7-[[(2R)-3,3-dimethyloxiran-2-yl]methoxy]chromen-2-one

Details

• Internal ID: e162d33a-7b12-473f-a8f5-49b40586c64c
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-[[(2R)-3,3-dimethyloxiran-2-yl]methoxy]chromen-2-one
• SMILES (Canonical): CC1(C(O1)COC2=CC3=C(C=C2)C=CC(=O)O3)C
• SMILES (Isomeric): CC1([C@H](O1)COC2=CC3=C(C=C2)C=CC(=O)O3)C
• InChI: InChI=1S/C14H14O4/c1-14(2)12(18-14)8-16-10-5-3-9-4-6-13(15)17-11(9)7-10/h3-7,12H,8H2,1-2H3/t12-/m1/s1
• InChI Key: OYJRDMKKJNJGCM-GFCCVEGCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.08920892 g/mol
• Topological Polar Surface Area (TPSA): 48.10 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 4
• 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	+	0.9755	97.55%
Caco-2	+	0.8612	86.12%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6892	68.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8580	85.80%
OATP1B3 inhibitior	+	0.9043	90.43%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5124	51.24%
P-glycoprotein inhibitior	-	0.8041	80.41%
P-glycoprotein substrate	-	0.8825	88.25%
CYP3A4 substrate	-	0.5052	50.52%
CYP2C9 substrate	-	0.6882	68.82%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	-	0.7328	73.28%
CYP2C9 inhibition	-	0.7619	76.19%
CYP2C19 inhibition	-	0.6305	63.05%
CYP2D6 inhibition	-	0.8892	88.92%
CYP1A2 inhibition	-	0.5760	57.60%
CYP2C8 inhibition	-	0.7507	75.07%
CYP inhibitory promiscuity	-	0.6537	65.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5722	57.22%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.6501	65.01%
Skin irritation	-	0.7487	74.87%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.7937	79.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7037	70.37%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.6052	60.52%
skin sensitisation	-	0.6113	61.13%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.5909	59.09%
Acute Oral Toxicity (c)	III	0.6136	61.36%
Estrogen receptor binding	+	0.8973	89.73%
Androgen receptor binding	+	0.7620	76.20%
Thyroid receptor binding	+	0.5438	54.38%
Glucocorticoid receptor binding	+	0.6386	63.86%
Aromatase binding	+	0.8000	80.00%
PPAR gamma	+	0.6916	69.16%
Honey bee toxicity	-	0.8972	89.72%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9600	96.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	98.67%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.97%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.44%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	90.91%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.80%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	88.97%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.17%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.79%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.39%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.32%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.49%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.60%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.51%	94.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.47%	95.56%

Plants that contains it

• Coleonema album
• Ligusticum lucidum

Cross-Links

• PubChem: 90689586
• LOTUS: LTS0180833
• wikiData: Q105203358