8-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]-7-(3-methylbut-2-enoxy)chromen-2-one

Details

• Internal ID: d05ce0e5-8347-41ca-a17d-c26f0642160b
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]-7-(3-methylbut-2-enoxy)chromen-2-one
• SMILES (Canonical): CC(=CCOC1=C(C2=C(C=C1)C=CC(=O)O2)CC3C(O3)(C)C)C
• SMILES (Isomeric): CC(=CCOC1=C(C2=C(C=C1)C=CC(=O)O2)C[C@H]3C(O3)(C)C)C
• InChI: InChI=1S/C19H22O4/c1-12(2)9-10-21-15-7-5-13-6-8-17(20)22-18(13)14(15)11-16-19(3,4)23-16/h5-9,16H,10-11H2,1-4H3/t16-/m0/s1
• InChI Key: ZEUXWQSHLFZFPD-INIZCTEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₄
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.15180918 g/mol
• Topological Polar Surface Area (TPSA): 48.10 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.86
• H-Bond Acceptor: 4
• 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	+	0.9902	99.02%
Caco-2	+	0.7926	79.26%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7883	78.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9233	92.33%
OATP1B3 inhibitior	+	0.8955	89.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9320	93.20%
P-glycoprotein inhibitior	+	0.6890	68.90%
P-glycoprotein substrate	-	0.7863	78.63%
CYP3A4 substrate	+	0.5273	52.73%
CYP2C9 substrate	-	0.6435	64.35%
CYP2D6 substrate	-	0.8183	81.83%
CYP3A4 inhibition	-	0.8071	80.71%
CYP2C9 inhibition	-	0.5757	57.57%
CYP2C19 inhibition	+	0.8041	80.41%
CYP2D6 inhibition	-	0.8345	83.45%
CYP1A2 inhibition	+	0.7577	75.77%
CYP2C8 inhibition	+	0.4817	48.17%
CYP inhibitory promiscuity	+	0.6440	64.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.6845	68.45%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.7534	75.34%
Skin irritation	-	0.7819	78.19%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7583	75.83%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.5936	59.36%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6145	61.45%
Acute Oral Toxicity (c)	III	0.5108	51.08%
Estrogen receptor binding	+	0.9093	90.93%
Androgen receptor binding	+	0.7336	73.36%
Thyroid receptor binding	+	0.6235	62.35%
Glucocorticoid receptor binding	+	0.8066	80.66%
Aromatase binding	+	0.8489	84.89%
PPAR gamma	+	0.8309	83.09%
Honey bee toxicity	-	0.8425	84.25%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9963	99.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.70%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	91.64%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.43%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.35%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	90.43%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.14%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.65%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.58%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.16%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.96%	96.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.96%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.84%	95.56%

Plants that contains it

• Clausena anisata

Cross-Links

• PubChem: 163087142
• LOTUS: LTS0112449
• wikiData: Q105373713