8,9-Dihydroxy-3-methoxy-2,2,6-trimethylanthracen-1-one

Details

• Internal ID: 39de5d41-4a53-4bd0-a41f-caf9c89665b8
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: 8,9-dihydroxy-3-methoxy-2,2,6-trimethylanthracen-1-one
• InChI: InChI=1S/C18H18O4/c1-9-5-10-7-11-8-13(22-4)18(2,3)17(21)15(11)16(20)14(10)12(19)6-9/h5-8,19-20H,1-4H3
• InChI Key: VMLHMTHUSKRPCY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.30 g/mol
• Exact Mass: 298.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.8831	88.31%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7964	79.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8155	81.55%
OATP1B3 inhibitior	+	0.9245	92.45%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7869	78.69%
P-glycoprotein inhibitior	-	0.7449	74.49%
P-glycoprotein substrate	-	0.9320	93.20%
CYP3A4 substrate	+	0.5927	59.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8356	83.56%
CYP3A4 inhibition	+	0.5990	59.90%
CYP2C9 inhibition	+	0.6934	69.34%
CYP2C19 inhibition	+	0.7663	76.63%
CYP2D6 inhibition	-	0.8065	80.65%
CYP1A2 inhibition	+	0.8954	89.54%
CYP2C8 inhibition	+	0.4563	45.63%
CYP inhibitory promiscuity	+	0.8520	85.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8955	89.55%
Carcinogenicity (trinary)	Non-required	0.5551	55.51%
Eye corrosion	-	0.9899	98.99%
Eye irritation	+	0.8121	81.21%
Skin irritation	-	0.7462	74.62%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4926	49.26%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6052	60.52%
skin sensitisation	-	0.7700	77.00%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6483	64.83%
Acute Oral Toxicity (c)	III	0.6649	66.49%
Estrogen receptor binding	+	0.9232	92.32%
Androgen receptor binding	+	0.6086	60.86%
Thyroid receptor binding	+	0.7573	75.73%
Glucocorticoid receptor binding	+	0.6791	67.91%
Aromatase binding	+	0.7844	78.44%
PPAR gamma	+	0.7554	75.54%
Honey bee toxicity	-	0.9216	92.16%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9941	99.41%

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	99.31%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.24%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	94.92%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.38%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.57%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.33%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.50%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.13%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.08%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.73%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.79%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.97%	93.03%
CHEMBL4208	P20618	Proteasome component C5	81.83%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.14%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.24%	89.00%

Plants that contains it

• Senna racemosa

Cross-Links

• PubChem: 91260944
• LOTUS: LTS0043097
• wikiData: Q105289040