6,11-Dihydroxyfuro[3,2-b]xanthen-5-one

Details

• Internal ID: 347004ae-0622-475e-87f0-52620c92023d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 6,11-dihydroxyfuro[3,2-b]xanthen-5-one
• SMILES (Canonical): C1=CC(=C2C(=C1)OC3=C(C2=O)C=C4C=COC4=C3O)O
• SMILES (Isomeric): C1=CC(=C2C(=C1)OC3=C(C2=O)C=C4C=COC4=C3O)O
• InChI: InChI=1S/C15H8O5/c16-9-2-1-3-10-11(9)12(17)8-6-7-4-5-19-14(7)13(18)15(8)20-10/h1-6,16,18H
• InChI Key: SKLKLYJCWKMONH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₈O₅
• Molecular Weight: 268.22 g/mol
• Exact Mass: 268.03717335 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	-	0.7091	70.91%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7314	73.14%
OATP2B1 inhibitior	-	0.6803	68.03%
OATP1B1 inhibitior	+	0.9179	91.79%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	0.5200	52.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8143	81.43%
P-glycoprotein inhibitior	-	0.8505	85.05%
P-glycoprotein substrate	-	0.8606	86.06%
CYP3A4 substrate	-	0.5354	53.54%
CYP2C9 substrate	-	0.6265	62.65%
CYP2D6 substrate	-	0.8495	84.95%
CYP3A4 inhibition	+	0.7157	71.57%
CYP2C9 inhibition	+	0.6095	60.95%
CYP2C19 inhibition	+	0.5583	55.83%
CYP2D6 inhibition	-	0.5689	56.89%
CYP1A2 inhibition	+	0.9265	92.65%
CYP2C8 inhibition	-	0.6228	62.28%
CYP inhibitory promiscuity	+	0.5180	51.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Warning	0.4205	42.05%
Eye corrosion	-	0.9761	97.61%
Eye irritation	+	0.8543	85.43%
Skin irritation	+	0.5913	59.13%
Skin corrosion	-	0.9787	97.87%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8704	87.04%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.7177	71.77%
skin sensitisation	-	0.7712	77.12%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6113	61.13%
Acute Oral Toxicity (c)	II	0.5554	55.54%
Estrogen receptor binding	+	0.7194	71.94%
Androgen receptor binding	+	0.7457	74.57%
Thyroid receptor binding	+	0.5667	56.67%
Glucocorticoid receptor binding	+	0.8661	86.61%
Aromatase binding	+	0.8290	82.90%
PPAR gamma	+	0.9379	93.79%
Honey bee toxicity	-	0.9335	93.35%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7916	79.16%

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	98.44%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.76%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.95%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.86%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.81%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.44%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.08%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.40%	94.00%
CHEMBL3959	P16083	Quinone reductase 2	89.77%	89.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.92%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.51%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	86.11%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.24%	93.65%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.97%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	83.16%	94.75%

Plants that contains it

• Mammea acuminata

Cross-Links

• PubChem: 101696517
• LOTUS: LTS0238992
• wikiData: Q105254907