2H,10H-[1,3]Dioxolo[4,5-B]xanthen-10-one

Details

• Internal ID: f5192c7a-ff12-4a36-b007-dc5796a31794
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: [1,3]dioxolo[4,5-b]xanthen-10-one
• SMILES (Canonical): C1OC2=C(O1)C=C3C(=C2)C(=O)C4=CC=CC=C4O3
• SMILES (Isomeric): C1OC2=C(O1)C=C3C(=C2)C(=O)C4=CC=CC=C4O3
• InChI: InChI=1S/C14H8O4/c15-14-8-3-1-2-4-10(8)18-11-6-13-12(5-9(11)14)16-7-17-13/h1-6H,7H2
• InChI Key: FOINFNBKTYKBJH-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₈O₄
• Molecular Weight: 240.21 g/mol
• Exact Mass: 240.04225873 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 6720-25-8
• 2H,10H-[1,3]DIOXOLO[4,5-B]XANTHEN-10-ONE
• SCHEMBL12608762
• DTXSID30557158

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.7532	75.32%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6890	68.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9556	95.56%
OATP1B3 inhibitior	+	0.9573	95.73%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6072	60.72%
P-glycoprotein inhibitior	+	0.6133	61.33%
P-glycoprotein substrate	-	0.9434	94.34%
CYP3A4 substrate	-	0.5802	58.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8291	82.91%
CYP3A4 inhibition	+	0.8108	81.08%
CYP2C9 inhibition	+	0.6232	62.32%
CYP2C19 inhibition	+	0.7383	73.83%
CYP2D6 inhibition	+	0.7389	73.89%
CYP1A2 inhibition	+	0.9053	90.53%
CYP2C8 inhibition	-	0.9138	91.38%
CYP inhibitory promiscuity	+	0.7229	72.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4927	49.27%
Eye corrosion	-	0.9583	95.83%
Eye irritation	+	0.8837	88.37%
Skin irritation	+	0.5252	52.52%
Skin corrosion	-	0.9612	96.12%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5759	57.59%
Micronuclear	+	0.7874	78.74%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.6041	60.41%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4639	46.39%
Acute Oral Toxicity (c)	III	0.5130	51.30%
Estrogen receptor binding	+	0.8476	84.76%
Androgen receptor binding	+	0.8165	81.65%
Thyroid receptor binding	+	0.6614	66.14%
Glucocorticoid receptor binding	+	0.8350	83.50%
Aromatase binding	+	0.9491	94.91%
PPAR gamma	+	0.8036	80.36%
Honey bee toxicity	-	0.8482	84.82%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9164	91.64%

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	98.85%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.38%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	92.95%	89.63%
CHEMBL2581	P07339	Cathepsin D	91.84%	98.95%
CHEMBL2039	P27338	Monoamine oxidase B	91.83%	92.51%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.29%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.35%	96.77%
CHEMBL3401	O75469	Pregnane X receptor	89.26%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.48%	94.80%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.99%	92.62%
CHEMBL240	Q12809	HERG	86.44%	89.76%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.30%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.64%	93.99%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	83.12%	80.96%

Plants that contains it

• Hypericum geminiflorum
• Hypericum monogynum

Cross-Links

• PubChem: 14189052
• LOTUS: LTS0027807
• wikiData: Q82438971