7-methoxy-8-[(Z)-3-oxobut-1-enyl]chromen-2-one

Details

• Internal ID: 1956959d-f2d1-46ee-9215-29c0ef754cdf
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-methoxy-8-[(Z)-3-oxobut-1-enyl]chromen-2-one
• SMILES (Canonical): CC(=O)C=CC1=C(C=CC2=C1OC(=O)C=C2)OC
• SMILES (Isomeric): CC(=O)/C=C\C1=C(C=CC2=C1OC(=O)C=C2)OC
• InChI: InChI=1S/C14H12O4/c1-9(15)3-6-11-12(17-2)7-4-10-5-8-13(16)18-14(10)11/h3-8H,1-2H3/b6-3-
• InChI Key: FNFVAKUIMOKUQL-UTCJRWHESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₄
• Molecular Weight: 244.24 g/mol
• Exact Mass: 244.07355886 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.40
• 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	+	0.9875	98.75%
Caco-2	+	0.7310	73.10%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6282	62.82%
OATP2B1 inhibitior	-	0.8672	86.72%
OATP1B1 inhibitior	+	0.9456	94.56%
OATP1B3 inhibitior	+	0.9941	99.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4558	45.58%
P-glycoprotein inhibitior	-	0.7453	74.53%
P-glycoprotein substrate	-	0.9010	90.10%
CYP3A4 substrate	-	0.5805	58.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8632	86.32%
CYP3A4 inhibition	-	0.5362	53.62%
CYP2C9 inhibition	-	0.5309	53.09%
CYP2C19 inhibition	-	0.5990	59.90%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	+	0.9111	91.11%
CYP2C8 inhibition	-	0.6646	66.46%
CYP inhibitory promiscuity	+	0.7045	70.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5061	50.61%
Eye corrosion	-	0.9617	96.17%
Eye irritation	-	0.5553	55.53%
Skin irritation	-	0.7376	73.76%
Skin corrosion	-	0.9751	97.51%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4195	41.95%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.9000	90.00%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5756	57.56%
Acute Oral Toxicity (c)	II	0.6885	68.85%
Estrogen receptor binding	+	0.7988	79.88%
Androgen receptor binding	+	0.7079	70.79%
Thyroid receptor binding	-	0.7613	76.13%
Glucocorticoid receptor binding	+	0.6867	68.67%
Aromatase binding	+	0.7228	72.28%
PPAR gamma	+	0.5369	53.69%
Honey bee toxicity	-	0.9144	91.44%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9873	98.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.66%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.36%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.61%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.85%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.76%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.56%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.83%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	81.36%	94.73%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 13917411
• LOTUS: LTS0094010
• wikiData: Q104998284