Citrusinine I

Details

• Internal ID: 47243b6b-bb4a-4681-94c5-187e9d0b14b9
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Acridines > Acridones
• IUPAC Name: 1,5-dihydroxy-3,4-dimethoxy-10-methylacridin-9-one
• SMILES (Canonical): CN1C2=C(C=CC=C2O)C(=O)C3=C1C(=C(C=C3O)OC)OC
• SMILES (Isomeric): CN1C2=C(C=CC=C2O)C(=O)C3=C1C(=C(C=C3O)OC)OC
• InChI: InChI=1S/C16H15NO5/c1-17-13-8(5-4-6-9(13)18)15(20)12-10(19)7-11(21-2)16(22-3)14(12)17/h4-7,18-19H,1-3H3
• InChI Key: UTEAJHNFBCLZHN-UHFFFAOYSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₅NO₅
• Molecular Weight: 301.29 g/mol
• Exact Mass: 301.09502258 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 2.90

Synonyms

• Citrusinine-I
• 86680-32-2
• 1,5-dihydroxy-3,4-dimethoxy-10-methylacridin-9-one
• CHEMBL451705
• 9(10H)-Acridinone, 1,5-dihydroxy-3,4-dimethoxy-10-methyl-
• DTXSID10235760
• CHEBI:184245
• BDBM50336481
• AKOS040763313
• 1,5-Dihydroxy-3,4-dimethoxy-10-methylacridone
• 1,5-dihydroxy-3,4-dimethoxy-10-methyl-acridin-9-one
• 1,5-Dihydroxy-3,4-dimethoxy-10-methyl-9(10H)-Acridinone
• 1,5-DIHYDROXY-3,4-DIMETHOXY-10-METHYL-9,10-DIHYDROACRIDIN-9-ONE

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	2200 nM	IC50	PMID: 21277783

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3192	Q9BY41	Histone deacetylase 8	98.68%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.11%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.90%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.39%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.69%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.12%	94.00%
CHEMBL2535	P11166	Glucose transporter	93.07%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.42%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.88%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.39%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.89%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	86.57%	94.75%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	84.68%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.80%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.97%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.34%	93.65%
CHEMBL2056	P21728	Dopamine D1 receptor	80.24%	91.00%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.20%	100.00%

Plants that contains it

• Atalantia buxifolia
• Citrus × aurantium
• Citrus japonica
• Citrus maxima
• Clematis flammula
• Gentianella magellanica
• Hortia brasiliana
• Swinglea glutinosa

Cross-Links

• PubChem: 5487772
• NPASS: NPC148391
• ChEMBL: CHEMBL451705
• LOTUS: LTS0154282
• wikiData: Q83117648