5,8,9-trihydroxy-1,1,2-trimethyl-2H-furo[2,3-c]xanthen-6-one

Details

• Internal ID: 29aa20e4-ce44-4408-8094-d7ec2243f4fd
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 5,8,9-trihydroxy-1,1,2-trimethyl-2H-furo[2,3-c]xanthen-6-one
• InChI: InChI=1S/C18H16O6/c1-7-18(2,3)15-13(23-7)6-11(21)14-16(22)8-4-9(19)10(20)5-12(8)24-17(14)15/h4-7,19-21H,1-3H3
• InChI Key: WSGWOIHAZGXOFX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₆
• Molecular Weight: 328.30 g/mol
• Exact Mass: 328.09468823 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9651	96.51%
Caco-2	+	0.5396	53.96%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8149	81.49%
OATP2B1 inhibitior	-	0.5649	56.49%
OATP1B1 inhibitior	+	0.9273	92.73%
OATP1B3 inhibitior	+	0.9670	96.70%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7083	70.83%
P-glycoprotein inhibitior	-	0.7627	76.27%
P-glycoprotein substrate	-	0.6723	67.23%
CYP3A4 substrate	+	0.5776	57.76%
CYP2C9 substrate	-	0.6371	63.71%
CYP2D6 substrate	-	0.8480	84.80%
CYP3A4 inhibition	-	0.7756	77.56%
CYP2C9 inhibition	-	0.7056	70.56%
CYP2C19 inhibition	-	0.6356	63.56%
CYP2D6 inhibition	-	0.8160	81.60%
CYP1A2 inhibition	+	0.7874	78.74%
CYP2C8 inhibition	-	0.8150	81.50%
CYP inhibitory promiscuity	-	0.6155	61.55%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4821	48.21%
Eye corrosion	-	0.9908	99.08%
Eye irritation	+	0.7454	74.54%
Skin irritation	-	0.6990	69.90%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7151	71.51%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5967	59.67%
skin sensitisation	-	0.7684	76.84%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7151	71.51%
Acute Oral Toxicity (c)	III	0.6086	60.86%
Estrogen receptor binding	+	0.8278	82.78%
Androgen receptor binding	+	0.7474	74.74%
Thyroid receptor binding	+	0.6461	64.61%
Glucocorticoid receptor binding	+	0.8991	89.91%
Aromatase binding	+	0.8240	82.40%
PPAR gamma	+	0.8027	80.27%
Honey bee toxicity	-	0.8256	82.56%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9572	95.72%

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	98.90%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.44%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.94%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.06%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.42%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.91%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.69%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.11%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.60%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	83.53%	94.75%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.18%	85.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.53%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.18%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.90%	93.99%

Plants that contains it

• Hypericum perforatum

Cross-Links

• PubChem: 162891635
• LOTUS: LTS0126954
• wikiData: Q105311851