Lypressin
Basic information
- CAS
50-57-7- Standard SMILES
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
BJFIDCADFRDPIO-DZCXQCEKSA-N- Molecular formula
- C46H65N13O12S2
- Average molar mass
- 1,056.2 g/mol
- Monoisotopic mass
- 1,055.43170691
Overview
(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.
Names & identifiers
- Preferred name
- Lypressin
- IUPAC
- (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
- Lypressin
- Molecular formula
- C46H65N13O12S2
- Molecular weight
- 1056.22
Names & synonyms
LYPRESSIN50-57-7Lysine vasopressin8-L-LysinevasopressinLipresinaLypressineDiapidLypressinumLipressinaVasopressin pigDTXSID8048575Vasopressin, 8-L-lysine
Show more names
VasopressinLysipressinLypressin AcetateLVPLYSPRESSIN[LYS8]-VASOPRESSINpostacton
7CZF3L922YDTXCID8028501L-Cysteinyl-L-tyrosyl-L-phenylalanyl-L-glutaminyl-L-asparaginyl-L-cysteinyl-L-prolyl-L-lysylglycinamide cyclic (1->6)-disulfide(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-carboxamideCys-Tyr-Phe-Gln-Asn-Cys-Pro-Lys-Gly-NH2, cyclic 1-6 disulfideLys VasopressinLysyl VasopressinVasopressin, Lysyl
Database identifiers
- CAS
50-57-7
Properties
Computed structural properties
- XLogP
- -3.9
- Topological polar surface area
- 476 Ų
- Hydrogen bond donors
- 13
- Hydrogen bond acceptors
- 16
- Rotatable bonds
- 19
- Heavy atoms
- 73
- Formal charge
- 0
- Complexity
- 1,960
Experimental & physicochemical properties
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physicochemical properties
- Boiling point
- 1610.4 · 1610.4±65.0 °C(Predicted)
- Density
- 1.108 · 1.1080 (rough estimate)
- refractive index
- 1.67 · 1.6700 (estimate)
- storage temp.
- -20 °C · -20°C
- form
- Solid
- pka
- 9.9 · 9.90±0.15(Predicted)
- color
- White to off-white
- Sequence
- 2 · H-[Cys-Tyr-Phe-Gln-Asn-Cys]-Pro-Lys-Gly-NH2，(Disulfide bridge: Cys-Cys)
- Major Application
- USP Biologicspharmaceutical (small molecule)
- InChIKey
- NKWAIKZITYLOMT-DHSVNZEYSA-N
- SMILES
- C1(N)CSSCC(C(=O)N2C(C(=O)CC(CCCCN)C(=O)NCC(=O)N)CCC2)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(CC2=CC=CC=C2)NC(=O)C(CC2C=CC(O)=CC=2)NC1=O)CCC(=O)N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]
P261, P271, P304+P340, and P317 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- wgk
- 3
- rtecs
- YW8659000
- hs_code
- 2937190000
- risk_code
- 20
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H332
- Precautionary statements
- P261-P271-P304+P340-P312-P403-P501c
Chemistry & industry
Pharmacology
ATC Code
H - Systemic hormonal preparations, excl. sex hormones and insulins
QH - Systemic hormonal preparations, excl. sex hormones and insulin
MeSH Pharmacological Classification
Agents acting to arrest the flow of blood. Absorbable hemostatics arrest bleeding either by the formation of an artificial clot or by providing a mechanical matrix that facilitates clotting when applied directly to the bleeding surface. These agents function more at the capillary level and are not effective at stemming arterial or venous bleeding under any significant intravascular pressure.
Drugs used to cause constriction of the blood vessels.
Agents that reduce the excretion of URINE, most notably the octapeptide VASOPRESSINS.
Applications
UsesHormone (antidiuretic).
UsesLypressin is a neurohypophysial hormone that regulates water, glucose, and salts in blood.
General DescriptionLypressin is synthetic 8-L-lysine vasopressin,a polypeptide similar to ADH. The lysine analog isconsidered more stable, and it is absorbed rapidly from thenasal mucosa. Lypressin (Diapid) is pharmaceutically availableas a topical solution, spray, 50 pressor units(185 g)/mL in 5-mL containers. Usual dosage, topical (intranasal),one or more sprays applied to one or both nostrilsone or more times daily.
DescriptionLypressin is a hormone used to prevent or control the frequent urination, increased thirst, and loss of water associated with diabetes insipidus (water diabetes). Its molecular weight is 1056.2 Dalton having an amino acid sequence of Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Lys-Gly-NH2. The Molecular Formula is: C46H65N13O12S2. The CAS Number is: 50-57-7.
Additional notes
DefinitionChEBI: (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.
Related reactions
2 records
Compound notes
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