6,8-Dihydroxy-10-methylbenzo[a]phenalen-7-one

Details

• Internal ID: 7de3f8c0-cfef-487a-af09-469827ee3e93
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: 6,8-dihydroxy-10-methylbenzo[a]phenalen-7-one
• InChI: InChI=1S/C18H12O3/c1-9-7-12-11-4-2-3-10-5-6-13(19)17(15(10)11)18(21)16(12)14(20)8-9/h2-8,19-20H,1H3
• InChI Key: RIJCCHRKCAHMMT-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₂O₃
• Molecular Weight: 276.30 g/mol
• Exact Mass: 276.078644241 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8536	85.36%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8594	85.94%
OATP2B1 inhibitior	-	0.7099	70.99%
OATP1B1 inhibitior	+	0.9225	92.25%
OATP1B3 inhibitior	+	0.9740	97.40%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5739	57.39%
P-glycoprotein inhibitior	-	0.8716	87.16%
P-glycoprotein substrate	-	0.9581	95.81%
CYP3A4 substrate	-	0.5569	55.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.8434	84.34%
CYP2C9 inhibition	+	0.7276	72.76%
CYP2C19 inhibition	+	0.6665	66.65%
CYP2D6 inhibition	-	0.8531	85.31%
CYP1A2 inhibition	+	0.9795	97.95%
CYP2C8 inhibition	-	0.7842	78.42%
CYP inhibitory promiscuity	-	0.5229	52.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7535	75.35%
Carcinogenicity (trinary)	Warning	0.4684	46.84%
Eye corrosion	-	0.9769	97.69%
Eye irritation	+	0.9261	92.61%
Skin irritation	+	0.7844	78.44%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	+	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7062	70.62%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.6435	64.35%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.8563	85.63%
Acute Oral Toxicity (c)	III	0.7437	74.37%
Estrogen receptor binding	+	0.9352	93.52%
Androgen receptor binding	+	0.8353	83.53%
Thyroid receptor binding	+	0.6427	64.27%
Glucocorticoid receptor binding	+	0.9610	96.10%
Aromatase binding	+	0.7956	79.56%
PPAR gamma	+	0.8492	84.92%
Honey bee toxicity	-	0.9296	92.96%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9624	96.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.11%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.65%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.31%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.29%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.61%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	93.48%	94.73%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	89.76%	96.67%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.27%	93.03%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.09%	96.95%
CHEMBL2535	P11166	Glucose transporter	87.13%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.11%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.77%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.65%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.61%	97.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.84%	90.71%
CHEMBL4208	P20618	Proteasome component C5	81.27%	90.00%

Plants that contains it

• Picramnia latifolia

Cross-Links

• PubChem: 21576219
• LOTUS: LTS0030923
• wikiData: Q105236905