10-hydroxy-6H-pyrano[3,2-g]chromen-2-one

Details

• Internal ID: 414aa035-5225-4eab-ad63-c9d475375957
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Linear pyranocoumarins
• IUPAC Name: 10-hydroxy-6H-pyrano[3,2-g]chromen-2-one
• SMILES (Canonical): C1C=COC2=C1C=C3C=CC(=O)OC3=C2O
• SMILES (Isomeric): C1C=COC2=C1C=C3C=CC(=O)OC3=C2O
• InChI: InChI=1S/C12H8O4/c13-9-4-3-8-6-7-2-1-5-15-11(7)10(14)12(8)16-9/h1,3-6,14H,2H2
• InChI Key: JTVCHHJMCONHTC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₈O₄
• Molecular Weight: 216.19 g/mol
• Exact Mass: 216.04225873 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• NSC-292153

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9651	96.51%
Caco-2	+	0.7016	70.16%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6716	67.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9182	91.82%
OATP1B3 inhibitior	+	0.9775	97.75%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7641	76.41%
P-glycoprotein inhibitior	-	0.8877	88.77%
P-glycoprotein substrate	-	0.9332	93.32%
CYP3A4 substrate	-	0.5900	59.00%
CYP2C9 substrate	-	0.6130	61.30%
CYP2D6 substrate	-	0.8122	81.22%
CYP3A4 inhibition	-	0.7166	71.66%
CYP2C9 inhibition	+	0.5693	56.93%
CYP2C19 inhibition	-	0.6404	64.04%
CYP2D6 inhibition	-	0.8193	81.93%
CYP1A2 inhibition	+	0.5057	50.57%
CYP2C8 inhibition	-	0.8159	81.59%
CYP inhibitory promiscuity	-	0.7204	72.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5101	51.01%
Eye corrosion	-	0.9807	98.07%
Eye irritation	+	0.8246	82.46%
Skin irritation	+	0.6459	64.59%
Skin corrosion	-	0.9769	97.69%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7594	75.94%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.6600	66.00%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7347	73.47%
Acute Oral Toxicity (c)	II	0.5950	59.50%
Estrogen receptor binding	+	0.8369	83.69%
Androgen receptor binding	+	0.6348	63.48%
Thyroid receptor binding	-	0.6171	61.71%
Glucocorticoid receptor binding	+	0.5952	59.52%
Aromatase binding	+	0.9099	90.99%
PPAR gamma	+	0.8715	87.15%
Honey bee toxicity	-	0.8441	84.41%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9474	94.74%

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	98.14%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.79%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.18%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.72%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.01%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.35%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.50%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	84.49%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.44%	99.15%
CHEMBL4208	P20618	Proteasome component C5	81.04%	90.00%

Plants that contains it

• Zanthoxylum spinosum

Cross-Links

• PubChem: 324957
• NPASS: NPC138305