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Chemical structure of Hirullin

GA22593

Hirullin

Also known as (2S)-5-amino-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-hydroxypropanoyl]amino]-3-carboxypropanoyl]amino]-3-phenylpropanoyl]amino]-4-carboxybutanoyl]amino]-4-carboxybutanoyl]amino]-3-phenylpropanoyl]amino]-3-hydroxypropanoyl]amino]-4-methylpentanoyl]amino]-3-carboxypropanoyl]amino]-3-carboxypropanoyl]amino]-3-methylpentanoyl]amino]-4-carboxybutanoyl]amino]-5-oxopentanoic acid

Hirullin, originally isolated from the leech Hirudinaria manillensis, is a hirudin-based fibrinogen recognition peptide inhibitor, which binds efficiently to thrombin (IC??= 4·2 µM, in bovine)

ChemicalCAS131147-81-4MW1573.59FormulaC68H96N14O29
CAS number
131147-81-4
Molecular weight
1573.59
Formula
C68H96N14O29
Solubility
Soluble in DMSO
InChIKey
WUDUBJRKXIMUCO-DUBUDNBPSA-N
Catalogue number
GA22593
Brand
GLPBIO
Computed properties PubChem CID 16179707 · XLogP -7.6 · TPSA 720 Ų · H-bond donors 23
XLogP
-7.6
TPSA
720 Ų
H-bond donors
23
H-bond acceptors
30
Rotatable bonds
53
Heavy atoms
111

SMILES CC[C@H](C)[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)N)C(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CO)N

Computed descriptors from PubChem (CID 16179707), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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