2,2-Dimethylpyrano[3,2-c]xanthen-7-one

Details

• Internal ID: cdbd378e-e603-4bcb-9923-7b10cd3759e6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: 2,2-dimethylpyrano[3,2-c]xanthen-7-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C3=C(C=C2)C(=O)C4=CC=CC=C4O3)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C3=C(C=C2)C(=O)C4=CC=CC=C4O3)C
• InChI: InChI=1S/C18H14O3/c1-18(2)10-9-11-7-8-13-15(19)12-5-3-4-6-14(12)20-17(13)16(11)21-18/h3-10H,1-2H3
• InChI Key: XTIBCIHWCDQZJY-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₃
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.094294304 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 2,2-dimethylpyrano[3,2-c]xanthen-7-one
• CHEMBL2437071

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.7141	71.41%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7622	76.22%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9095	90.95%
OATP1B3 inhibitior	+	0.9884	98.84%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7422	74.22%
P-glycoprotein inhibitior	+	0.8087	80.87%
P-glycoprotein substrate	-	0.7160	71.60%
CYP3A4 substrate	+	0.6030	60.30%
CYP2C9 substrate	-	0.8348	83.48%
CYP2D6 substrate	-	0.8052	80.52%
CYP3A4 inhibition	-	0.5909	59.09%
CYP2C9 inhibition	-	0.5488	54.88%
CYP2C19 inhibition	+	0.7242	72.42%
CYP2D6 inhibition	-	0.7139	71.39%
CYP1A2 inhibition	+	0.8216	82.16%
CYP2C8 inhibition	-	0.6224	62.24%
CYP inhibitory promiscuity	+	0.6656	66.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5542	55.42%
Eye corrosion	-	0.9712	97.12%
Eye irritation	+	0.6005	60.05%
Skin irritation	-	0.6164	61.64%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.5240	52.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.4516	45.16%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.4732	47.32%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.7531	75.31%
Acute Oral Toxicity (c)	III	0.6794	67.94%
Estrogen receptor binding	+	0.9669	96.69%
Androgen receptor binding	+	0.8277	82.77%
Thyroid receptor binding	+	0.7497	74.97%
Glucocorticoid receptor binding	+	0.9117	91.17%
Aromatase binding	+	0.8764	87.64%
PPAR gamma	+	0.7755	77.55%
Honey bee toxicity	-	0.8668	86.68%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.9517	95.17%

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	98.94%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.41%	95.56%
CHEMBL2039	P27338	Monoamine oxidase B	93.83%	92.51%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.65%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.45%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.89%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.62%	85.14%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.59%	85.94%
CHEMBL3401	O75469	Pregnane X receptor	84.05%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.16%	94.45%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.69%	93.65%

Plants that contains it

• Calophyllum caledonicum

Cross-Links

• PubChem: 493293
• LOTUS: LTS0160644
• wikiData: Q105341578