4-Hydroxy-2-methoxyphenalen-1-one

Details

• Internal ID: d5919311-a679-46e4-bbb7-3cf117129b56
• Taxonomy: Benzenoids > Phenalenes > Phenalenones
• IUPAC Name: 4-hydroxy-2-methoxyphenalen-1-one
• SMILES (Canonical): COC1=CC2=C(C=CC3=C2C(=CC=C3)C1=O)O
• SMILES (Isomeric): COC1=CC2=C(C=CC3=C2C(=CC=C3)C1=O)O
• InChI: InChI=1S/C14H10O3/c1-17-12-7-10-11(15)6-5-8-3-2-4-9(13(8)10)14(12)16/h2-7,15H,1H3
• InChI Key: WUXLICACQFJZDM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₃
• Molecular Weight: 226.23 g/mol
• Exact Mass: 226.062994177 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

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	+	0.7172	71.72%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8279	82.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9339	93.39%
OATP1B3 inhibitior	+	0.9837	98.37%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7494	74.94%
P-glycoprotein inhibitior	-	0.8535	85.35%
P-glycoprotein substrate	-	0.9038	90.38%
CYP3A4 substrate	-	0.5515	55.15%
CYP2C9 substrate	-	0.6419	64.19%
CYP2D6 substrate	-	0.7544	75.44%
CYP3A4 inhibition	-	0.5981	59.81%
CYP2C9 inhibition	+	0.6774	67.74%
CYP2C19 inhibition	+	0.7112	71.12%
CYP2D6 inhibition	-	0.8766	87.66%
CYP1A2 inhibition	+	0.9420	94.20%
CYP2C8 inhibition	-	0.7731	77.31%
CYP inhibitory promiscuity	+	0.7644	76.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8673	86.73%
Carcinogenicity (trinary)	Non-required	0.4110	41.10%
Eye corrosion	-	0.9619	96.19%
Eye irritation	+	0.9864	98.64%
Skin irritation	+	0.5848	58.48%
Skin corrosion	-	0.9835	98.35%
Ames mutagenesis	+	0.7546	75.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.8379	83.79%
Micronuclear	+	0.7125	71.25%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.6944	69.44%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.7576	75.76%
Acute Oral Toxicity (c)	III	0.5845	58.45%
Estrogen receptor binding	+	0.8489	84.89%
Androgen receptor binding	+	0.7643	76.43%
Thyroid receptor binding	+	0.5831	58.31%
Glucocorticoid receptor binding	+	0.6716	67.16%
Aromatase binding	+	0.6507	65.07%
PPAR gamma	-	0.5366	53.66%
Honey bee toxicity	-	0.9097	90.97%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9851	98.51%

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	98.95%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.77%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.10%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.64%	91.11%
CHEMBL2535	P11166	Glucose transporter	92.17%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	89.18%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.77%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.71%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.10%	96.67%
CHEMBL1937	Q92769	Histone deacetylase 2	87.01%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.94%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.09%	99.23%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.08%	80.78%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.91%	90.24%
CHEMBL1907	P15144	Aminopeptidase N	82.28%	93.31%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.03%	95.50%

Plants that contains it

• Strelitzia reginae

Cross-Links

• PubChem: 138983293
• LOTUS: LTS0061274
• wikiData: Q105313369