4-Hydroxy-[1,3]dioxolo[4,5-b]xanthen-10-one

Details

• Internal ID: 074b506b-32d7-4ab7-90e1-03793f8b6667
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 4-hydroxy-[1,3]dioxolo[4,5-b]xanthen-10-one
• SMILES (Canonical): C1OC2=C(O1)C(=C3C(=C2)C(=O)C4=CC=CC=C4O3)O
• SMILES (Isomeric): C1OC2=C(O1)C(=C3C(=C2)C(=O)C4=CC=CC=C4O3)O
• InChI: InChI=1S/C14H8O5/c15-11-7-3-1-2-4-9(7)19-13-8(11)5-10-14(12(13)16)18-6-17-10/h1-5,16H,6H2
• InChI Key: JSVGXAFVTWWBRD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₈O₅
• Molecular Weight: 256.21 g/mol
• Exact Mass: 256.03717335 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9698	96.98%
Caco-2	-	0.6145	61.45%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7581	75.81%
OATP2B1 inhibitior	-	0.7211	72.11%
OATP1B1 inhibitior	+	0.9122	91.22%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8077	80.77%
P-glycoprotein inhibitior	-	0.5547	55.47%
P-glycoprotein substrate	-	0.9004	90.04%
CYP3A4 substrate	-	0.5189	51.89%
CYP2C9 substrate	-	0.8170	81.70%
CYP2D6 substrate	-	0.8284	82.84%
CYP3A4 inhibition	+	0.6222	62.22%
CYP2C9 inhibition	+	0.5688	56.88%
CYP2C19 inhibition	-	0.5542	55.42%
CYP2D6 inhibition	+	0.5106	51.06%
CYP1A2 inhibition	+	0.7893	78.93%
CYP2C8 inhibition	-	0.7719	77.19%
CYP inhibitory promiscuity	-	0.5493	54.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4838	48.38%
Eye corrosion	-	0.9819	98.19%
Eye irritation	+	0.8184	81.84%
Skin irritation	-	0.5329	53.29%
Skin corrosion	-	0.9620	96.20%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7101	71.01%
Micronuclear	+	0.8174	81.74%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7462	74.62%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6279	62.79%
Acute Oral Toxicity (c)	II	0.4581	45.81%
Estrogen receptor binding	+	0.7183	71.83%
Androgen receptor binding	+	0.7381	73.81%
Thyroid receptor binding	+	0.5877	58.77%
Glucocorticoid receptor binding	+	0.8685	86.85%
Aromatase binding	+	0.8750	87.50%
PPAR gamma	+	0.8995	89.95%
Honey bee toxicity	-	0.8701	87.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8858	88.58%

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	99.81%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.12%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.38%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.07%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.48%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	86.89%	94.73%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.93%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.95%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.48%	86.33%
CHEMBL2535	P11166	Glucose transporter	81.52%	98.75%

Plants that contains it

• Kielmeyera rubriflora
• Kielmeyera speciosa

Cross-Links

• PubChem: 101304454
• LOTUS: LTS0023436
• wikiData: Q104169840