3-Hydroxy-2,2-dimethyl-3,4-dihydropyrano[3,2-c]xanthen-7-one

Details

• Internal ID: bf9f2de6-ba4b-44b3-8363-415f4c5d3448
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: 3-hydroxy-2,2-dimethyl-3,4-dihydropyrano[3,2-c]xanthen-7-one
• SMILES (Canonical): CC1(C(CC2=C(O1)C3=C(C=C2)C(=O)C4=CC=CC=C4O3)O)C
• SMILES (Isomeric): CC1(C(CC2=C(O1)C3=C(C=C2)C(=O)C4=CC=CC=C4O3)O)C
• InChI: InChI=1S/C18H16O4/c1-18(2)14(19)9-10-7-8-12-15(20)11-5-3-4-6-13(11)21-17(12)16(10)22-18/h3-8,14,19H,9H2,1-2H3
• InChI Key: FUBPCSSXWZUKKN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₄
• Molecular Weight: 296.30 g/mol
• Exact Mass: 296.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 4
• 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	+	0.9925	99.25%
Caco-2	-	0.5168	51.68%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6652	66.52%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8912	89.12%
OATP1B3 inhibitior	+	0.9796	97.96%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.5630	56.30%
P-glycoprotein inhibitior	-	0.5655	56.55%
P-glycoprotein substrate	-	0.6814	68.14%
CYP3A4 substrate	+	0.6464	64.64%
CYP2C9 substrate	-	0.8221	82.21%
CYP2D6 substrate	-	0.7247	72.47%
CYP3A4 inhibition	-	0.6796	67.96%
CYP2C9 inhibition	-	0.9122	91.22%
CYP2C19 inhibition	-	0.8231	82.31%
CYP2D6 inhibition	-	0.8098	80.98%
CYP1A2 inhibition	+	0.5302	53.02%
CYP2C8 inhibition	-	0.6910	69.10%
CYP inhibitory promiscuity	-	0.9247	92.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6298	62.98%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8870	88.70%
Skin irritation	-	0.6297	62.97%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5989	59.89%
Micronuclear	+	0.5018	50.18%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7406	74.06%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5467	54.67%
Acute Oral Toxicity (c)	III	0.7519	75.19%
Estrogen receptor binding	+	0.8505	85.05%
Androgen receptor binding	+	0.7888	78.88%
Thyroid receptor binding	+	0.5308	53.08%
Glucocorticoid receptor binding	+	0.8591	85.91%
Aromatase binding	+	0.7306	73.06%
PPAR gamma	+	0.8420	84.20%
Honey bee toxicity	-	0.8446	84.46%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8850	88.50%

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	99.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.70%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.97%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.49%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.35%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.39%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	83.34%	83.82%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.22%	96.39%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.08%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.86%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.84%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.03%	95.71%

Plants that contains it

• Calophyllum caledonicum

Cross-Links

• PubChem: 85214821
• LOTUS: LTS0139260
• wikiData: Q105001541