2-[(2S)-4-hydroxy-7-oxo-2,3-dihydrofuro[3,2-g]chromen-2-yl]propan-2-yl (Z)-2-methylbut-2-enoate

Details

• Internal ID: 591b2ee8-5714-4e4a-b2ad-90d1959e35a7
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 2-[(2S)-4-hydroxy-7-oxo-2,3-dihydrofuro[3,2-g]chromen-2-yl]propan-2-yl (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C19H20O6/c1-5-10(2)18(22)25-19(3,4)15-8-12-14(23-15)9-13-11(17(12)21)6-7-16(20)24-13/h5-7,9,15,21H,8H2,1-4H3/b10-5-/t15-/m0/s1
• InChI Key: LKYRHPWVCQSGGQ-ANOSYLROSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.5361	53.61%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7946	79.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8950	89.50%
OATP1B3 inhibitior	-	0.2404	24.04%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4776	47.76%
P-glycoprotein inhibitior	-	0.4880	48.80%
P-glycoprotein substrate	-	0.6877	68.77%
CYP3A4 substrate	+	0.5836	58.36%
CYP2C9 substrate	-	0.5802	58.02%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	-	0.7191	71.91%
CYP2C9 inhibition	-	0.5630	56.30%
CYP2C19 inhibition	+	0.5480	54.80%
CYP2D6 inhibition	-	0.8182	81.82%
CYP1A2 inhibition	-	0.6847	68.47%
CYP2C8 inhibition	-	0.5827	58.27%
CYP inhibitory promiscuity	-	0.6464	64.64%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4372	43.72%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.7941	79.41%
Skin irritation	-	0.7459	74.59%
Skin corrosion	-	0.9357	93.57%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4382	43.82%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	+	0.5265	52.65%
skin sensitisation	-	0.6882	68.82%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8483	84.83%
Acute Oral Toxicity (c)	III	0.4732	47.32%
Estrogen receptor binding	+	0.8776	87.76%
Androgen receptor binding	+	0.7494	74.94%
Thyroid receptor binding	+	0.5401	54.01%
Glucocorticoid receptor binding	+	0.6792	67.92%
Aromatase binding	-	0.5116	51.16%
PPAR gamma	+	0.6396	63.96%
Honey bee toxicity	-	0.8639	86.39%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5649	56.49%
Fish aquatic toxicity	+	0.9911	99.11%

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	99.54%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.43%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.10%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.07%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.21%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.24%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	87.43%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	86.76%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.31%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.92%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.89%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.20%	93.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.70%	94.00%

Plants that contains it

• Ferulago lutea

Cross-Links

• PubChem: 72734402
• LOTUS: LTS0055070
• wikiData: Q105153355