Ornipressin | CAS# 3397-23-7 | local vasoconstrictor and hemostatic

MedKoo Cat#: 414636 | Name: Ornipressin

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ornipressin is a synthetic analog of vasopressin with ORNITHINE substitution at residue 8 of the cyclic nonapeptide. Ornipressin is a small peptide used as a local vasoconstrictor and hemostatic.

Chemical Structure

Ornipressin

CAS#3397-23-7

Theoretical Analysis

MedKoo Cat#: 414636

Name: Ornipressin

CAS#: 3397-23-7

Chemical Formula: C45H63N13O12S2

Exact Mass: 1041.4161

Molecular Weight: 1042.19

Elemental Analysis: C, 51.86; H, 6.09; N, 17.47; O, 18.42; S, 6.15

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 530.00	2 Weeks

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Related CAS #

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Synonym

Ornipressin; POR8; POR-8; POR 8

IUPAC/Chemical Name

(S)-N-((S)-5-amino-1-((2-amino-2-oxoethyl)amino)-1-oxopentan-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-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl)pyrrolidine-2-carboxamide

InChi Key

MUNMIGOEDGHVLE-LGYYRGKSSA-N

InChi Code

InChI=1S/C45H63N13O12S2/c46-16-4-8-28(39(64)51-21-37(50)62)53-44(69)34-9-5-17-58(34)45(70)33-23-72-71-22-27(47)38(63)54-30(19-25-10-12-26(59)13-11-25)42(67)55-31(18-24-6-2-1-3-7-24)41(66)52-29(14-15-35(48)60)40(65)56-32(20-36(49)61)43(68)57-33/h1-3,6-7,10-13,27-34,59H,4-5,8-9,14-23,46-47H2,(H2,48,60)(H2,49,61)(H2,50,62)(H,51,64)(H,52,66)(H,53,69)(H,54,63)(H,55,67)(H,56,65)(H,57,68)/t27-,28-,29-,30-,31-,32-,33-,34-/m0/s1

SMILES Code

NCCC[C@@H](C(NCC(N)=O)=O)NC([C@@H]1CCCN1C([C@@H]2CSSC[C@@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N2)=O)CC(N)=O)=O)CCC(N)=O)=O)Cc3ccccc3)=O)Cc4ccc(O)cc4)=O)N)=O)=O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 1,042.19 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Heybati K, Xie G, Ellythy L, Poudel K, Deng J, Zhou F, Chelf CJ, Ripoll JG, Ramakrishna H. Outcomes of Vasopressin-Receptor Agonists Versus Norepinephrine in Adults With Perioperative Hypotension: A Systematic Review. J Cardiothorac Vasc Anesth. 2024 Jul;38(7):1577-1586. doi: 10.1053/j.jvca.2024.03.014. Epub 2024 Mar 12. PMID: 38580478. 2: Cui Y, Chen I, Chernoff A, Clancy A. Effectiveness of prophylactic pharmacological hemostatic agents for reduction of blood loss at vaginal surgery: a systematic review and meta-analysis. Int Urogynecol J. 2023 Dec;34(12):2945-2957. doi: 10.1007/s00192-023-05614-1. Epub 2023 Aug 16. PMID: 37584705. 3: Thanzeel FY, Wolf C. Chemoselective bioconjugation based on modular click chemistry with 4-halocoumarins and aryl sulfonates. RSC Adv. 2021 May 25;11(31):18960-18965. doi: 10.1039/d1ra03271b. PMID: 35478620; PMCID: PMC9033492. 4: Glavaš M, Gitlin-Domagalska A, Dębowski D, Ptaszyńska N, Łęgowska A, Rolka K. Vasopressin and Its Analogues: From Natural Hormones to Multitasking Peptides. Int J Mol Sci. 2022 Mar 12;23(6):3068. doi: 10.3390/ijms23063068. PMID: 35328489; PMCID: PMC8955888. 5: Ojeda-Yuren AS, Cerda-Reyes E, Herrero-Maceda MR, Castro-Narro G, Piano S. An Integrated Review of the Hepatorenal Syndrome. Ann Hepatol. 2021 May- Jun;22:100236. doi: 10.1016/j.aohep.2020.07.008. Epub 2020 Aug 23. PMID: 32846202. 6: Ahmad J, Ikram S, Ahmad F, Rehman IU, Mushtaq M. SARS-CoV-2 RNA Dependent RNA polymerase (RdRp) - A drug repurposing study. Heliyon. 2020 Jul 23;6(7):e04502. doi: 10.1016/j.heliyon.2020.e04502. PMID: 32754651; PMCID: PMC7377705. 7: Hirota Y, Arai A, Young LJ, Osako Y, Yuri K, Mitsui S. Oxytocin receptor antagonist reverses the blunting effect of pair bonding on fear learning in monogamous prairie voles. Horm Behav. 2020 Apr;120:104685. doi: 10.1016/j.yhbeh.2020.104685. Epub 2020 Jan 24. PMID: 31935400; PMCID: PMC7117995. 8: Samy A, Raslan AN, Talaat B, El Lithy A, El Sharkawy M, Sharaf MF, Hussein AH, Amin AH, Ibrahim AM, Elsherbiny WS, Soliman HH, Metwally AA. Perioperative nonhormonal pharmacological interventions for bleeding reduction during open and minimally invasive myomectomy: a systematic review and network meta-analysis. Fertil Steril. 2020 Jan;113(1):224-233.e6. doi: 10.1016/j.fertnstert.2019.09.016. Epub 2019 Nov 18. PMID: 31753311. 9: Hennessy MB, Tai F, Carter KA, Watanasriyakul WT, Gallimore DM, Molina AL, Schiml PA. Central oxytocin alters cortisol and behavioral responses of guinea pig pups during isolation in a novel environment. Physiol Behav. 2019 Dec 1;212:112710. doi: 10.1016/j.physbeh.2019.112710. Epub 2019 Oct 17. PMID: 31629763; PMCID: PMC6863605. 10: Norum HM, Breivik H. A systematic review of comparative studies indicates that paravertebral block is neither superior nor safer than epidural analgesia for pain after thoracotomy. Scand J Pain. 2010 Jan 1;1(1):12-23. doi: 10.1016/j.sjpain.2009.10.003. PMID: 29913936. 11: Everett NA, McGregor IS, Baracz SJ, Cornish JL. The role of the vasopressin V1A receptor in oxytocin modulation of methamphetamine primed reinstatement. Neuropharmacology. 2018 May 1;133:1-11. doi: 10.1016/j.neuropharm.2017.12.036. Epub 2018 Jan 17. PMID: 29353054. 12: Golosova DV, Natochin VV. New Approach to Calculation of Renal Cation Clearance in Rats after V1a Receptor Stimulation. Bull Exp Biol Med. 2017 Oct;163(6):701-704. doi: 10.1007/s10517-017-3884-x. Epub 2017 Oct 23. PMID: 29063315. 13: Wilson LC, Goodson JL, Kingsbury MA. Seasonal Variation in Group Size Is Related to Seasonal Variation in Neuropeptide Receptor Density. Brain Behav Evol. 2016;88(2):111-126. doi: 10.1159/000448372. Epub 2016 Oct 28. PMID: 27788503. 14: Gajjar K, Martin-Hirsch PP, Bryant A, Owens GL. Pain relief for women with cervical intraepithelial neoplasia undergoing colposcopy treatment. Cochrane Database Syst Rev. 2016 Jul 18;7(7):CD006120. doi: 10.1002/14651858.CD006120.pub4. PMID: 27428114; PMCID: PMC6457789. 15: Dumais KM, Alonso AG, Immormino MA, Bredewold R, Veenema AH. Involvement of the oxytocin system in the bed nucleus of the stria terminalis in the sex- specific regulation of social recognition. Psychoneuroendocrinology. 2016 Feb;64:79-88. doi: 10.1016/j.psyneuen.2015.11.007. Epub 2015 Nov 17. PMID: 26630388; PMCID: PMC4698213. 16: Ngichabe S, Obura T, Stones W. Intravenous tranexamic acid as an adjunct haemostat to ornipressin during open myomectomy. A randomized double blind placebo controlled trial. Ann Surg Innov Res. 2015 Oct 31;9:10. doi: 10.1186/s13022-015-0017-y. PMID: 26568770; PMCID: PMC4644022. 17: Henn EW, Nondabula T, Juul L. Effect of vaginal infiltration with ornipressin or saline on intraoperative blood loss during vaginal prolapse surgery: a randomised controlled trial. Int Urogynecol J. 2016 Mar;27(3):407-12. doi: 10.1007/s00192-015-2821-7. Epub 2015 Aug 21. PMID: 26294207. 18: Zoicas I, Slattery DA, Neumann ID. Brain oxytocin in social fear conditioning and its extinction: involvement of the lateral septum. Neuropsychopharmacology. 2014 Dec;39(13):3027-35. doi: 10.1038/npp.2014.156. Epub 2014 Jun 26. PMID: 24964815; PMCID: PMC4229574. 19: Lukas M, Neumann ID. Social preference and maternal defeat-induced social avoidance in virgin female rats: sex differences in involvement of brain oxytocin and vasopressin. J Neurosci Methods. 2014 Aug 30;234:101-7. doi: 10.1016/j.jneumeth.2014.03.013. Epub 2014 Apr 4. PMID: 24709115. 20: Kudwa AE, McGivern RF, Handa RJ. Estrogen receptor β and oxytocin interact to modulate anxiety-like behavior and neuroendocrine stress reactivity in adult male and female rats. Physiol Behav. 2014 Apr 22;129:287-96. doi: 10.1016/j.physbeh.2014.03.004. Epub 2014 Mar 13. PMID: 24631553; PMCID: PMC5802969.