4,5-dihydroxy-2-methoxy-7-methyl-10H-anthracen-9-one

Details

• Internal ID: 42c325b0-d253-45b6-8279-437a0c79151e
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: 4,5-dihydroxy-2-methoxy-7-methyl-10H-anthracen-9-one
• InChI: InChI=1S/C16H14O4/c1-8-3-12-10(14(17)4-8)7-11-13(16(12)19)5-9(20-2)6-15(11)18/h3-6,17-18H,7H2,1-2H3
• InChI Key: OFKGFPTVZGCBHS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.55
• 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	+	0.9959	99.59%
Caco-2	+	0.8383	83.83%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8744	87.44%
OATP2B1 inhibitior	-	0.7169	71.69%
OATP1B1 inhibitior	+	0.9473	94.73%
OATP1B3 inhibitior	+	0.9637	96.37%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7035	70.35%
P-glycoprotein inhibitior	-	0.7707	77.07%
P-glycoprotein substrate	-	0.9731	97.31%
CYP3A4 substrate	-	0.5450	54.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7012	70.12%
CYP3A4 inhibition	-	0.6603	66.03%
CYP2C9 inhibition	-	0.7124	71.24%
CYP2C19 inhibition	+	0.5695	56.95%
CYP2D6 inhibition	-	0.8265	82.65%
CYP1A2 inhibition	+	0.9605	96.05%
CYP2C8 inhibition	-	0.8865	88.65%
CYP inhibitory promiscuity	-	0.5716	57.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7755	77.55%
Carcinogenicity (trinary)	Non-required	0.5724	57.24%
Eye corrosion	-	0.9788	97.88%
Eye irritation	+	0.8653	86.53%
Skin irritation	-	0.6210	62.10%
Skin corrosion	-	0.9791	97.91%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4391	43.91%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.9231	92.31%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6731	67.31%
Acute Oral Toxicity (c)	II	0.6054	60.54%
Estrogen receptor binding	+	0.8156	81.56%
Androgen receptor binding	+	0.6104	61.04%
Thyroid receptor binding	+	0.5622	56.22%
Glucocorticoid receptor binding	+	0.8179	81.79%
Aromatase binding	-	0.4890	48.90%
PPAR gamma	+	0.6159	61.59%
Honey bee toxicity	-	0.8386	83.86%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9609	96.09%

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	96.74%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.08%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.56%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.43%	99.15%
CHEMBL4208	P20618	Proteasome component C5	90.21%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.69%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.45%	96.09%
CHEMBL2535	P11166	Glucose transporter	86.64%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.45%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.36%	85.14%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.55%	92.68%
CHEMBL1951	P21397	Monoamine oxidase A	82.79%	91.49%
CHEMBL2056	P21728	Dopamine D1 receptor	80.73%	91.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.46%	91.19%

Plants that contains it

• Ventilago madraspatana

Cross-Links

• PubChem: 162915520
• LOTUS: LTS0272282
• wikiData: Q105191140