8,12-Dihydroxy-7-methyl-3,4-dihydronaphtho[2,1-f]isochromen-1-one

Details

• Internal ID: 9cc5faf6-1d54-4c80-bb14-6b0ae30d484c
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 8,12-dihydroxy-7-methyl-3,4-dihydronaphtho[2,1-f]isochromen-1-one
• SMILES (Canonical): CC1=C(C=CC2=C1C=CC3=C4CCOC(=O)C4=C(C=C32)O)O
• SMILES (Isomeric): CC1=C(C=CC2=C1C=CC3=C4CCOC(=O)C4=C(C=C32)O)O
• InChI: InChI=1S/C18H14O4/c1-9-10-2-3-12-13-6-7-22-18(21)17(13)16(20)8-14(12)11(10)4-5-15(9)19/h2-5,8,19-20H,6-7H2,1H3
• InChI Key: JDBSBPUNBBBQRY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₄
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 4
• 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	+	0.9179	91.79%
Caco-2	+	0.6845	68.45%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8706	87.06%
OATP2B1 inhibitior	-	0.5739	57.39%
OATP1B1 inhibitior	+	0.9420	94.20%
OATP1B3 inhibitior	+	0.9691	96.91%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4495	44.95%
P-glycoprotein inhibitior	-	0.9230	92.30%
P-glycoprotein substrate	-	0.8899	88.99%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.6383	63.83%
CYP2D6 substrate	-	0.8466	84.66%
CYP3A4 inhibition	-	0.8474	84.74%
CYP2C9 inhibition	+	0.6629	66.29%
CYP2C19 inhibition	-	0.5185	51.85%
CYP2D6 inhibition	-	0.8428	84.28%
CYP1A2 inhibition	+	0.7922	79.22%
CYP2C8 inhibition	-	0.7522	75.22%
CYP inhibitory promiscuity	-	0.7881	78.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6112	61.12%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.5704	57.04%
Skin irritation	-	0.7060	70.60%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6373	63.73%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.9008	90.08%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5712	57.12%
Acute Oral Toxicity (c)	I	0.5244	52.44%
Estrogen receptor binding	+	0.9265	92.65%
Androgen receptor binding	+	0.8288	82.88%
Thyroid receptor binding	-	0.5215	52.15%
Glucocorticoid receptor binding	+	0.8310	83.10%
Aromatase binding	+	0.6368	63.68%
PPAR gamma	+	0.8563	85.63%
Honey bee toxicity	-	0.9177	91.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8455	84.55%

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	98.96%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.06%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	96.71%	83.82%
CHEMBL1951	P21397	Monoamine oxidase A	96.00%	91.49%
CHEMBL2581	P07339	Cathepsin D	92.42%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.00%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.21%	99.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.92%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.50%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.88%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	83.64%	94.73%
CHEMBL2535	P11166	Glucose transporter	83.62%	98.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.77%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.45%	99.23%

Plants that contains it

• Juncus setchuensis

Cross-Links

• PubChem: 44178859
• LOTUS: LTS0161492
• wikiData: Q105125330