3-[2-(3,3-Dimethyloxiran-2-yl)-2-oxoethyl]-2,2,3,9-tetramethylfuro[3,2-c]chromen-4-one

Details

• Internal ID: cbb7ae2a-21d6-44a9-bb72-b26a440b098b
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 3-[2-(3,3-dimethyloxiran-2-yl)-2-oxoethyl]-2,2,3,9-tetramethylfuro[3,2-c]chromen-4-one
• SMILES (Canonical): CC1=C2C(=CC=C1)OC(=O)C3=C2OC(C3(C)CC(=O)C4C(O4)(C)C)(C)C
• SMILES (Isomeric): CC1=C2C(=CC=C1)OC(=O)C3=C2OC(C3(C)CC(=O)C4C(O4)(C)C)(C)C
• InChI: InChI=1S/C21H24O5/c1-11-8-7-9-13-14(11)16-15(18(23)24-13)21(6,20(4,5)25-16)10-12(22)17-19(2,3)26-17/h7-9,17H,10H2,1-6H3
• InChI Key: YSIRSWUYXWUCIM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₅
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.16237386 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9825	98.25%
Caco-2	+	0.7683	76.83%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6558	65.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8724	87.24%
OATP1B3 inhibitior	+	0.9601	96.01%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8516	85.16%
P-glycoprotein inhibitior	-	0.5737	57.37%
P-glycoprotein substrate	-	0.6892	68.92%
CYP3A4 substrate	+	0.5990	59.90%
CYP2C9 substrate	-	0.5964	59.64%
CYP2D6 substrate	-	0.8419	84.19%
CYP3A4 inhibition	-	0.6196	61.96%
CYP2C9 inhibition	-	0.6848	68.48%
CYP2C19 inhibition	-	0.6480	64.80%
CYP2D6 inhibition	-	0.9152	91.52%
CYP1A2 inhibition	-	0.6334	63.34%
CYP2C8 inhibition	+	0.4635	46.35%
CYP inhibitory promiscuity	-	0.7999	79.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5027	50.27%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8900	89.00%
Skin irritation	-	0.7303	73.03%
Skin corrosion	-	0.8846	88.46%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4847	48.47%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.7149	71.49%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5776	57.76%
Acute Oral Toxicity (c)	III	0.5380	53.80%
Estrogen receptor binding	+	0.8795	87.95%
Androgen receptor binding	+	0.7266	72.66%
Thyroid receptor binding	+	0.6364	63.64%
Glucocorticoid receptor binding	+	0.6894	68.94%
Aromatase binding	+	0.7159	71.59%
PPAR gamma	+	0.8227	82.27%
Honey bee toxicity	-	0.9162	91.62%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.50%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.74%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.15%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.19%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.88%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.98%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.35%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.68%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162917034
• LOTUS: LTS0143293
• wikiData: Q105359684