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indigoidine

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EntityQ11712142· pop 5· linked from 2 articles

indigoidine

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Also known as 5,5'-diamino-4,4'-dihydroxy-3,3'-diazadiphenoquinone-(2,2')

Indigoidine is an organic compound of the azaquinone group. It is a blue pigment produced by some bacterial species that excrete it into the surrounding medium.

Chemical data

Formula
C10H8N4O4
Molecular weight
248.19 g/mol
IUPAC name
(5E)-3-amino-5-(5-amino-2,6-dioxo-3-pyridinylidene)pyridine-2,6-dione
SMILES
C\1=C(C(=O)NC(=O)/C1=C/2\C=C(C(=O)NC2=O)N)N
InChIKey
ALDIVIWLBSDGGN-ONEGZZNKSA-N
XLogP
-1.8
Polar surface area
144 Ų
H-bond donors
4
H-bond acceptors
6
Formal charge
0

via PubChem

Wikidata facts

Subclass of
alkaloid
Mass
248.055
Show 4 more facts
chemical formula
C₁₀H₈N₄O₄
canonical SMILES
C1=C(C(=O)NC(=O)C1=C2C=C(C(=O)NC2=O)N)N
isomeric SMILES
C\1=C(C(=O)NC(=O)/C1=C/2\C=C(C(=O)NC2=O)N)N
Sources (2)

via Wikidata · CC0

~3 min read

Encyclopedic overview

11 sections
Contents
  • History
  • Occurrence
  • Synthesis
  • Biosynthesis
  • Properties
  • Physical properties
  • Chemical properties
  • Derivatives
  • See also
  • Literature
  • References

Indigoidine is an organic compound of the azaquinone group. It is a blue pigment produced by some bacterial species that excrete it into the surrounding medium.

== History == Otto Voges researched and described the bacterial species Bacillus indigoferus in 1893, renamed after him to Vogesella indigofera, in Kiel, which continuously discolored the surrounding medium (water) from slightly bluish (24 hours) to royal blue (48 hours).

Excerpted from Wikipedia’s “indigoidine” article, available under the CC BY-SA 4.0 licence.

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