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پیووردین

Structure via PubChem · Public domain (PubChem)

EntityQ7263189· pop 11· linked from 19 articles

پیووردین

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Pyoverdines (alternatively, and less commonly, spelled as pyoverdins) are fluorescent siderophores produced by certain pseudomonads. Pyoverdines are important virulence factors, and are required for pathogenesis in many biological models of infection. Their contributions to bacterial pathogenesis include providing a crucial nutrient (i.e., iron), regulation of other virulence factors (including exotoxin A and the protease PrpL), supporting the formation of biofilms, and are increasingly recognized for having toxicity themselves.

Chemical data

Formula
C56H88N18O22
Molecular weight
1365.4 g/mol
IUPAC name
2-amino-5-[[(1S)-1-[[1-[[5-(diaminomethylideneamino)-1-[[1-[[5-[formyl(hydroxy)amino]-1-[[9-[3-[formyl(hydroxy)amino]propyl]-3,6-bis(1-hydroxyethyl)-2,5,8,11-tetraoxo-1,4,7,10-tetrazacyclohexadec-12-yl]amino]-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]carbamoyl]-8,9-dihydroxy-2,3,4,4a-tetrahydro-1H-pyrimido[1,2-a]quinolin-5-yl]amino]-5-oxopentanoic acid
SMILES
CC(C1C(=O)NC(C(=O)NCCCCC(C(=O)NC(C(=O)N1)CCCN(C=O)O)NC(=O)C(CCCN(C=O)O)NC(=O)C(CO)NC(=O)C(CCCN=C(N)N)NC(=O)C(CO)NC(=O)[C@@H]2CCNC3N2C4=CC(=C(C=C4C=C3NC(=O)CCC(C(=O)O)N)O)O)C(C)O)O
InChIKey
QIRRYPHVUMPBDX-UARRTFJPSA-N
XLogP
-9.7
Polar surface area
636 Ų
H-bond donors
23
H-bond acceptors
26
Formal charge
0

via PubChem

Wikidata facts

Subclass of
siderophore
Show 1 more fact
SMARTS notation
[#7][#6]1~[#6]~[#6]2~[#6]~[#6]~[#6]~[#6]~[#6]~2~[#7]2~[#6]~1~[#7]~[#6]~[#6]~[#6]~2C(~O)~N
Sources (2)

via Wikidata · CC0