5-(3-hydroxy-3-methyl-2-oxobutyl)-6-methoxy-2H-furo[2,3-h]chromen-2-one

Details

• Internal ID: f338c4f4-b3da-4837-b9a4-e632bce198e4
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 5-(3-hydroxy-3-methyl-2-oxobutyl)-6-methoxyfuro[2,3-h]chromen-2-one
• InChI: InChI=1S/C17H16O6/c1-17(2,20)12(18)8-11-9-4-5-13(19)23-14(9)10-6-7-22-16(10)15(11)21-3/h4-7,20H,8H2,1-3H3
• InChI Key: BINPGDKSILOOII-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 5-(3-Hydroxy-3-methyl-2-oxo-butyl)-6-methoxy-furo[2,3-h]chromen-2-one
• 5-(3-hydroxy-3-methyl-2-oxobutyl)-6-methoxy-2H-furo[2,3-h]chromen-2-one
• 2H-furo[2,3-h]-1-benzopyran-2-one, 5-(3-hydroxy-3-methyl-2-oxobutyl)-6-methoxy-
• InChI=1/C17H16O6/c1-17(2,20)12(18)8-11-9-4-5-13(19)23-14(9)10-6-7-22-16(10)15(11)21-3/h4-7,20H,8H2,1-3H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9751	97.51%
Caco-2	-	0.5194	51.94%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7453	74.53%
OATP2B1 inhibitior	-	0.7286	72.86%
OATP1B1 inhibitior	+	0.8968	89.68%
OATP1B3 inhibitior	-	0.2294	22.94%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6293	62.93%
P-glycoprotein inhibitior	-	0.7587	75.87%
P-glycoprotein substrate	-	0.8322	83.22%
CYP3A4 substrate	+	0.5054	50.54%
CYP2C9 substrate	-	0.7938	79.38%
CYP2D6 substrate	-	0.8246	82.46%
CYP3A4 inhibition	-	0.7598	75.98%
CYP2C9 inhibition	-	0.7427	74.27%
CYP2C19 inhibition	-	0.7863	78.63%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.7493	74.93%
CYP2C8 inhibition	+	0.5423	54.23%
CYP inhibitory promiscuity	-	0.8489	84.89%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4729	47.29%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8885	88.85%
Skin irritation	-	0.7961	79.61%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7538	75.38%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8418	84.18%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8907	89.07%
Acute Oral Toxicity (c)	III	0.4575	45.75%
Estrogen receptor binding	+	0.7418	74.18%
Androgen receptor binding	+	0.6882	68.82%
Thyroid receptor binding	+	0.5551	55.51%
Glucocorticoid receptor binding	+	0.7886	78.86%
Aromatase binding	-	0.6090	60.90%
PPAR gamma	+	0.8129	81.29%
Honey bee toxicity	-	0.9241	92.41%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9656	96.56%

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	96.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.53%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.38%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.19%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.87%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.94%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.66%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	83.84%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.07%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.67%	89.00%
CHEMBL2535	P11166	Glucose transporter	80.91%	98.75%

Plants that contains it

• Dorstenia gigas

Cross-Links

• PubChem: 637163
• LOTUS: LTS0206522
• wikiData: Q104936637