2,7,9-Trimethyl 4,5-dihydro-4,5-dioxo-1H-pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylate

HCID 451469

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Basic information

CAS: 74447-88-4
Standard SMILES: COC(=O)c1cc(C(=O)OC)c2c(n1)C(=O)C(=O)c1cc(C(=O)OC)[nH]c1-2
InChIKey: IYEWQFSKJDXIPI-UHFFFAOYSA-N
Molecular formula: C17H12N2O8
Average molar mass: 372.3 g/mol
Monoisotopic mass: 372.05936534

Names & identifiers

Preferred name: 2,7,9-Trimethyl 4,5-dihydro-4,5-dioxo-1H-pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylate
IUPAC: trimethyl 4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylate
English name: 4,5-Dioxo-4,5-dihydro-1H-pyrrol[2,3-f]quinoline-2,7,9-tricarboxylic acid trimethyl ester
Molecular formula: C17H12N2O8
Molecular weight: 372.28578

Names & synonyms

74447-88-4Methoxatin trimethyl esterDTXSID502254632,7,9-Trimethyl 4,5-dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylate2,7,9-Trimethyl 4,5-dihydro-4,5-dioxo-1H-pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylateRefChem:1060360DTXCID50147954PQQ-TMEPQQ-Trimethylestertrimethyl 4,5-dioxo-4,5-dihydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylatetrimethyl 4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylatePQQ trimethyl ester

Show more names

4,5-Dioxo-4,5-dihydro-1H-pyrrol[2,3-f]quinoline-2,7,9-tricarboxylic acid trimethyl ester4,5-Dioxo-4,5-dihydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid trimethyl ester

Coenzyme PQQ trimethyl ester1H-Pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylic acid, 4,5-dihydro-4,5-dioxo-, trimethyl esterTrimethyl 4,5-dihydro-4,5-dioxo-1H-pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylateorb1740717SCHEMBL1992364SCHEMBL29809416IYEWQFSKJDXIPI-UHFFFAOYSA-NGLXC-15445

Database identifiers

CAS: 74447-88-4
PubChem CID: 451469
DTXSID: DTXSID50225463
Nikkaji: J434.362J

Properties

Computed structural properties

XLogP: 0.9
Topological polar surface area: 142 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 9
Rotatable bonds: 6
Heavy atoms: 27
Formal charge: 0
Complexity: 692

Physicochemical properties

form: Solid
color: Orange to red
EWG's Food Scores: 1 · 1

Chemistry & industry

Applications · 1 item

UsesPQQ-trimethylester (PQQ-TME) is a synthetic compound that is a trimethylester derivative of pyrroloquinoline quinone (PQQ). PQQ-trimethylester has twice the blood-brain barrier permeability of PQQ (HY-100196) in vitro. In addition, PQQ-trimethylester shows strong inhibitory activity against α-synuclein, amyloid β1-42 (Aβ1-42) and prion protein fibrillation. PQQ-trimethylester can be used in the study of neurodegenerative diseases[1].