8-Prop-1-en-2-yl-8,9-dihydrofuro[2,3-h]chromen-2-one

Details

• Internal ID: 216c767e-9814-4910-a3cc-18116e8a6129
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 8-prop-1-en-2-yl-8,9-dihydrofuro[2,3-h]chromen-2-one
• SMILES (Canonical): CC(=C)C1CC2=C(O1)C=CC3=C2OC(=O)C=C3
• SMILES (Isomeric): CC(=C)C1CC2=C(O1)C=CC3=C2OC(=O)C=C3
• InChI: InChI=1S/C14H12O3/c1-8(2)12-7-10-11(16-12)5-3-9-4-6-13(15)17-14(9)10/h3-6,12H,1,7H2,2H3
• InChI Key: WLRXMMDATRQQNQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₃
• Molecular Weight: 228.24 g/mol
• Exact Mass: 228.078644241 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 18199-64-9
• 8-prop-1-en-2-yl-8,9-dihydrofuro[2,3-h]chromen-2-one
• FT-0775490
• NCGC00385940-01!8-prop-1-en-2-yl-8,9-dihydrofuro[2,3-h]chromen-2-one
• 33792-75-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5731	57.31%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6811	68.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9383	93.83%
OATP1B3 inhibitior	+	0.9697	96.97%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5712	57.12%
P-glycoprotein inhibitior	-	0.8220	82.20%
P-glycoprotein substrate	-	0.9087	90.87%
CYP3A4 substrate	-	0.5876	58.76%
CYP2C9 substrate	-	0.6607	66.07%
CYP2D6 substrate	-	0.8073	80.73%
CYP3A4 inhibition	+	0.5747	57.47%
CYP2C9 inhibition	+	0.5892	58.92%
CYP2C19 inhibition	+	0.8499	84.99%
CYP2D6 inhibition	-	0.7782	77.82%
CYP1A2 inhibition	+	0.8670	86.70%
CYP2C8 inhibition	-	0.9185	91.85%
CYP inhibitory promiscuity	+	0.7579	75.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4854	48.54%
Eye corrosion	-	0.9629	96.29%
Eye irritation	-	0.7459	74.59%
Skin irritation	-	0.5799	57.99%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5574	55.74%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	+	0.5419	54.19%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5534	55.34%
Acute Oral Toxicity (c)	III	0.4034	40.34%
Estrogen receptor binding	-	0.5321	53.21%
Androgen receptor binding	+	0.5631	56.31%
Thyroid receptor binding	-	0.5329	53.29%
Glucocorticoid receptor binding	-	0.5837	58.37%
Aromatase binding	+	0.7645	76.45%
PPAR gamma	+	0.6741	67.41%
Honey bee toxicity	-	0.8267	82.67%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9914	99.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.40%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.49%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.15%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.54%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.19%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	84.33%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.58%	100.00%

Plants that contains it

• Angelica taiwaniana
• Prangos pabularia

Cross-Links

• PubChem: 5318874
• NPASS: NPC281658
• LOTUS: LTS0094049
• wikiData: Q105308184