6,9,11-Trihydroxy-7-(2-methylbut-3-en-2-yl)furo[3,2-b]xanthen-5-one

Details

• Internal ID: 8f99b834-8fb6-4cce-94bd-f32684920be6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 6,9,11-trihydroxy-7-(2-methylbut-3-en-2-yl)furo[3,2-b]xanthen-5-one
• InChI: InChI=1S/C20H16O6/c1-4-20(2,3)11-8-12(21)19-13(15(11)23)14(22)10-7-9-5-6-25-17(9)16(24)18(10)26-19/h4-8,21,23-24H,1H2,2-3H3
• InChI Key: XLKLLCICISEKDT-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₆
• Molecular Weight: 352.30 g/mol
• Exact Mass: 352.09468823 g/mol
• Topological Polar Surface Area (TPSA): 100.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• BDBM50268289

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9850	98.50%
Caco-2	-	0.6430	64.30%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7988	79.88%
OATP2B1 inhibitior	-	0.5594	55.94%
OATP1B1 inhibitior	+	0.9027	90.27%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5214	52.14%
P-glycoprotein inhibitior	-	0.5968	59.68%
P-glycoprotein substrate	-	0.7635	76.35%
CYP3A4 substrate	+	0.5462	54.62%
CYP2C9 substrate	-	0.6117	61.17%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	+	0.6630	66.30%
CYP2C9 inhibition	+	0.6635	66.35%
CYP2C19 inhibition	+	0.6499	64.99%
CYP2D6 inhibition	-	0.7004	70.04%
CYP1A2 inhibition	+	0.6621	66.21%
CYP2C8 inhibition	+	0.4752	47.52%
CYP inhibitory promiscuity	+	0.7234	72.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4318	43.18%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.5129	51.29%
Skin irritation	-	0.6560	65.60%
Skin corrosion	-	0.8691	86.91%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4659	46.59%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.7210	72.10%
skin sensitisation	-	0.5803	58.03%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.5531	55.31%
Acute Oral Toxicity (c)	III	0.5768	57.68%
Estrogen receptor binding	+	0.7167	71.67%
Androgen receptor binding	+	0.6972	69.72%
Thyroid receptor binding	+	0.6505	65.05%
Glucocorticoid receptor binding	+	0.7949	79.49%
Aromatase binding	+	0.7518	75.18%
PPAR gamma	+	0.8314	83.14%
Honey bee toxicity	-	0.8585	85.85%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9893	98.93%

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	98.88%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.11%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.13%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.00%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.80%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	91.03%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.73%	93.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.46%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.77%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.66%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.64%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.09%	89.34%
CHEMBL1937	Q92769	Histone deacetylase 2	82.77%	94.75%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.08%	90.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.08%	90.71%

Plants that contains it

• Garcinia subelliptica

Cross-Links

• PubChem: 101681084
• LOTUS: LTS0133198
• wikiData: Q105330045