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Lysipressin acetate

HCID 91844584
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Basic information

CAS
83968-49-4
Standard SMILES
CC(=O)O.NCCCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CSSC[C@H](N)C(=O)N[C@@H](Cc2ccc(O)cc2)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N1)C(=O)NCC(N)=O
InChIKey
NKWAIKZITYLOMT-DHSVNZEYSA-N
Molecular formula
C48H69N13O14S2
Average molar mass
1,116.3 g/mol
Monoisotopic mass
1,115.45283627

Names & identifiers

Preferred name
Lysipressin acetate
IUPAC
acetic acid;(2S)-N-[(2S)-6-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxohexan-2-yl]-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide
English name
Vasopressin, 8-l-lysine-, monoacetate (salt)
Molecular formula
C48H69N13O14S2
Molecular weight
1116.27016

Names & synonyms

83968-49-4Lysipressin acetateLysipressin (acetate)LysipressinacetateVasopressin, 8-l-lysine-, monoacetate (salt)EINECS 281-529-6acetic acid;(2S)-N-[(2S)-6-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxohexan-2-yl]-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamideLysipressin Acetic Acid SaltLypressin;Diapid;Lys Vasopressin;Lysine Vasopressin;
Show more names
Lys8]-Vasopressin acetate8-L-Lysine-vasopressin monoacetate(salt)Lysipressin Acetate :Lysipressin AcetateH-D-Cys(1)-D-Tyr-D-Phe-D-Gln-D-Asn-D-Cys(1)-D-Pro-Lys-Gly-NH2.CH3CO2H
[Lys8]-Vasopressin acetateorb1309456NKWAIKZITYLOMT-DHSVNZEYSA-Nnyl)pyrrolidine-2-carboxamide acetateAKOS030485978CS-0012393C76681F986705

Database identifiers

CAS
83968-49-4
PubChem CID
91844584
EC Number
281-529-6

Properties

Computed structural properties

Topological polar surface area
513 Ų
Hydrogen bond donors
14
Hydrogen bond acceptors
18
Rotatable bonds
19
Heavy atoms
77
Formal charge
0
Complexity
1,990

Physicochemical properties

storage temp.
2 · under inert gas (nitrogen or Argon) at 2–8 °C
solubility
10 mM · DMSO: 10 mM
form
A solid
color
White to off-white
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
332 · H332
Precautionary statements
261 · P261-P271-P304+P340-P312

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H332
Precautionary statements
P261-P271-P304+P340-P312

Chemistry & industry

Applications · 1 item

DescriptionLysipressin is a peptide hormone found in pigs and marsupials that corresponds to amino acids 20-28 of the vasoconstrictor peptide vasopressin with lysine in place of arginine at position 27.1,2 It is an arginine vasopressin receptor 1A (V1A) receptor agonist that binds to rat and human V1A receptors (Kis = 1.2 and 10.1 nM, respectively) and increases intracellular calcium levels in cultured rat and human aortic cells with half-maximal activation (Kact) values of 12 and 20.8 nM, respectively.3 Lysipressin induces vasoconstriction in isolated mesenteric arteries from normotensive and spontaneously hypertensive rats.4 It also has antidiuretic effects in non-anesthetized dwarf pigs, decreasing urine volume and increasing urinary solutes without affecting the glomerular filtration rate.1WARNING This product is not for human or veterinary use.

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