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Chemical structure of Tachyplesin I

GA23575

Tachyplesin I

Also known as (1R,4S,7S,10S,13R,18R,21S,24S,27S,30R,33S,39S,42S)-N-[(2S)-1-amino-5-carbamimidamido-1-oxopentan-2-yl]-10-benzyl-33-[(2S)-butan-2-yl]-7,21,24,39-tetrakis(3-carbamimidamidopropyl)-13-[[(2S)-2-[[(2S)-2,6-diaminohexanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-27,42-bis[(4-hydroxyphenyl)methyl]-3,6,9,12,20,23,26,29,32,35,38,41,44-tridecaoxo-4-propan-2-yl-15,16,46,47-tetrathia-2,5,8,11,19,22,25,28,31,34,37,40,43-tridecazabicyclo[28.14.4]octatetracontane-18-carboxamide

Tachyplesin I is an antimicrobial peptide originally detected in the extract of hemocytes from the Japanese horseshoe crab· It inhibits the growth of both Gramnegative and -positive bacteria and forms a complex with bacterial lipopolysaccharides· These results suggest that this peptide belongs to the family of arthropodous peptide antibiotics· Furthermore this peptide has been shown to have antiviral activity against vesicular stomatitis virus, influenza A virus and HIV-1

ChemicalCAS118231-04-2MW2263.78FormulaC99H151N35O19S4
CAS number
118231-04-2
Molecular weight
2263.78
Formula
C99H151N35O19S4
Solubility
Soluble in DMSO
InChIKey
ZJQFYZCNRTZAIM-PMXBASNASA-N
Catalogue number
GA23575
Brand
GLPBIO
Computed properties PubChem CID 16129721 · XLogP -2.7 · TPSA 1030 Ų · H-bond donors 37
XLogP
-2.7
TPSA
1030 Ų
H-bond donors
37
H-bond acceptors
30
Rotatable bonds
47
Heavy atoms
157

SMILES CC[C@H](C)[C@H]1C(=O)N[C@H]2CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N1)CCCNC(=N)N)CC3=CC=C(C=C3)O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CSSC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC2=O)CC4=CC=C(C=C4)O)CCCNC(=N)N)CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N)NC(=O)[C@H](CC5=CNC6=CC=CC=C65)NC(=O)[C@H](CCCCN)N)CC7=CC=CC=C7)CCCNC(=N)N)C(C)C

Computed descriptors from PubChem (CID 16129721), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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Lead time
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