Paeciloxanthone

Details

• Internal ID: 3f8eccec-d912-4ab6-90d1-55f22a1cba87
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 4-prenylated xanthones
• IUPAC Name: 8-hydroxy-1-(hydroxymethyl)-3-methyl-5-(3-methylbut-2-enyl)xanthen-9-one
• InChI: InChI=1S/C20H20O4/c1-11(2)4-5-13-6-7-15(22)18-19(23)17-14(10-21)8-12(3)9-16(17)24-20(13)18/h4,6-9,21-22H,5,10H2,1-3H3
• InChI Key: BVPDHUFKVJXUQA-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.96
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 8-hydroxy-1-(hydroxymethyl)-3-methyl-5-(3-methylbut-2-enyl)xanthen-9-one
• RefChem:169551
• SCHEMBL30994973
• CHEBI:224613

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	+	0.5130	51.30%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7172	71.72%
OATP2B1 inhibitior	+	0.5742	57.42%
OATP1B1 inhibitior	+	0.9263	92.63%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7097	70.97%
P-glycoprotein inhibitior	-	0.6352	63.52%
P-glycoprotein substrate	-	0.8566	85.66%
CYP3A4 substrate	+	0.5362	53.62%
CYP2C9 substrate	-	0.5826	58.26%
CYP2D6 substrate	-	0.8345	83.45%
CYP3A4 inhibition	-	0.5169	51.69%
CYP2C9 inhibition	+	0.5952	59.52%
CYP2C19 inhibition	+	0.6880	68.80%
CYP2D6 inhibition	-	0.7441	74.41%
CYP1A2 inhibition	+	0.8806	88.06%
CYP2C8 inhibition	-	0.7350	73.50%
CYP inhibitory promiscuity	+	0.7489	74.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.6635	66.35%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.5772	57.72%
Skin irritation	-	0.7544	75.44%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	+	0.8036	80.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6075	60.75%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7146	71.46%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4690	46.90%
Acute Oral Toxicity (c)	III	0.7206	72.06%
Estrogen receptor binding	+	0.7811	78.11%
Androgen receptor binding	+	0.8479	84.79%
Thyroid receptor binding	-	0.5613	56.13%
Glucocorticoid receptor binding	+	0.9174	91.74%
Aromatase binding	+	0.6499	64.99%
PPAR gamma	+	0.9378	93.78%
Honey bee toxicity	-	0.8817	88.17%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9705	97.05%

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	99.11%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.59%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.87%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.53%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.94%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.61%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.20%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.03%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.16%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.00%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.76%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.95%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	81.21%	91.49%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24879032
• LOTUS: LTS0039600
• wikiData: Q77509221