8,9-Dihydrofuro[2,3-h]chromen-2-one

Details

• Internal ID: 6fa3c1a6-8587-43e5-9907-8857728f82c9
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 8,9-dihydrofuro[2,3-h]chromen-2-one
• SMILES (Canonical): C1COC2=C1C3=C(C=C2)C=CC(=O)O3
• SMILES (Isomeric): C1COC2=C1C3=C(C=C2)C=CC(=O)O3
• InChI: InChI=1S/C11H8O3/c12-10-4-2-7-1-3-9-8(5-6-13-9)11(7)14-10/h1-4H,5-6H2
• InChI Key: HXXQWWUDTDIDIR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₈O₃
• Molecular Weight: 188.18 g/mol
• Exact Mass: 188.047344113 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• SCHEMBL5848282
• DTXSID401253868
• 8,9-dihydrofuro[2,3-h]chromen-2-one
• 8,9-Dihydro-2H-furo[2,3-h]-1-benzopyran-2-one
• 51559-40-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.7915	79.15%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8240	82.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9669	96.69%
OATP1B3 inhibitior	+	0.9687	96.87%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8369	83.69%
P-glycoprotein inhibitior	-	0.9646	96.46%
P-glycoprotein substrate	-	0.9704	97.04%
CYP3A4 substrate	-	0.6865	68.65%
CYP2C9 substrate	-	0.8420	84.20%
CYP2D6 substrate	-	0.7792	77.92%
CYP3A4 inhibition	-	0.8205	82.05%
CYP2C9 inhibition	+	0.7694	76.94%
CYP2C19 inhibition	+	0.8488	84.88%
CYP2D6 inhibition	+	0.5914	59.14%
CYP1A2 inhibition	+	0.8949	89.49%
CYP2C8 inhibition	-	0.9171	91.71%
CYP inhibitory promiscuity	-	0.6783	67.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5073	50.73%
Eye corrosion	-	0.9392	93.92%
Eye irritation	+	0.9171	91.71%
Skin irritation	-	0.6458	64.58%
Skin corrosion	-	0.9755	97.55%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6645	66.45%
Micronuclear	-	0.6067	60.67%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.6524	65.24%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.4683	46.83%
Acute Oral Toxicity (c)	III	0.5038	50.38%
Estrogen receptor binding	-	0.5524	55.24%
Androgen receptor binding	+	0.8397	83.97%
Thyroid receptor binding	-	0.7491	74.91%
Glucocorticoid receptor binding	-	0.6359	63.59%
Aromatase binding	+	0.7801	78.01%
PPAR gamma	+	0.5964	59.64%
Honey bee toxicity	-	0.8857	88.57%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.7634	76.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.06%	85.30%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.12%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.43%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.42%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.99%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.76%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.30%	99.23%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	80.34%	92.26%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.00%	94.00%

Plants that contains it

• Citrus trifoliata

Cross-Links

• PubChem: 18353375
• LOTUS: LTS0210452
• wikiData: Q105035191