1-(3,7-Dihydroxy-8-methyl-9,10-dihydrophenanthren-4-yl)ethanone

Details

• Internal ID: 503a3b3c-5c6b-49c7-8854-8ed6b2aca5ac
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 1-(3,7-dihydroxy-8-methyl-9,10-dihydrophenanthren-4-yl)ethanone
• SMILES (Canonical): CC1=C(C=CC2=C1CCC3=C2C(=C(C=C3)O)C(=O)C)O
• SMILES (Isomeric): CC1=C(C=CC2=C1CCC3=C2C(=C(C=C3)O)C(=O)C)O
• InChI: InChI=1S/C17H16O3/c1-9-12-5-3-11-4-7-15(20)16(10(2)18)17(11)13(12)6-8-14(9)19/h4,6-8,19-20H,3,5H2,1-2H3
• InChI Key: IJVLANJDSRVODQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₃
• Molecular Weight: 268.31 g/mol
• Exact Mass: 268.109944368 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.37
• H-Bond Acceptor: 3
• 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	+	0.9956	99.56%
Caco-2	+	0.7712	77.12%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	0.5636	56.36%
OATP1B1 inhibitior	+	0.9155	91.55%
OATP1B3 inhibitior	+	0.9731	97.31%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5514	55.14%
P-glycoprotein inhibitior	-	0.9504	95.04%
P-glycoprotein substrate	-	0.8591	85.91%
CYP3A4 substrate	+	0.5192	51.92%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8037	80.37%
CYP3A4 inhibition	-	0.8485	84.85%
CYP2C9 inhibition	+	0.5401	54.01%
CYP2C19 inhibition	+	0.5579	55.79%
CYP2D6 inhibition	-	0.8607	86.07%
CYP1A2 inhibition	+	0.9443	94.43%
CYP2C8 inhibition	-	0.7691	76.91%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8411	84.11%
Carcinogenicity (trinary)	Non-required	0.5446	54.46%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.5714	57.14%
Skin irritation	+	0.6023	60.23%
Skin corrosion	-	0.8402	84.02%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6005	60.05%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7329	73.29%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5538	55.38%
Acute Oral Toxicity (c)	III	0.6950	69.50%
Estrogen receptor binding	+	0.7246	72.46%
Androgen receptor binding	+	0.5680	56.80%
Thyroid receptor binding	-	0.6241	62.41%
Glucocorticoid receptor binding	+	0.9013	90.13%
Aromatase binding	-	0.6032	60.32%
PPAR gamma	+	0.8061	80.61%
Honey bee toxicity	-	0.9688	96.88%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9876	98.76%

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	96.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.30%	98.95%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	90.02%	91.79%
CHEMBL1951	P21397	Monoamine oxidase A	89.85%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.01%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.76%	95.56%
CHEMBL4208	P20618	Proteasome component C5	86.04%	90.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.88%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.39%	89.00%
CHEMBL2056	P21728	Dopamine D1 receptor	83.35%	91.00%
CHEMBL2535	P11166	Glucose transporter	80.41%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.16%	90.71%

Plants that contains it

• Juncus effusus

Cross-Links

• PubChem: 162977493
• LOTUS: LTS0266949
• wikiData: Q104402203