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Vasopressin analog

Terlipressin

Terlipressin is a synthetic analog of vasopressin built by adding three glycine residues to lysine-vasopressin.

By The Peptides Codex Editorial TeamIndividual review date not recorded

Page data last changed: . Chemistry registry snapshot: . Registry refreshes and identity assessments are separate from scientific content review.

Length
12 aa
Class
Vasopressin analog
Function
Vasopressin V1 receptor agonist (prodrug)
Context
Approved for hepatorenal syndrome; used for variceal bleeding

A vasopressin prodrug that releases active peptide slowly for sustained vasoconstriction.

Also known as: Terlivaz · Glypressin

Part of the Foundational & therapeutic peptides cluster

Overview

Terlipressin is a synthetic analog of vasopressin built by adding three glycine residues to lysine-vasopressin. It acts as a slow-release prodrug, giving prolonged V1-mediated splanchnic vasoconstriction, and gained FDA approval in 2022 for hepatorenal syndrome. Content here is educational only.

Source & context

Biological / chemical source: Synthetic triglycyl-lysine analog of vasopressin

Primary research or clinical context: Approved for hepatorenal syndrome; used for variceal bleeding

Prodrug strategy

The triglycyl extension is cleaved gradually in the body to release lysine-vasopressin, converting a short-acting hormone into a sustained vasoconstrictor. This is a clear example of using a peptide prodrug to lengthen and smooth a drug's action.

Splanchnic vasoconstriction

By constricting splanchnic arteries, terlipressin lowers portal pressure, which underlies its use in hepatorenal syndrome and bleeding esophageal varices. It is a widely studied therapeutic peptide in hepatology and critical care.

Sequence

One-letter sequence commonly cited for Terlipressin (educational; isoforms and modifications may differ):

GGGCYFQNCPKG

GGGCYFQNCPKG

Terlipressin12 aa · C52H74N16O15S2 · ≈ 1,227.4 DaPEPTIDESCODEX.COMN-terminus →→ C-terminusG1G2G3C4Y5F6Q7N8C9P10K+11G12nonpolarpolaracidicbasicGly / Pronon-canonical (X)Hydropathy (Kyte–Doolittle): ▮ hydrophobic (cyan) / ▮ hydrophilic (rose) · Side-chain charge at pH 7: + / −
Terlipressin — Structure cardDownload SVG
G1G2G3C4Y5F6Q7N8C9P10K11G12
Helical wheel projection

Residues plotted ~100° apart around an α-helix — clustering of one color reveals an amphipathic face.

Analyze sequences in the playground →

Structure & chemistry

Molecular identity & reference confidence

Source-supported reference

Reference values are taken from the cited molecular record or curated profile. A database match is not independent laboratory verification; modifications, counter-ions, and formulations can change the measured mass.

Molecular form
Terlipressin (source record; form not independently established)
Species
Not established by this molecular identity audit
Termini (N / C)
Not specified / Not specified

Average reference mass

Reference policy updated: 2026-10-05

Molecular formula
C52H74N16O15S2
Average reference mass
≈ 1,227.4
Status
Approved medicine in at least one jurisdiction (IUPHAR record)
Identifiers

Chemistry values: IUPHAR/BPS Guide to Pharmacology, PubChem · fetched 2026-10-01.

Clinical development snapshot

ClinicalTrials.gov lists 115 registered studies with “Terlipressin” as an intervention (snapshot 2026-09-06). A registry footprint is not evidence of efficacy or approval.

Registered studies
115
Highest phase reached
Phase 4
Active in latest 100
15
Most recent update
2026-08-27
Most recently updated studies
NCTTitlePhaseStatusUpdated
NCT07252401Terlipressin vs. Somatostatin in Cirrhotic Patients With Acute Variceal Bleeding and Renal DysfunctionNot applicablenot yet recruiting2026-08-27
NCT07746349Terlipressin vs Placebo to Reduce Bleeding in Fibroid SurgeryNot applicablenot yet recruiting2026-08-05
NCT07719933Intraoperative Continuous Terlipressin Infusion is Associated With Reduced Severe Postoperative Complications —completed2026-07-28
NCT02473341Efficacy Of Bovine Colostrum In The Treatment Of Severe Alcohol-Associated Hepatitis: A Randomized Controlled Phase 3active not recruiting2026-07-21
NCT06855758Effect of Terlipressin for Intraoperative Blood Pressure Management in Kidney TransplantationNot applicableactive not recruiting2026-07-13
NCT02970175Interest of in Situ Terlipressin Administration Before the Realisation of Bronchial BiopsyPhase 3completed2026-06-08
See all on ClinicalTrials.gov →
Concentration math

Terlipressin — reconstitution calculator

Enter how much peptide is in the vial and how much diluent (e.g. bacteriostatic water) is added. The tool returns the resulting solution concentration — and, for any amount you type, the volume it corresponds to. This is educational arithmetic, not a dosing recommendation.

Reference form: Terlipressin (source record; form not independently established)Average reference mass: 1,227.4 Da

Syringe graduation
Solution concentration
5 mg/mL5,000 mcg/mL
mcg

Enter an amount to see the volume it corresponds to.

Educational concentration mathematics only. This tool does not recommend a dose, amount, or protocol, and nothing here is medical advice. Many peptides are not authorized by Health Canada for human use — see our reconstitution and bacteriostatic-water guides for context.

Open the Terlipressin calculator on its own page →

FAQ about Terlipressin

What is Terlipressin?+

Terlipressin is a synthetic analog of vasopressin built by adding three glycine residues to lysine-vasopressin. It acts as a slow-release prodrug, giving prolonged V1-mediated splanchnic vasoconstriction, and gained FDA approval in 2022 for hepatorenal syndrome. Content here is educational only.

What Canadian product status is recorded for Terlipressin?+

Canadian product status for Terlipressin has not been verified in this profile. No verified record here does not mean no authorization exists. Status depends on the product, formulation and use; consult Health Canada's product records.

What is the typical length of Terlipressin?+

Terlipressin is commonly described as approximately 12 amino acids (Vasopressin analog).

Related peptides

References & further reading

  1. 1.Wong et al. (2021). Terlipressin plus Albumin for the Treatment of Type 1 Hepatorenal Syndrome. N Engl J Med
  2. 2.Cavallin et al. (2016). Terlipressin given by continuous intravenous infusion versus intravenous boluses in the treatment of hepatorenal syndrome: A randomized controlled study. Hepatology
  3. 3.Arora et al. (2020). Terlipressin Is Superior to Noradrenaline in the Management of Acute Kidney Injury in Acute on Chronic Liver Failure. Hepatology
  4. 4.Mårtensson et al. (2018). Terlipressin or norepinephrine, or both in septic shock?. Intensive Care Med
  5. 5.Cavallin et al. (2015). Terlipressin plus albumin versus midodrine and octreotide plus albumin in the treatment of hepatorenal syndrome: A randomized trial. Hepatology
  6. 6.Rockey et al. (2025). Terlipressin for Hepatorenal Syndrome in Patients With Early-Stage Acute-on-Chronic Liver Failure. Liver Int
  7. 7.Reau et al. (2025). Editorial: Terlipressin Induced Bradycardia. Aliment Pharmacol Ther
  8. 8.Wong (2024). Terlipressin for hepatorenal syndrome. Curr Opin Gastroenterol
  9. 9.PubChem — compound summary for Terlipressin (CID 72081)
  10. 10.Wikipedia — Terlipressin
Disclaimer: Educational content only. Not medical advice. Not instructions for human use. Research peptides and unapproved products may be restricted or illegal to market for human consumption in your jurisdiction. Consult qualified professionals and applicable law.
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