6,8-Dihydroxy-4-methyl-7 h-benz(de) anthracen-7-one

Details

• Internal ID: c2615ac3-7931-4acd-bfd9-faf437c469b3
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: 6,8-dihydroxy-4-methylbenzo[a]phenalen-7-one
• SMILES (Canonical): CC1=CC(=C2C3=C1C=CC=C3C4=C(C2=O)C(=CC=C4)O)O
• SMILES (Isomeric): CC1=CC(=C2C3=C1C=CC=C3C4=C(C2=O)C(=CC=C4)O)O
• InChI: InChI=1S/C18H12O3/c1-9-8-14(20)17-15-10(9)4-2-5-11(15)12-6-3-7-13(19)16(12)18(17)21/h2-8,19-20H,1H3
• InChI Key: VFNQCHNKEGIWSX-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	+	0.8112	81.12%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8594	85.94%
OATP2B1 inhibitior	-	0.7135	71.35%
OATP1B1 inhibitior	+	0.9133	91.33%
OATP1B3 inhibitior	+	0.9740	97.40%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6142	61.42%
P-glycoprotein inhibitior	-	0.8693	86.93%
P-glycoprotein substrate	-	0.8869	88.69%
CYP3A4 substrate	+	0.5128	51.28%
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	-	0.7897	78.97%
CYP inhibitory promiscuity	-	0.5229	52.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7535	75.35%
Carcinogenicity (trinary)	Warning	0.4684	46.84%
Eye corrosion	-	0.9769	97.69%
Eye irritation	+	0.8652	86.52%
Skin irritation	+	0.7844	78.44%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	+	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7226	72.26%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	-	0.6435	64.35%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.6325	63.25%
Acute Oral Toxicity (c)	III	0.7437	74.37%
Estrogen receptor binding	+	0.9204	92.04%
Androgen receptor binding	+	0.5469	54.69%
Thyroid receptor binding	+	0.6063	60.63%
Glucocorticoid receptor binding	+	0.9608	96.08%
Aromatase binding	+	0.7836	78.36%
PPAR gamma	+	0.8354	83.54%
Honey bee toxicity	-	0.9428	94.28%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.46%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	98.38%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.17%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.90%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.86%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	93.67%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.04%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.40%	99.15%
CHEMBL2535	P11166	Glucose transporter	87.13%	98.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.58%	96.67%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.61%	93.03%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.58%	93.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.94%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.14%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.18%	96.21%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.04%	93.65%

Plants that contains it

• Picramnia latifolia

Cross-Links

• PubChem: 21582530
• LOTUS: LTS0157535
• wikiData: Q105285468