3,9-Dihydroxy-5-methoxy-4-phenyl-2,3-dihydrophenalen-1-one

Details

• Internal ID: 4d50699c-a850-4e2f-a216-f6049f8caf72
• Taxonomy: Benzenoids > Naphthalenes > Phenylnaphthalenes
• IUPAC Name: 3,9-dihydroxy-5-methoxy-4-phenyl-2,3-dihydrophenalen-1-one
• InChI: InChI=1S/C20H16O4/c1-24-16-9-12-7-8-13(21)19-14(22)10-15(23)20(18(12)19)17(16)11-5-3-2-4-6-11/h2-9,15,21,23H,10H2,1H3
• InChI Key: MIHQNLYUIWQWJY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₄
• Molecular Weight: 320.30 g/mol
• Exact Mass: 320.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.5816	58.16%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8790	87.90%
OATP2B1 inhibitior	-	0.5882	58.82%
OATP1B1 inhibitior	+	0.9269	92.69%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7150	71.50%
P-glycoprotein inhibitior	-	0.6532	65.32%
P-glycoprotein substrate	-	0.8509	85.09%
CYP3A4 substrate	+	0.5179	51.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7391	73.91%
CYP3A4 inhibition	-	0.6301	63.01%
CYP2C9 inhibition	+	0.7612	76.12%
CYP2C19 inhibition	+	0.8376	83.76%
CYP2D6 inhibition	-	0.7388	73.88%
CYP1A2 inhibition	+	0.9093	90.93%
CYP2C8 inhibition	+	0.5427	54.27%
CYP inhibitory promiscuity	+	0.5168	51.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8424	84.24%
Carcinogenicity (trinary)	Non-required	0.4766	47.66%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.5163	51.63%
Skin irritation	-	0.5745	57.45%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6180	61.80%
Micronuclear	+	0.7459	74.59%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.9464	94.64%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5598	55.98%
Acute Oral Toxicity (c)	III	0.5235	52.35%
Estrogen receptor binding	+	0.8809	88.09%
Androgen receptor binding	+	0.8047	80.47%
Thyroid receptor binding	-	0.5205	52.05%
Glucocorticoid receptor binding	+	0.7915	79.15%
Aromatase binding	-	0.4836	48.36%
PPAR gamma	+	0.8305	83.05%
Honey bee toxicity	-	0.8468	84.68%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9340	93.40%

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	98.37%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.62%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.10%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.73%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.55%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.68%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.16%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.88%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.79%	94.00%
CHEMBL4208	P20618	Proteasome component C5	83.94%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.13%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.97%	89.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.62%	92.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.06%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102484718
• LOTUS: LTS0029543
• wikiData: Q105164770