Citbrasine

Details

• Internal ID: 9029b7de-0d9d-4eba-88d8-fe0e79c07f15
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Acridines > Acridones
• IUPAC Name: 1,5-dihydroxy-2,3,4-trimethoxy-10-methylacridin-9-one
• SMILES (Canonical): CN1C2=C(C=CC=C2O)C(=O)C3=C1C(=C(C(=C3O)OC)OC)OC
• SMILES (Isomeric): CN1C2=C(C=CC=C2O)C(=O)C3=C1C(=C(C(=C3O)OC)OC)OC
• InChI: InChI=1S/C17H17NO6/c1-18-11-8(6-5-7-9(11)19)13(20)10-12(18)15(22-2)17(24-4)16(23-3)14(10)21/h5-7,19,21H,1-4H3
• InChI Key: QYPQTPVQPNLXHV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₇NO₆
• Molecular Weight: 331.32 g/mol
• Exact Mass: 331.10558726 g/mol
• Topological Polar Surface Area (TPSA): 88.50 Ų
• XlogP: 2.90

Synonyms

• Citbrasine
• CHEMBL1668599
• D04URI
• GTPL8561
• SCHEMBL9352197
• DTXSID401192210
• BDBM50336482
• compound 7 [PMID: 21277783]
• 1,5-Dihydroxy-2,3,4-trimethoxy-10-methylacridone
• Q27076083
• 1,5-dihydroxy-2,3,4-trimethoxy-10-methylacridin-9-one
• 1,5-Dihydroxy-2,3,4-trimethoxy-10-methyl-9(10H)-acridinone
• 1,5-dihydroxy-2,3,4-trimethoxy-10-methyl-9,10-dihydroacridin-9-one
• 1,5-Dihydroxy-2,3,4-trimethoxy-10-methyl-9,10-dihydroacridine-9-one
• 86680-34-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3272	O60911	Cathepsin L2	200 nM; 1200 nM	Ki; IC50	via Super-PRED; PMID: 21277783

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3192	Q9BY41	Histone deacetylase 8	98.71%	93.99%
CHEMBL2581	P07339	Cathepsin D	97.64%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.26%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.51%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	92.50%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.65%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	89.35%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.26%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.97%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.87%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.41%	89.00%
CHEMBL2535	P11166	Glucose transporter	83.47%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.87%	99.15%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	80.63%	100.00%

Plants that contains it

• Clematis flammula
• Gentianella magellanica
• Hortia brasiliana
• Swinglea glutinosa

Cross-Links

• PubChem: 19093029
• NPASS: NPC76478
• ChEMBL: CHEMBL1668599
• LOTUS: LTS0183075
• wikiData: Q27076083