3-[(E,3R)-3-hydroxybut-1-enyl]isochromen-1-one

Details

• Internal ID: 2d036dc2-d952-41d4-8410-db2c94594673
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 3-[(E,3R)-3-hydroxybut-1-enyl]isochromen-1-one
• InChI: InChI=1S/C13H12O3/c1-9(14)6-7-11-8-10-4-2-3-5-12(10)13(15)16-11/h2-9,14H,1H3/b7-6+/t9-/m1/s1
• InChI Key: DTXUIAMWHHGGPB-XCODYQFDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₃
• Molecular Weight: 216.23 g/mol
• Exact Mass: 216.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.7504	75.04%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5552	55.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9159	91.59%
OATP1B3 inhibitior	+	0.9853	98.53%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7831	78.31%
P-glycoprotein inhibitior	-	0.8943	89.43%
P-glycoprotein substrate	-	0.9457	94.57%
CYP3A4 substrate	-	0.5747	57.47%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	-	0.7789	77.89%
CYP2C9 inhibition	-	0.7465	74.65%
CYP2C19 inhibition	-	0.8456	84.56%
CYP2D6 inhibition	-	0.9633	96.33%
CYP1A2 inhibition	+	0.7269	72.69%
CYP2C8 inhibition	-	0.8547	85.47%
CYP inhibitory promiscuity	-	0.7870	78.70%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.3989	39.89%
Eye corrosion	-	0.9439	94.39%
Eye irritation	+	0.9172	91.72%
Skin irritation	+	0.6542	65.42%
Skin corrosion	-	0.9721	97.21%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8519	85.19%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7479	74.79%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8116	81.16%
Acute Oral Toxicity (c)	III	0.6878	68.78%
Estrogen receptor binding	+	0.6915	69.15%
Androgen receptor binding	+	0.7555	75.55%
Thyroid receptor binding	+	0.5383	53.83%
Glucocorticoid receptor binding	-	0.4851	48.51%
Aromatase binding	+	0.6803	68.03%
PPAR gamma	+	0.7136	71.36%
Honey bee toxicity	-	0.9389	93.89%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9513	95.13%

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	98.20%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.80%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	95.64%	94.73%
CHEMBL2581	P07339	Cathepsin D	95.13%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.64%	85.14%
CHEMBL2039	P27338	Monoamine oxidase B	88.64%	92.51%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.23%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.81%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	85.44%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.36%	99.23%
CHEMBL2535	P11166	Glucose transporter	81.08%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.59%	96.00%

Plants that contains it

• Artemisia dracunculus

Cross-Links

• PubChem: 44575579
• NPASS: NPC272524