7-[(E)-4-[(2S)-4-(hydroxymethyl)-5-oxo-2H-furan-2-yl]-3-methylbut-2-enoxy]chromen-2-one

Details

• Internal ID: 07834d43-eb93-4daa-bbbf-68a152db3abe
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-[(E)-4-[(2S)-4-(hydroxymethyl)-5-oxo-2H-furan-2-yl]-3-methylbut-2-enoxy]chromen-2-one
• InChI: InChI=1S/C19H18O6/c1-12(8-16-9-14(11-20)19(22)24-16)6-7-23-15-4-2-13-3-5-18(21)25-17(13)10-15/h2-6,9-10,16,20H,7-8,11H2,1H3/b12-6+/t16-/m0/s1
• InChI Key: NYBMIJVQEQCOLI-JCSUNJAGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₆
• Molecular Weight: 342.30 g/mol
• Exact Mass: 342.11033829 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.4885	48.85%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7796	77.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8148	81.48%
OATP1B3 inhibitior	+	0.9314	93.14%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6920	69.20%
P-glycoprotein inhibitior	+	0.6334	63.34%
P-glycoprotein substrate	-	0.7377	73.77%
CYP3A4 substrate	+	0.5752	57.52%
CYP2C9 substrate	-	0.6104	61.04%
CYP2D6 substrate	-	0.8498	84.98%
CYP3A4 inhibition	-	0.5321	53.21%
CYP2C9 inhibition	-	0.7792	77.92%
CYP2C19 inhibition	-	0.5474	54.74%
CYP2D6 inhibition	-	0.8366	83.66%
CYP1A2 inhibition	-	0.5232	52.32%
CYP2C8 inhibition	+	0.4604	46.04%
CYP inhibitory promiscuity	-	0.5201	52.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5292	52.92%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9530	95.30%
Skin irritation	-	0.7686	76.86%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7812	78.12%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5281	52.81%
skin sensitisation	-	0.7866	78.66%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6606	66.06%
Acute Oral Toxicity (c)	III	0.4510	45.10%
Estrogen receptor binding	+	0.7927	79.27%
Androgen receptor binding	+	0.7446	74.46%
Thyroid receptor binding	-	0.6563	65.63%
Glucocorticoid receptor binding	+	0.7510	75.10%
Aromatase binding	+	0.6497	64.97%
PPAR gamma	+	0.6486	64.86%
Honey bee toxicity	-	0.8511	85.11%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9971	99.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	98.30%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.96%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.31%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.14%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.84%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	92.38%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.19%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.79%	98.95%
CHEMBL4208	P20618	Proteasome component C5	88.89%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.70%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.58%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.00%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.16%	96.09%

Plants that contains it

• Clausena excavata

Cross-Links

• PubChem: 163185375
• LOTUS: LTS0190234
• wikiData: Q105187433