(d(CH2)51,D-Ile2,Ile4,Arg8,Tyr9)-Vasopressin
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(d(CH2)51,D-Ile2,Ile4,Arg8,Tyr9)-Vasopressin

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(d(CH2)51,D-Ile2,Ile4,Arg8,Tyr9)-Vasopressin is an AVP antagonist specifically targeting rat V2 receptors. The amino acid type at position 2 controls rat versus human selectivity to AVP analogues.

Category
Peptide Inhibitors
Catalog number
BAT-014879
CAS number
114438-90-3
Molecular Formula
C56H83N13O11S2
Molecular Weight
1178.47
IUPAC Name
(2S)-N-[(2S)-1-[[(2S)-1-amino-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]-1-[(10R,13S,16S,19S,22R)-13-(2-amino-2-oxoethyl)-19-benzyl-22-[(2R)-butan-2-yl]-16-[(2S)-butan-2-yl]-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentazaspiro[5.19]pentacosane-10-carbonyl]pyrrolidine-2-carboxamide
Synonyms
d(CH2)5[D-Ile2,Ile4,Tyr9]-AVP; β-Mercapto-β,β-cyclopentamethylene-propionyl-D-Ile-Phe-Ile-Asn-Cys-Pro-Arg-Tyr-NH2 (Disulfide bridge: Cys1-Cys6); (d(CH2)51,D-Ile2,Ile4,Arg8,Tyr9)-Vasopressin
Appearance
White Solid
Storage
Store at -20°C
Solubility
Soluble in Water
InChI
InChI=1S/C56H83N13O11S2/c1-5-32(3)45-52(78)64-39(28-34-15-9-7-10-16-34)50(76)68-46(33(4)6-2)53(79)65-40(29-43(57)71)49(75)66-41(31-81-82-56(30-44(72)67-45)23-11-8-12-24-56)54(80)69-26-14-18-42(69)51(77)62-37(17-13-25-61-55(59)60)48(74)63-38(47(58)73)27-35-19-21-36(70)22-20-35/h7,9-10,15-16,19-22,32-33,37-42,45-46,70H,5-6,8,11-14,17-18,23-31H2,1-4H3,(H2,57,71)(H2,58,73)(H,62,77)(H,63,74)(H,64,78)(H,65,79)(H,66,75)(H,67,72)(H,68,76)(H4,59,60,61)/t32-,33+,37+,38+,39+,40+,41+,42+,45-,46+/m1/s1
InChI Key
FWTIRGGWMHRZAZ-UWYJSVTASA-N
Canonical SMILES
CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(CSSC2(CCCCC2)CC(=O)N1)C(=O)N3CCCC3C(=O)NC(CCCN=C(N)N)C(=O)NC(CC4=CC=C(C=C4)O)C(=O)N)CC(=O)N)C(C)CC)CC5=CC=CC=C5
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