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Chemical structure of Acetyl-(D-Trp¹⁶)-Endothelin-1 (16-21)

GA20523

Acetyl-(D-Trp¹⁶)-Endothelin-1 (16-21)

Also known as (3S)-3-[[(2S)-2-[[(2R)-2-acetamido-3-(1H-indol-3-yl)propanoyl]amino]-4-methylpentanoyl]amino]-4-[[(2S,3S)-1-[[(2S,3S)-1-[[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]amino]-3-methyl-1-oxopentan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-4-oxobutanoic acid

Displays high affinity for the ET-A receptor (IC?? = 0·13 µM) and inhibits the ET-1 stimulated arachidonic acid release in rabbit vascular smooth muscle cells· The hexapeptide binds specifically to the pituitary GnRH receptor exhibiting agonistic activity

ChemicalCAS143037-33-6MW887.05FormulaC46H62N8O10
CAS number
143037-33-6
Molecular weight
887.05
Formula
C46H62N8O10
Solubility
Soluble in DMSO
InChIKey
ZYNCQGUPXUKGPO-CCAWOAKWSA-N
Catalogue number
GA20523
Brand
GLPBIO
Computed properties PubChem CID 9897583 · XLogP 4.8 · TPSA 281 Ų · H-bond donors 10
XLogP
4.8
TPSA
281 Ų
H-bond donors
10
H-bond acceptors
10
Rotatable bonds
24
Heavy atoms
64

SMILES CC[C@H](C)[C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC3=CNC4=CC=CC=C43)NC(=O)C

Computed descriptors from PubChem (CID 9897583), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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