(2R)-6,9-dihydroxy-5-methoxy-2-methyl-3,4-dihydro-2H-anthracen-1-one

Details

• Internal ID: c5d38c55-90a1-427b-90d4-e1efd46f3a00
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: (2R)-6,9-dihydroxy-5-methoxy-2-methyl-3,4-dihydro-2H-anthracen-1-one
• InChI: InChI=1S/C16H16O4/c1-8-3-4-9-7-11-10(15(19)13(9)14(8)18)5-6-12(17)16(11)20-2/h5-8,17,19H,3-4H2,1-2H3/t8-/m1/s1
• InChI Key: IPYOLKUUFVJBRC-MRVPVSSYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.02
• 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	+	0.9848	98.48%
Caco-2	+	0.8018	80.18%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7957	79.57%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9422	94.22%
OATP1B3 inhibitior	+	0.9648	96.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7466	74.66%
P-glycoprotein inhibitior	-	0.9451	94.51%
P-glycoprotein substrate	-	0.7040	70.40%
CYP3A4 substrate	+	0.5868	58.68%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	-	0.7806	78.06%
CYP3A4 inhibition	-	0.7726	77.26%
CYP2C9 inhibition	-	0.5216	52.16%
CYP2C19 inhibition	+	0.5451	54.51%
CYP2D6 inhibition	-	0.7500	75.00%
CYP1A2 inhibition	+	0.9670	96.70%
CYP2C8 inhibition	-	0.7012	70.12%
CYP inhibitory promiscuity	-	0.5979	59.79%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8920	89.20%
Carcinogenicity (trinary)	Non-required	0.5792	57.92%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.5381	53.81%
Skin irritation	-	0.5559	55.59%
Skin corrosion	-	0.9044	90.44%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6631	66.31%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8647	86.47%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8686	86.86%
Acute Oral Toxicity (c)	III	0.6346	63.46%
Estrogen receptor binding	+	0.9271	92.71%
Androgen receptor binding	+	0.6482	64.82%
Thyroid receptor binding	-	0.5312	53.12%
Glucocorticoid receptor binding	+	0.6943	69.43%
Aromatase binding	-	0.6223	62.23%
PPAR gamma	+	0.7659	76.59%
Honey bee toxicity	-	0.9336	93.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9861	98.61%

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	99.43%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.41%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.63%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.16%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	92.87%	95.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.78%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.64%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.22%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.66%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.45%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.40%	95.89%
CHEMBL2535	P11166	Glucose transporter	85.05%	98.75%
CHEMBL2056	P21728	Dopamine D1 receptor	83.25%	91.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.05%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.66%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.15%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.53%	93.99%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.30%	90.71%

Plants that contains it

• Plocama pendula

Cross-Links

• PubChem: 162866477
• LOTUS: LTS0228102
• wikiData: Q105117591