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Compound monograph

Eptifibatide

Eptifibatide is a synthetic peptide containing L-homoarginine and a disulfide closure connecting an N-terminal 3-mercaptopropanoyl unit to the C-terminal cysteinamide.

Published: 2026-10-21Literature/identifier verification: 2026-10-21
Also known asEptifibatidumEptifibatida

01

Identity & nomenclature

Eptifibatide is a synthetic peptide containing L-homoarginine and a disulfide closure connecting an N-terminal 3-mercaptopropanoyl unit to the C-terminal cysteinamide.

WHO Recommended INN List 40 names the parent and its language forms. Six amino acids plus one non-amino-acid acyl unit occupy seven conventional positions. CAS provenance and historical codes remain withheld. FDA uses the literal term interchain, while WHO and analytical ring-scission evidence establish an intramolecular disulfide. EMA prose says (L)propyl, whereas its sequence representation and the other admitted structures identify proline. These editorial wording conflicts remain unresolved and do not define additional bonds or residues.

Declared aliases and development codes: Eptifibatidum, Eptifibatida.

02

Molecular properties

Molecular formulaC35H49N11O9S2
Molecular mass831.965 Da
PubChem CID448812
UNIINA8320J834
Three-letter sequenceMpa–Har–Gly–Asp–Trp–Pro–Cys
Terminal groupsN-terminal 3-mercaptopropanoyl acyl unit; no free N-terminal alpha-amino group; C-terminal amide

Conventional numbering counts Mpa1, Har2, Gly3, Asp4, Trp5, Pro6 and Cys7. Mpa is the achiral N-terminal 3-mercaptopropanoyl acyl unit, not an amino acid. Har is L-homoarginine, equivalently N6-amidino-L-lysine. The six amino acids contain five L chiral units and achiral Gly. Cysteinamide is a terminal group; no one-letter string is supplied. Source amino-acid-only numbering Har1-Cys6 maps to conventional positions 2-7.

03

Structural characteristics

Conventional numbering counts Mpa1, Har2, Gly3, Asp4, Trp5, Pro6 and Cys7. Mpa is the achiral N-terminal 3-mercaptopropanoyl acyl unit, not an amino acid. Har is L-homoarginine, equivalently N6-amidino-L-lysine. The six amino acids contain five L chiral units and achiral Gly. Cysteinamide is a terminal group; no one-letter string is supplied. Source amino-acid-only numbering Har1-Cys6 maps to conventional positions 2-7.

  • Intramolecular disulfide between Mpa1 and L-Cys7

Ring closures: covalent bonds between residues, by position counted from the first residue of the chain.

  • Disulfide Mpa1–Cys7: thiol sulfur to thiol sulfur (Sγ). Source: PMID 21031361.

Terminal features: N-terminal 3-mercaptopropanoyl acyl unit; no free N-terminal alpha-amino group, C-terminal amide.

04

Molecular targets & mechanisms

05

Analytical considerations

The molecular formula describes the parent; the average mass is calculated using CIAAW 2024 abridged atomic weights. FDA prints 831.96: +0.005 Da (+6.0099 ppm). EMA prints 831.32: +0.645 Da (+775.8745 ppm) against the average; neither source explicitly establishes its precise mass convention. PubChem displays 832.0 Da: -0.035 Da (-42.0673 ppm), consistent with one-decimal rounding. Those published figures are non-defining; reduced and altered MS products are separate material.

What the studies reported

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06

Verified bibliography

Cited studies by type

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  1. Reference 1

Study models of these references

What kind of experiment each cited paper reports, taken from its abstract unless marked. Not a summary of results.

ReferenceStudy models
Duan X et al. 2010Chemical, structural or analytical study; no biological model reported

Record history

Published 2026-10-21.

No changes to this record's content have been recorded since publication.

Each entry names the parts of this record that changed on that date. Changes to links between records and to catalogue links are not listed. This history covers the tracked record fields; study findings are not listed here.

Cite this record: Purely Peptides Research Library. Eptifibatide. Published 2026-10-21. https://purelypeptides.org/research/compounds/eptifibatide/

10

Methodology & citation verification

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