8-[[(2S)-3,3-dimethyloxiran-2-yl]methoxy]-7-methoxychromen-2-one

Details

• Internal ID: e22f7656-e1ff-4af0-aab7-134716665c6c
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-[[(2S)-3,3-dimethyloxiran-2-yl]methoxy]-7-methoxychromen-2-one
• SMILES (Canonical): CC1(C(O1)COC2=C(C=CC3=C2OC(=O)C=C3)OC)C
• SMILES (Isomeric): CC1([C@@H](O1)COC2=C(C=CC3=C2OC(=O)C=C3)OC)C
• InChI: InChI=1S/C15H16O5/c1-15(2)11(20-15)8-18-14-10(17-3)6-4-9-5-7-12(16)19-13(9)14/h4-7,11H,8H2,1-3H3/t11-/m0/s1
• InChI Key: HCTXOGDELLQVKJ-NSHDSACASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 57.30 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9733	97.33%
Caco-2	+	0.8323	83.23%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6755	67.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9395	93.95%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7039	70.39%
P-glycoprotein inhibitior	-	0.5871	58.71%
P-glycoprotein substrate	-	0.7931	79.31%
CYP3A4 substrate	-	0.5157	51.57%
CYP2C9 substrate	-	0.6882	68.82%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	-	0.7279	72.79%
CYP2C9 inhibition	-	0.8043	80.43%
CYP2C19 inhibition	+	0.5165	51.65%
CYP2D6 inhibition	-	0.8359	83.59%
CYP1A2 inhibition	+	0.5241	52.41%
CYP2C8 inhibition	-	0.5714	57.14%
CYP inhibitory promiscuity	-	0.6627	66.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6083	60.83%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.7152	71.52%
Skin irritation	-	0.8077	80.77%
Skin corrosion	-	0.9651	96.51%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7190	71.90%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.7246	72.46%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5937	59.37%
Acute Oral Toxicity (c)	III	0.6222	62.22%
Estrogen receptor binding	+	0.7128	71.28%
Androgen receptor binding	+	0.7701	77.01%
Thyroid receptor binding	+	0.5788	57.88%
Glucocorticoid receptor binding	+	0.6397	63.97%
Aromatase binding	+	0.6508	65.08%
PPAR gamma	+	0.5616	56.16%
Honey bee toxicity	-	0.8851	88.51%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9416	94.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.85%	94.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	87.75%	94.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.47%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	86.32%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.91%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.35%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.50%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.30%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.20%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.20%	96.00%
CHEMBL4040	P28482	MAP kinase ERK2	80.50%	83.82%
CHEMBL1255126	O15151	Protein Mdm4	80.50%	90.20%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.42%	85.14%
CHEMBL2535	P11166	Glucose transporter	80.07%	98.75%

Plants that contains it

• Coleonema album

Cross-Links

• PubChem: 162999745
• LOTUS: LTS0201279
• wikiData: Q105025987