8-Methoxy-7-[[3-methyl-3-[(4-methylidene-5-oxooxolan-2-yl)methyl]oxiran-2-yl]methoxy]chromen-2-one

Details

• Internal ID: ee873f4d-a2c6-4c0f-b98f-3b207ab0a10c
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-methoxy-7-[[3-methyl-3-[(4-methylidene-5-oxooxolan-2-yl)methyl]oxiran-2-yl]methoxy]chromen-2-one
• SMILES (Canonical): CC1(C(O1)COC2=C(C3=C(C=C2)C=CC(=O)O3)OC)CC4CC(=C)C(=O)O4
• SMILES (Isomeric): CC1(C(O1)COC2=C(C3=C(C=C2)C=CC(=O)O3)OC)CC4CC(=C)C(=O)O4
• InChI: InChI=1S/C20H20O7/c1-11-8-13(25-19(11)22)9-20(2)15(27-20)10-24-14-6-4-12-5-7-16(21)26-17(12)18(14)23-3/h4-7,13,15H,1,8-10H2,2-3H3
• InChI Key: PERYWCVGFJULIR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₇
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.12090297 g/mol
• Topological Polar Surface Area (TPSA): 83.60 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	-	0.5580	55.80%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7666	76.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9042	90.42%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6737	67.37%
P-glycoprotein inhibitior	+	0.6055	60.55%
P-glycoprotein substrate	-	0.5753	57.53%
CYP3A4 substrate	+	0.6042	60.42%
CYP2C9 substrate	-	0.6381	63.81%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.7447	74.47%
CYP2C9 inhibition	-	0.7837	78.37%
CYP2C19 inhibition	-	0.5543	55.43%
CYP2D6 inhibition	-	0.9047	90.47%
CYP1A2 inhibition	-	0.6498	64.98%
CYP2C8 inhibition	+	0.6205	62.05%
CYP inhibitory promiscuity	+	0.5257	52.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6290	62.90%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9352	93.52%
Skin irritation	-	0.7515	75.15%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.6737	67.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7048	70.48%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.6505	65.05%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5478	54.78%
Acute Oral Toxicity (c)	I	0.3673	36.73%
Estrogen receptor binding	+	0.8372	83.72%
Androgen receptor binding	+	0.7649	76.49%
Thyroid receptor binding	+	0.5591	55.91%
Glucocorticoid receptor binding	+	0.8959	89.59%
Aromatase binding	+	0.7116	71.16%
PPAR gamma	+	0.6507	65.07%
Honey bee toxicity	-	0.8380	83.80%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	94.90%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.56%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.04%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.59%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.48%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.78%	86.33%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.44%	94.03%
CHEMBL1951	P21397	Monoamine oxidase A	85.40%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.39%	97.09%
CHEMBL2535	P11166	Glucose transporter	83.93%	98.75%
CHEMBL2581	P07339	Cathepsin D	83.77%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.84%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	80.81%	94.75%

Plants that contains it

• Clausena excavata

Cross-Links

• PubChem: 163038095
• LOTUS: LTS0260768
• wikiData: Q105207295