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Lysipressin

CAT: 0804-HY-P0004-01Size: 2 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-P0004-01Size:2 mg
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Description
Lysipressin (Lysine vasopressin) is antidiuretic hormone that have been found in pigs. Lysipressin activates Oxytocin receptors and adenylate-cyclase. Lysipressin adjusts blood pressure and heart rate. Lysipressin shows antinociceptive activity[1][2][3][4][5].
CAS Number
50-57-7
Product Name Alternative
Lysine vasopressin; [Lys8]-Vasopressin
UNSPSC
12352209
Hazard Statement
H302, H312, H332
Target
Adenylate Cyclase; Oxytocin Receptor
Type
Peptides
Related Pathways
GPCR/G Protein
Field of Research
Neurological Disease; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/Lysipressin.html
Purity
99.22
Solubility
H2O : ≥ 100 mg/mL
Smiles
O=C([C@H]1NC([C@@H](NC([C@@H](NC([C@](NC([C@H](CC2=CC=C(O)C=C2)NC([C@@H](N)CSSC1)=O)=O)([H])CC3=CC=CC=C3)=O)CCC(N)=O)=O)CC(N)=O)=O)N4[C@@H](CCC4)C(N[C@@H](CCCCN)C(NCC(N)=O)=O)=O
Molecular Formula
C46H65N13O12S2
Molecular Weight
1056.22
Precautions
H302, H312, H332
References & Citations
[1]Gorbulev V et al. Molecular cloning and functional characterization of V2 [8-lysine] vasopressin and oxytocin receptors from a pig kidney cell line. Eur J Biochem. 1993 Jul 1;215 (1) :1-7.|[2]Crankshaw D et al. [Arg8]vasopressin-induced contractions of rabbit urinary bladder smooth muscle.Eur J Pharmacol. 1989 Dec 7;173 (2-3) :183-8.|[3]Yu H, et al. Lysine vasopressin-induced increases in porcine myometrial contractility and intracellular Ca2+ concentrations of myometrial cells: involvement of oxytocin receptors. Biol Reprod. 1995 Mar;52 (3) :584-590.|[4]Kordower JH, et al. Central antinociceptive effects of lysine-vasopressin and an analogue. Peptides. 1982 Jul-Aug;3 (4) :613-7.|[5]Tran LD, et al. Effects of lysine-vasopressin and oxytocin on central cardiovascular control. Br J Pharmacol. 1982 Sep;77 (1) :69-73.
Shipping Conditions
Blue Ice
Storage Conditions
-80°C, 2 years; -20°C, 1 year (Powder, sealed storage, away from moisture)
Scientific Category
Peptides
Clinical Information
Launched

Chemical Information

Lypressin

(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)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-13-(phenylmethyl)-1,2-dithia-5,8,11,14,17-pentazacycloeicos-4-yl]-oxomethyl]-2-pyrrolidinecarboxamide is a cyclic peptide.

CAS Number50-57-7
PubChem CID644076
IUPAC Name(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
Molecular FormulaC46H65N13O12S2
Molecular Weight1056.2
XLogP-3.9
Topological Polar Surface Area476
Hydrogen Bond Donor Count13
Hydrogen Bond Acceptor Count16
Rotatable Bond Count19
Heavy Atom Count73
Formal Charge0
Complexity1960
SMILES
C1C[C@H](N(C1)C(=O)[C@@H]2CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=C(C=C4)O)N)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N
InChI
InChI=1S/C46H65N13O12S2/c47-17-5-4-9-29(40(65)52-22-38(51)63)54-45(70)35-10-6-18-59(35)46(71)34-24-73-72-23-28(48)39(64)55-31(20-26-11-13-27(60)14-12-26)43(68)56-32(19-25-7-2-1-3-8-25)42(67)53-30(15-16-36(49)61)41(66)57-33(21-37(50)62)44(69)58-34/h1-3,7-8,11-14,28-35,60H,4-6,9-10,15-24,47-48H2,(H2,49,61)(H2,50,62)(H2,51,63)(H,52,65)(H,53,67)(H,54,70)(H,55,64)(H,56,68)(H,57,66)(H,58,69)/t28-,29-,30-,31-,32-,33-,34-,35-/m0/s1
InChIKey
BJFIDCADFRDPIO-DZCXQCEKSA-N
Chemical Structure
2D Structure
2D structure of Lypressin
CAS: 50-57-7
CID: 644076
Formula: C46H65N13O12S2
MW: 1056.2
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight1056.2
XLogP3-3.9
Hydrogen Bond Donor Count13
Hydrogen Bond Acceptor Count16
Rotatable Bond Count19
Exact Mass1055.43170691
Monoisotopic Mass1055.43170691
Topological Polar Surface Area476 Ų
Heavy Atom Count73
Formal Charge0
Complexity1960
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes