alpha-Amino-3-carboxy-1-hydroxy-gamma,5-dioxo-5H-pyrido(3,2-a)phenoxazine-11-butanoic acid
Basic information
- CAS
521-58-4- Standard SMILES
NC(CC(=O)c1cccc2oc3cc(=O)c4[nH]c(C(=O)O)cc(=O)c4c-3nc12)C(=O)O- InChIKey
QLAHWTNCEYYDRR-UHFFFAOYSA-N- Molecular formula
- C20H13N3O8
- Average molar mass
- 423.3 g/mol
- Monoisotopic mass
- 423.07026438
Overview
Xanthommatin is an ommochrome that consists of a pyrido[3,2-a]phenoxazine ring system bearing hydroxy, carboxy, oxo and 3-amino-3-carboxypropanoyl substituents at positions 1, 3, 5 and 11 respectively. The parent of the class of xanthommatins. It is a conjugate acid of a xanthommatin(1-).
Names & identifiers
- Preferred name
- alpha-Amino-3-carboxy-1-hydroxy-gamma,5-dioxo-5H-pyrido(3,2-a)phenoxazine-11-butanoic acid
- IUPAC
- 11-(3-amino-3-carboxypropanoyl)-1,5-dioxo-4H-pyrido[3,2-a]phenoxazine-3-carboxylic acid
- English name
- xanthommatin
- Molecular formula
- C20H13N3O8
- Molecular weight
- 423.33
Names & synonyms
Xanthommatin521-58-4Xanthomattin11-(3-amino-3-carboxypropanoyl)-1-hydroxy-5-oxo-5H-pyrido[3,2-a]phenoxazine-3-carboxylic acid3BMW3J9GSZNSC-100849CHEBI:16550DTXSID601131062alpha-Amino-3-carboxy-1-hydroxy-gamma,5-dioxo-5H-pyrido[3,2-a]phenoxazine-11-butanoic acidalpha-Amino-3-carboxy-1-hydroxy-gamma,5-dioxo-5H-pyrido(3,2-a)phenoxazine-11-butanoic acid11-(3-amino-3-carboxypropanoyl)-1-hydroxy-5-oxo-5H-pyrido(3,2-a)phenoxazine-3-carboxylic acidRefChem:915476
Show more names
α-Amino-3-carboxy-1-hydroxy-γ,5-dioxo-5H-pyrido[3,2-a]phenoxazine-11-butanoic acid5H-Pyrido[3,2-a]phenoxazine-11-butanoic acid, α-amino-3-carboxy-1-hydroxy-γ,5-dioxo-
DTXCID00156254211-(3-amino-3-carboxypropanoyl)-1,5-dioxo-4H-pyrido[3,2-a]phenoxazine-3-carboxylic acidNSC 100849SCHEMBL4576639SCHEMBL20863778SCHEMBL31700516NSC100849C01969
Properties
Computed structural properties
- XLogP
- -2.7
- Topological polar surface area
- 185 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 5
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 1,050
Physicochemical properties
- Boiling point
- 920.8 · 920.8±65.0 °C(Predicted)
- Density
- 1.8 · 1.80±0.1 g/cm3(Predicted)
- pka
- 2.02 · 2.02±0.23(Predicted)
- Cosmetics Ingredients Functions
- ANTIOXIDANT
Chemistry & industry
Additional notes
DefinitionChEBI: An ommochrome that consists of a pyrido[3,2-a]phenoxazine ring system bearing hydroxy, carboxy, oxo and 3-amino-3-carboxypropanoyl substituents at positions 1, 3, 5 and 11 respectively. The parent of the class of xanthommatins.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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