(7-oxofuro[3,2-g]chromen-4-yl) (2R)-2-[(2R,3R)-3-(3-methylbut-2-enyl)oxiran-2-yl]propanoate

Details

• Internal ID: e9399a87-5787-4591-8c9b-6c2f6298c854
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: (7-oxofuro[3,2-g]chromen-4-yl) (2R)-2-[(2R,3R)-3-(3-methylbut-2-enyl)oxiran-2-yl]propanoate
• InChI: InChI=1S/C21H20O6/c1-11(2)4-6-15-19(26-15)12(3)21(23)27-20-13-5-7-18(22)25-17(13)10-16-14(20)8-9-24-16/h4-5,7-10,12,15,19H,6H2,1-3H3/t12-,15-,19-/m1/s1
• InChI Key: HNYIYHULGLPHKE-KPAZRMRSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₆
• Molecular Weight: 368.40 g/mol
• Exact Mass: 368.12598835 g/mol
• Topological Polar Surface Area (TPSA): 78.30 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.20
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	-	0.5602	56.02%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7404	74.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8892	88.92%
OATP1B3 inhibitior	+	0.8590	85.90%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6981	69.81%
P-glycoprotein inhibitior	+	0.7065	70.65%
P-glycoprotein substrate	-	0.7143	71.43%
CYP3A4 substrate	+	0.5596	55.96%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8685	86.85%
CYP3A4 inhibition	+	0.6594	65.94%
CYP2C9 inhibition	-	0.5324	53.24%
CYP2C19 inhibition	+	0.6133	61.33%
CYP2D6 inhibition	-	0.8491	84.91%
CYP1A2 inhibition	-	0.5538	55.38%
CYP2C8 inhibition	-	0.7186	71.86%
CYP inhibitory promiscuity	+	0.7612	76.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4563	45.63%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9396	93.96%
Skin irritation	-	0.7296	72.96%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8087	80.87%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.6797	67.97%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8531	85.31%
Acute Oral Toxicity (c)	III	0.5586	55.86%
Estrogen receptor binding	+	0.8984	89.84%
Androgen receptor binding	+	0.8143	81.43%
Thyroid receptor binding	+	0.5554	55.54%
Glucocorticoid receptor binding	+	0.8034	80.34%
Aromatase binding	+	0.5689	56.89%
PPAR gamma	+	0.7379	73.79%
Honey bee toxicity	-	0.7056	70.56%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	99.14%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.69%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.76%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.22%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.18%	94.73%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	90.95%	94.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.22%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.80%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.23%	93.65%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.53%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.32%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.36%	96.09%

Plants that contains it

• Dorstenia contrajerva

Cross-Links

• PubChem: 163006674
• LOTUS: LTS0103954
• wikiData: Q105031116