3-Hydroxyxanthyletin

Details

• Internal ID: fe2de091-6fd1-457c-be60-c335718d9819
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Linear pyranocoumarins
• IUPAC Name: 7-hydroxy-2,2-dimethylpyrano[3,2-g]chromen-8-one
• InChI: InChI=1S/C14H12O4/c1-14(2)4-3-8-5-9-6-10(15)13(16)17-11(9)7-12(8)18-14/h3-7,15H,1-2H3
• InChI Key: SBJCIDMVALOFAL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₄
• Molecular Weight: 244.24 g/mol
• Exact Mass: 244.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 7-hydroxy-2,2-dimethyl-pyrano[3,2-g]chromen-8-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9809	98.09%
Caco-2	+	0.8094	80.94%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7541	75.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9282	92.82%
OATP1B3 inhibitior	+	0.9725	97.25%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5204	52.04%
P-glycoprotein inhibitior	-	0.7557	75.57%
P-glycoprotein substrate	-	0.7633	76.33%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6491	64.91%
CYP2D6 substrate	-	0.8338	83.38%
CYP3A4 inhibition	-	0.5818	58.18%
CYP2C9 inhibition	-	0.6905	69.05%
CYP2C19 inhibition	-	0.7255	72.55%
CYP2D6 inhibition	-	0.8607	86.07%
CYP1A2 inhibition	-	0.8066	80.66%
CYP2C8 inhibition	-	0.7934	79.34%
CYP inhibitory promiscuity	-	0.7485	74.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4564	45.64%
Eye corrosion	-	0.9891	98.91%
Eye irritation	+	0.6655	66.55%
Skin irritation	-	0.5989	59.89%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4606	46.06%
Micronuclear	+	0.7159	71.59%
Hepatotoxicity	-	0.6199	61.99%
skin sensitisation	-	0.6930	69.30%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5306	53.06%
Acute Oral Toxicity (c)	III	0.5586	55.86%
Estrogen receptor binding	+	0.9550	95.50%
Androgen receptor binding	-	0.6175	61.75%
Thyroid receptor binding	+	0.6609	66.09%
Glucocorticoid receptor binding	+	0.8254	82.54%
Aromatase binding	+	0.9114	91.14%
PPAR gamma	+	0.7254	72.54%
Honey bee toxicity	-	0.9381	93.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9827	98.27%

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	98.26%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.44%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.62%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.77%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.67%	85.30%
CHEMBL1951	P21397	Monoamine oxidase A	88.18%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.47%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.37%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.27%	94.73%
CHEMBL4208	P20618	Proteasome component C5	85.61%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.34%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.44%	93.65%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.66%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.43%	95.56%

Plants that contains it

• Ficus nervosa

Cross-Links

• PubChem: 46927870
• LOTUS: LTS0275659
• wikiData: Q105249485