
rotatable_bond_count: 19
heavy_atom_count: 58
topological_polar_surface_area: 296 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Dermorphin is an oligopeptide.
chembl: DERMORPHIN is a protein listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Dermorphin is a hepta-peptide first isolated from the skin of South American frogs belonging to the genus Phyllomedusa. The peptide is a natural opioid that binds as an agonist with high potency and selectivity to mu opioid receptors. Dermorphin is about 30–40 times more potent than morphine.  The amino acid sequence of dermorphin is H-Tyr-D-Ala-Phe-Gly-Tyr-Pro-Ser-NH2.
Dermorphin is not found in humans or other mammals and similar D-amino acid containing peptides have only been found in bacteria, amphibians, and molluscs. Dermorphin appears to be made via the posttranslational modification of a precursor peptide by an amino acid isomerase. This unusual process is needed because the D-alanine in this peptide is not part of the standard genetic code.