4-Hydroxy-4-(7-methoxy-2-oxochromen-8-yl)-2-methylbut-2-enal

Details

• Internal ID: 5b30b725-5b9f-484b-bc61-050894302613
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 4-hydroxy-4-(7-methoxy-2-oxochromen-8-yl)-2-methylbut-2-enal
• SMILES (Canonical): CC(=CC(C1=C(C=CC2=C1OC(=O)C=C2)OC)O)C=O
• SMILES (Isomeric): CC(=CC(C1=C(C=CC2=C1OC(=O)C=C2)OC)O)C=O
• InChI: InChI=1S/C15H14O5/c1-9(8-16)7-11(17)14-12(19-2)5-3-10-4-6-13(18)20-15(10)14/h3-8,11,17H,1-2H3
• InChI Key: MFLCLMHBOLWTHH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9845	98.45%
Caco-2	+	0.7874	78.74%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7529	75.29%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	+	0.9006	90.06%
OATP1B3 inhibitior	+	0.9789	97.89%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6106	61.06%
P-glycoprotein inhibitior	-	0.6433	64.33%
P-glycoprotein substrate	-	0.8411	84.11%
CYP3A4 substrate	-	0.5097	50.97%
CYP2C9 substrate	-	0.6340	63.40%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	-	0.6851	68.51%
CYP2C9 inhibition	-	0.5319	53.19%
CYP2C19 inhibition	+	0.5961	59.61%
CYP2D6 inhibition	-	0.8721	87.21%
CYP1A2 inhibition	+	0.6673	66.73%
CYP2C8 inhibition	-	0.7283	72.83%
CYP inhibitory promiscuity	+	0.6496	64.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.4727	47.27%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.8862	88.62%
Skin irritation	-	0.6823	68.23%
Skin corrosion	-	0.9771	97.71%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.8859	88.59%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8606	86.06%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5251	52.51%
Acute Oral Toxicity (c)	II	0.6480	64.80%
Estrogen receptor binding	+	0.8307	83.07%
Androgen receptor binding	+	0.5800	58.00%
Thyroid receptor binding	-	0.7061	70.61%
Glucocorticoid receptor binding	+	0.6931	69.31%
Aromatase binding	+	0.7438	74.38%
PPAR gamma	+	0.5634	56.34%
Honey bee toxicity	-	0.8350	83.50%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9879	98.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.16%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.09%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.97%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.47%	94.00%
CHEMBL2581	P07339	Cathepsin D	87.30%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.80%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.41%	99.23%
CHEMBL1255126	O15151	Protein Mdm4	83.32%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.19%	96.09%
CHEMBL4208	P20618	Proteasome component C5	82.99%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	82.94%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.47%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.31%	96.00%
CHEMBL2535	P11166	Glucose transporter	80.78%	98.75%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 163057236
• LOTUS: LTS0247306
• wikiData: Q105162813