5-Hydroxy-2,2-dimethylpyrano[2,3-h]chromen-8-one

Details

• Internal ID: 19e2b3b2-720c-4b85-a2f0-18e11eaa0fdb
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: 5-hydroxy-2,2-dimethylpyrano[2,3-h]chromen-8-one
• InChI: InChI=1S/C14H12O4/c1-14(2)6-5-8-10(15)7-11-9(13(8)18-14)3-4-12(16)17-11/h3-7,15H,1-2H3
• InChI Key: BMRPYLPZRMZUOP-UHFFFAOYSA-N
• Popularity: 0 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: 2.50
• Atomic LogP (AlogP): 2.68
• 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	+	0.9882	98.82%
Caco-2	+	0.7205	72.05%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7700	77.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9182	91.82%
OATP1B3 inhibitior	+	0.9747	97.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7052	70.52%
P-glycoprotein inhibitior	-	0.7341	73.41%
P-glycoprotein substrate	-	0.7455	74.55%
CYP3A4 substrate	+	0.5051	50.51%
CYP2C9 substrate	-	0.6491	64.91%
CYP2D6 substrate	-	0.8338	83.38%
CYP3A4 inhibition	-	0.5852	58.52%
CYP2C9 inhibition	+	0.5343	53.43%
CYP2C19 inhibition	-	0.7147	71.47%
CYP2D6 inhibition	-	0.8574	85.74%
CYP1A2 inhibition	-	0.8149	81.49%
CYP2C8 inhibition	-	0.7083	70.83%
CYP inhibitory promiscuity	-	0.7501	75.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.5057	50.57%
Eye corrosion	-	0.9840	98.40%
Eye irritation	+	0.8553	85.53%
Skin irritation	-	0.6361	63.61%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6360	63.60%
Micronuclear	+	0.6959	69.59%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7274	72.74%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5939	59.39%
Acute Oral Toxicity (c)	III	0.5082	50.82%
Estrogen receptor binding	+	0.9848	98.48%
Androgen receptor binding	+	0.7802	78.02%
Thyroid receptor binding	+	0.6559	65.59%
Glucocorticoid receptor binding	+	0.9336	93.36%
Aromatase binding	+	0.9408	94.08%
PPAR gamma	+	0.8672	86.72%
Honey bee toxicity	-	0.8830	88.30%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9778	97.78%

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	99.37%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.34%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.31%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.08%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	91.43%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.04%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.25%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.22%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.62%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.27%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	82.18%	94.73%
CHEMBL4208	P20618	Proteasome component C5	81.31%	90.00%

Plants that contains it

• Pilocarpus goudotianus

Cross-Links

• PubChem: 11436481
• NPASS: NPC190166