Urantide acetate
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Urantide acetate

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Urantide acetate is a selective and competitive urotensin-II (UT) receptor antagonist (pKB = 8.3) that blocks hU-II-induced contractions in the thoracic aorta ex vivo. Urantide has no effect on noradrenaline or endothelin 1-induced contraction or on acetylcholine-induced relaxation. Urantide also exhibits partial agonist activity in a calcium mobilization assay (in CHO cells expressing hUT receptors).

Category
Peptide Inhibitors
Catalog number
BAT-016280
Molecular Formula
C53H70N10O14S2
Molecular Weight
1135.32
Urantide acetate
IUPAC Name
acetic acid;(2S)-2-[[(4R,7S,10S,13R,16S,19R)-19-[[(2S)-2-amino-3-carboxypropanoyl]amino]-10-(3-aminopropyl)-16-benzyl-7-[(4-hydroxyphenyl)methyl]-13-(1H-indol-3-ylmethyl)-20,20-dimethyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]amino]-3-methylbutanoic acid
Synonyms
L-Valine, L-α-aspartyl-3-mercapto-L-valyl-L-phenylalanyl-D-tryptophyl-L-ornithyl-L-tyrosyl-L-cysteinyl-, cyclic (2→7)-disulfide, acetate salt (1:1); H-Asp-Pen(1)-Phe-D-Trp-Orn-Tyr-Cys(1)-Val-OH.CH3CO2H; L-alpha-aspartyl-L-penicillamyl-L-phenylalanyl-D-tryptophyl-L-ornithyl-L-tyrosyl-L-cysteinyl-L-valine (2->7)-disulfide acetic acid; (S)-4-(((4R,7S,10S,13R,16S,19R)-13-((1H-indol-3-yl)methyl)-10-(3-aminopropyl)-16-benzyl-4-(((S)-1-carboxy-2-methylpropyl)carbamoyl)-7-(4-hydroxybenzyl)-20,20-dimethyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-19-yl)amino)-3-amino-4-oxobutanoic acid compound with acetic acid (1:1)
Related CAS
669089-53-6 (free base)
Purity
≥95%
Sequence
DXFWXYCV.CH3CO2H (Modifications: X-2 = Pen, X-5 = Orn, Trp-4 = D-Trp, Disulfide bridge between Pen2-Cys7)
Storage
Store at -20°C
InChI
InChI=1S/C51H66N10O12S2.C2H4O2/c1-27(2)41(50(72)73)60-48(70)39-26-74-75-51(3,4)42(61-43(65)33(53)24-40(63)64)49(71)58-37(21-28-11-6-5-7-12-28)45(67)57-38(23-30-25-54-34-14-9-8-13-32(30)34)47(69)55-35(15-10-20-52)44(66)56-36(46(68)59-39)22-29-16-18-31(62)19-17-29;1-2(3)4/h5-9,11-14,16-19,25,27,33,35-39,41-42,54,62H,10,15,20-24,26,52-53H2,1-4H3,(H,55,69)(H,56,66)(H,57,67)(H,58,71)(H,59,68)(H,60,70)(H,61,65)(H,63,64)(H,72,73);1H3,(H,3,4)/t33-,35-,36-,37-,38+,39-,41-,42+;/m0./s1
InChI Key
JZJHNMMYUMVFHG-HQFNUSSOSA-N
Canonical SMILES
CC(C)C(C(=O)O)NC(=O)C1CSSC(C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CC2=CC=C(C=C2)O)CCCN)CC3=CNC4=CC=CC=C43)CC5=CC=CC=C5)NC(=O)C(CC(=O)O)N)(C)C.CC(=O)O
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