3-(But-2-yn-1-yl)-8-hydroxy-1H-2-benzopyran-1-one

Details

• Internal ID: de5d84de-83a4-4f4f-9e49-004d9bc2258a
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 3-but-2-ynyl-8-hydroxyisochromen-1-one
• InChI: InChI=1S/C13H10O3/c1-2-3-6-10-8-9-5-4-7-11(14)12(9)13(15)16-10/h4-5,7-8,14H,6H2,1H3
• InChI Key: GWACCTLVSACUOC-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₀O₃
• Molecular Weight: 214.22 g/mol
• Exact Mass: 214.062994177 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 72448-89-6
• CHEMBL451484
• DTXSID70659529
• 3-(But-2-yn-1-yl)-8-hydroxy-1H-2-benzopyran-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.7293	72.93%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5041	50.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	+	0.9756	97.56%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9064	90.64%
P-glycoprotein inhibitior	-	0.9427	94.27%
P-glycoprotein substrate	-	0.8902	89.02%
CYP3A4 substrate	-	0.5514	55.14%
CYP2C9 substrate	+	0.7031	70.31%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.8067	80.67%
CYP2C9 inhibition	-	0.9079	90.79%
CYP2C19 inhibition	-	0.8339	83.39%
CYP2D6 inhibition	-	0.9614	96.14%
CYP1A2 inhibition	+	0.7300	73.00%
CYP2C8 inhibition	-	0.7817	78.17%
CYP inhibitory promiscuity	-	0.8263	82.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8913	89.13%
Carcinogenicity (trinary)	Non-required	0.5081	50.81%
Eye corrosion	-	0.9446	94.46%
Eye irritation	+	0.6123	61.23%
Skin irritation	+	0.5432	54.32%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8296	82.96%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.7158	71.58%
skin sensitisation	-	0.8229	82.29%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5196	51.96%
Acute Oral Toxicity (c)	III	0.6580	65.80%
Estrogen receptor binding	+	0.5807	58.07%
Androgen receptor binding	+	0.6383	63.83%
Thyroid receptor binding	-	0.5254	52.54%
Glucocorticoid receptor binding	-	0.4753	47.53%
Aromatase binding	+	0.6277	62.77%
PPAR gamma	+	0.7888	78.88%
Honey bee toxicity	-	0.9555	95.55%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8970	89.70%

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	97.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.50%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.84%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.47%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.48%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.95%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.00%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.48%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.04%	89.00%
CHEMBL2535	P11166	Glucose transporter	81.58%	98.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.90%	93.65%
CHEMBL3959	P16083	Quinone reductase 2	80.55%	89.49%

Plants that contains it

• Artemisia dracunculus

Cross-Links

• PubChem: 44575587
• NPASS: NPC181715