8-hydroxy-10,11-dimethoxy-3,12-dimethyl-3-[2-(1,3,5-trihydroxy-10-methyl-9-oxoacridin-4-yl)ethenyl]-2H-[1,4]dioxino[2,3-c]acridin-7-one

Details

• Internal ID: 3539b589-77bc-4a0e-a20f-3776d2ba2e61
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Acridines > Acridones
• IUPAC Name: 8-hydroxy-10,11-dimethoxy-3,12-dimethyl-3-[2-(1,3,5-trihydroxy-10-methyl-9-oxoacridin-4-yl)ethenyl]-2H-[1,4]dioxino[2,3-c]acridin-7-one
• SMILES (Canonical): CC1(COC2=C(O1)C=CC3=C2N(C4=C(C3=O)C(=CC(=C4OC)OC)O)C)C=CC5=C6C(=C(C=C5O)O)C(=O)C7=C(N6C)C(=CC=C7)O
• SMILES (Isomeric): CC1(COC2=C(O1)C=CC3=C2N(C4=C(C3=O)C(=CC(=C4OC)OC)O)C)C=CC5=C6C(=C(C=C5O)O)C(=O)C7=C(N6C)C(=CC=C7)O
• InChI: InChI=1S/C35H30N2O10/c1-35(12-11-16-20(39)13-21(40)25-28(16)36(2)27-17(31(25)42)7-6-8-19(27)38)15-46-34-23(47-35)10-9-18-29(34)37(3)30-26(32(18)43)22(41)14-24(44-4)33(30)45-5/h6-14,38-41H,15H2,1-5H3
• InChI Key: PQPGLMPQNHBXON-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₀N₂O₁₀
• Molecular Weight: 638.60 g/mol
• Exact Mass: 638.19004516 g/mol
• Topological Polar Surface Area (TPSA): 159.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 4.78
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6020	60.20%
Caco-2	-	0.8180	81.80%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Nucleus	0.4844	48.44%
OATP2B1 inhibitior	+	0.5770	57.70%
OATP1B1 inhibitior	+	0.8944	89.44%
OATP1B3 inhibitior	+	0.9309	93.09%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9708	97.08%
P-glycoprotein inhibitior	+	0.8412	84.12%
P-glycoprotein substrate	+	0.5801	58.01%
CYP3A4 substrate	+	0.7088	70.88%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.8541	85.41%
CYP3A4 inhibition	-	0.8276	82.76%
CYP2C9 inhibition	-	0.7987	79.87%
CYP2C19 inhibition	-	0.7440	74.40%
CYP2D6 inhibition	-	0.8381	83.81%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.7198	71.98%
CYP inhibitory promiscuity	-	0.7126	71.26%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4236	42.36%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8875	88.75%
Skin irritation	-	0.8288	82.88%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7291	72.91%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8775	87.75%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6376	63.76%
Acute Oral Toxicity (c)	III	0.6860	68.60%
Estrogen receptor binding	+	0.7994	79.94%
Androgen receptor binding	+	0.7804	78.04%
Thyroid receptor binding	+	0.6589	65.89%
Glucocorticoid receptor binding	+	0.8100	81.00%
Aromatase binding	+	0.6940	69.40%
PPAR gamma	+	0.7216	72.16%
Honey bee toxicity	-	0.7651	76.51%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.6932	69.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	99.30%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	99.18%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.82%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.22%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.52%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.07%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.75%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.38%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.17%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.12%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	94.37%	94.75%
CHEMBL2535	P11166	Glucose transporter	89.11%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.90%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.66%	85.14%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.62%	80.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.41%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.83%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	85.40%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.92%	99.15%
CHEMBL230	P35354	Cyclooxygenase-2	83.92%	89.63%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.30%	95.53%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.83%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.59%	92.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.18%	93.40%

Plants that contains it

• Glycosmis parviflora

Cross-Links

• PubChem: 85193326
• LOTUS: LTS0162668
• wikiData: Q105213333