9-[(2S)-2-hydroxy-3-methylbut-3-enoxy]-2,3-dihydrofuro[3,2-g]chromen-7-one

Details

• Internal ID: bf4cfa98-fe8f-4236-8f1d-40faa7e1b709
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 9-[(2S)-2-hydroxy-3-methylbut-3-enoxy]-2,3-dihydrofuro[3,2-g]chromen-7-one
• InChI: InChI=1S/C16H16O5/c1-9(2)12(17)8-20-16-14-11(5-6-19-14)7-10-3-4-13(18)21-15(10)16/h3-4,7,12,17H,1,5-6,8H2,2H3/t12-/m1/s1
• InChI Key: VSJSEKRBOXSXKU-GFCCVEGCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.04
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

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	+	0.6448	64.48%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7954	79.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9374	93.74%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5447	54.47%
P-glycoprotein inhibitior	-	0.6930	69.30%
P-glycoprotein substrate	-	0.7895	78.95%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8217	82.17%
CYP2D6 substrate	-	0.7862	78.62%
CYP3A4 inhibition	-	0.6453	64.53%
CYP2C9 inhibition	-	0.6460	64.60%
CYP2C19 inhibition	+	0.6473	64.73%
CYP2D6 inhibition	-	0.6449	64.49%
CYP1A2 inhibition	+	0.6455	64.55%
CYP2C8 inhibition	-	0.7885	78.85%
CYP inhibitory promiscuity	+	0.5391	53.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5570	55.70%
Eye corrosion	-	0.9829	98.29%
Eye irritation	+	0.6736	67.36%
Skin irritation	-	0.7710	77.10%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3793	37.93%
Micronuclear	-	0.6567	65.67%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.6433	64.33%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8459	84.59%
Acute Oral Toxicity (c)	III	0.4713	47.13%
Estrogen receptor binding	+	0.7212	72.12%
Androgen receptor binding	+	0.7521	75.21%
Thyroid receptor binding	-	0.5818	58.18%
Glucocorticoid receptor binding	+	0.5953	59.53%
Aromatase binding	+	0.5930	59.30%
PPAR gamma	+	0.8882	88.82%
Honey bee toxicity	-	0.8347	83.47%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9615	96.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.83%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.05%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.29%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.31%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.78%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.32%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	90.38%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.07%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.64%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.51%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.47%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.92%	95.56%
CHEMBL4208	P20618	Proteasome component C5	86.83%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.49%	96.95%

Plants that contains it

• Aegle marmelos

Cross-Links

• PubChem: 162867112
• LOTUS: LTS0009956
• wikiData: Q105292268