Pestaxanthone

Details

• Internal ID: ada82668-6ca3-4fb1-a47c-a9cbb7f57d30
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 2-prenylated xanthones
• IUPAC Name: 2-(2,3-dihydroxy-3-methylbutyl)-1-hydroxy-8-(hydroxymethyl)-6-methylxanthen-9-one
• InChI: InChI=1S/C20H22O6/c1-10-6-12(9-21)16-14(7-10)26-13-5-4-11(8-15(22)20(2,3)25)18(23)17(13)19(16)24/h4-7,15,21-23,25H,8-9H2,1-3H3
• InChI Key: HMOJWLADOJJVCE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9754	97.54%
Caco-2	-	0.5447	54.47%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7033	70.33%
OATP2B1 inhibitior	-	0.5608	56.08%
OATP1B1 inhibitior	+	0.8718	87.18%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8659	86.59%
P-glycoprotein inhibitior	-	0.8235	82.35%
P-glycoprotein substrate	-	0.8291	82.91%
CYP3A4 substrate	+	0.5412	54.12%
CYP2C9 substrate	-	0.5906	59.06%
CYP2D6 substrate	-	0.8345	83.45%
CYP3A4 inhibition	-	0.8945	89.45%
CYP2C9 inhibition	-	0.9062	90.62%
CYP2C19 inhibition	-	0.8861	88.61%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	+	0.8314	83.14%
CYP2C8 inhibition	-	0.6416	64.16%
CYP inhibitory promiscuity	-	0.9345	93.45%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6798	67.98%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9334	93.34%
Skin irritation	-	0.7960	79.60%
Skin corrosion	-	0.9493	94.93%
Ames mutagenesis	+	0.6446	64.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4798	47.98%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5178	51.78%
skin sensitisation	-	0.8044	80.44%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8409	84.09%
Acute Oral Toxicity (c)	III	0.6416	64.16%
Estrogen receptor binding	+	0.8415	84.15%
Androgen receptor binding	+	0.7916	79.16%
Thyroid receptor binding	+	0.6891	68.91%
Glucocorticoid receptor binding	+	0.8875	88.75%
Aromatase binding	+	0.6981	69.81%
PPAR gamma	+	0.9375	93.75%
Honey bee toxicity	-	0.8185	81.85%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8711	87.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.46%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.93%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.18%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.41%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.90%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.55%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.31%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.84%	93.65%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.66%	93.99%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.54%	90.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.36%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.07%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.55%	89.34%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.44%	90.71%
CHEMBL4581	P52732	Kinesin-like protein 1	80.73%	93.18%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.34%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132514433
• LOTUS: LTS0013016
• wikiData: Q77502810