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Chemical structure of (Trp⁶³,Trp⁶⁴)-C3a (63-77)

GA20317

(Trp⁶³,Trp⁶⁴)-C3a (63-77)

Also known as (2S)-2-[[(2S)-2-[[(2S)-2-[[2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-6-amino-2-[[2-[[(2S)-2-[[(2S)-2-amino-3-(1H-indol-3-yl)propanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]acetyl]amino]hexanoyl]amino]hexanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-5-carbamimidamidopentanoyl]amino]propanoyl]amino]-3-hydroxypropanoyl]amino]hexanoyl]amino]-4-methylpentanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]propanoyl]amino]-5-carbamimidamidopentanoic acid

(Trp?³,Trp??)-C3a (63-77), synthetic superagonist analog of complement 3a, exhibited the greatest biological potency of all peptides tested· The peptide was 12-15 times more active than natural C3a· Such an optimal potency was obtained by introducing a bulky hydrophobic group such as Trp-Trp which binds more strongly to the hydrophobic site on the receptor than does the corresponding site on the natural ligand

ChemicalCAS130154-64-2MW1820.17FormulaC86H134N26O18
CAS number
130154-64-2
Molecular weight
1820.17
Formula
C86H134N26O18
Solubility
Soluble in DMSO
InChIKey
WZZZEVMVZFWLNO-QYEYXIDWSA-N
Catalogue number
GA20317
Brand
GLPBIO
Computed properties PubChem CID 49799079 · XLogP -3.4 · TPSA 745 Ų · H-bond donors 29
XLogP
-3.4
TPSA
745 Ų
H-bond donors
29
H-bond acceptors
24
Rotatable bonds
62
Heavy atoms
130

SMILES C[C@@H](C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC1=CC=C(C=C1)O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)CNC(=O)[C@H](CC2=CNC3=CC=CC=C32)NC(=O)[C@H](CC4=CNC5=CC=CC=C54)N

Computed descriptors from PubChem (CID 49799079), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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