7-Methoxy-6-(3-prop-1-en-2-yloxiran-2-yl)chromen-2-one

Details

• Internal ID: c5ee4197-3524-4f56-bea0-0f9c42b03883
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-methoxy-6-(3-prop-1-en-2-yloxiran-2-yl)chromen-2-one
• SMILES (Canonical): CC(=C)C1C(O1)C2=C(C=C3C(=C2)C=CC(=O)O3)OC
• SMILES (Isomeric): CC(=C)C1C(O1)C2=C(C=C3C(=C2)C=CC(=O)O3)OC
• InChI: InChI=1S/C15H14O4/c1-8(2)14-15(19-14)10-6-9-4-5-13(16)18-11(9)7-12(10)17-3/h4-7,14-15H,1H2,2-3H3
• InChI Key: OWHKEKWVODZGMR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 48.10 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.82
• 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	+	0.9916	99.16%
Caco-2	+	0.7788	77.88%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7111	71.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8783	87.83%
OATP1B3 inhibitior	+	0.9626	96.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4911	49.11%
P-glycoprotein inhibitior	-	0.5893	58.93%
P-glycoprotein substrate	-	0.6878	68.78%
CYP3A4 substrate	+	0.5146	51.46%
CYP2C9 substrate	-	0.6755	67.55%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	+	0.8222	82.22%
CYP2C9 inhibition	+	0.5573	55.73%
CYP2C19 inhibition	+	0.8795	87.95%
CYP2D6 inhibition	-	0.8824	88.24%
CYP1A2 inhibition	+	0.5615	56.15%
CYP2C8 inhibition	-	0.5888	58.88%
CYP inhibitory promiscuity	+	0.9062	90.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5167	51.67%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.8634	86.34%
Skin irritation	-	0.7302	73.02%
Skin corrosion	-	0.9683	96.83%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6640	66.40%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.5271	52.71%
skin sensitisation	-	0.7592	75.92%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5680	56.80%
Acute Oral Toxicity (c)	II	0.4612	46.12%
Estrogen receptor binding	+	0.6420	64.20%
Androgen receptor binding	+	0.6071	60.71%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5687	56.87%
Aromatase binding	+	0.8044	80.44%
PPAR gamma	-	0.5428	54.28%
Honey bee toxicity	-	0.8575	85.75%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5449	54.49%
Fish aquatic toxicity	+	0.9942	99.42%

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	98.26%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.01%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.22%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.84%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.55%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.18%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.03%	99.23%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.65%	94.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.22%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	84.14%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.63%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.15%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	81.88%	91.49%

Plants that contains it

• Thamnosma texana

Cross-Links

• PubChem: 615337
• LOTUS: LTS0200361
• wikiData: Q105202015