3,6-Dimethoxyphenanthrene-1,4,5,8-tetrone

Details

• Internal ID: 9e4ac791-6b37-4989-869e-0925248adc78
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 3,6-dimethoxyphenanthrene-1,4,5,8-tetrone
• SMILES (Canonical): COC1=CC(=O)C2=C(C1=O)C3=C(C=C2)C(=O)C=C(C3=O)OC
• SMILES (Isomeric): COC1=CC(=O)C2=C(C1=O)C3=C(C=C2)C(=O)C=C(C3=O)OC
• InChI: InChI=1S/C16H10O6/c1-21-11-5-9(17)7-3-4-8-10(18)6-12(22-2)16(20)14(8)13(7)15(11)19/h3-6H,1-2H3
• InChI Key: UVPSSGJTBLNVRE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀O₆
• Molecular Weight: 298.25 g/mol
• Exact Mass: 298.04773803 g/mol
• Topological Polar Surface Area (TPSA): 86.70 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.33
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.7253	72.53%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7705	77.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9748	97.48%
OATP1B3 inhibitior	+	0.9866	98.66%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.5857	58.57%
P-glycoprotein inhibitior	-	0.5404	54.04%
P-glycoprotein substrate	-	0.8874	88.74%
CYP3A4 substrate	-	0.6347	63.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7022	70.22%
CYP3A4 inhibition	-	0.5803	58.03%
CYP2C9 inhibition	-	0.6062	60.62%
CYP2C19 inhibition	-	0.6114	61.14%
CYP2D6 inhibition	-	0.9223	92.23%
CYP1A2 inhibition	+	0.9801	98.01%
CYP2C8 inhibition	-	0.8765	87.65%
CYP inhibitory promiscuity	+	0.5512	55.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8895	88.95%
Carcinogenicity (trinary)	Non-required	0.4980	49.80%
Eye corrosion	-	0.9641	96.41%
Eye irritation	+	0.8835	88.35%
Skin irritation	-	0.6398	63.98%
Skin corrosion	-	0.9695	96.95%
Ames mutagenesis	+	0.6536	65.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.7608	76.08%
Micronuclear	+	0.6959	69.59%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8801	88.01%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6456	64.56%
Acute Oral Toxicity (c)	II	0.4644	46.44%
Estrogen receptor binding	+	0.8016	80.16%
Androgen receptor binding	+	0.7291	72.91%
Thyroid receptor binding	-	0.6875	68.75%
Glucocorticoid receptor binding	+	0.5474	54.74%
Aromatase binding	+	0.5479	54.79%
PPAR gamma	-	0.6643	66.43%
Honey bee toxicity	-	0.9006	90.06%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9825	98.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.48%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.17%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.47%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.65%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.80%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.24%	94.00%
CHEMBL2535	P11166	Glucose transporter	86.00%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.80%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.98%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.65%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.29%	89.62%

Plants that contains it

• Dendrobium moniliforme

Cross-Links

• PubChem: 44550923
• LOTUS: LTS0221151
• wikiData: Q105280033