5,7-Dimethoxy-8-(3-methylbuta-1,3-dienyl)chromen-2-one

Details

• Internal ID: 14d26809-0199-44d0-a75d-00e13c895312
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 5,7-dimethoxy-8-(3-methylbuta-1,3-dienyl)chromen-2-one
• SMILES (Canonical): CC(=C)C=CC1=C(C=C(C2=C1OC(=O)C=C2)OC)OC
• SMILES (Isomeric): CC(=C)C=CC1=C(C=C(C2=C1OC(=O)C=C2)OC)OC
• InChI: InChI=1S/C16H16O4/c1-10(2)5-6-11-13(18-3)9-14(19-4)12-7-8-15(17)20-16(11)12/h5-9H,1H2,2-4H3
• InChI Key: XUEBXQXWALAJLA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	+	0.8332	83.32%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6066	60.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9261	92.61%
OATP1B3 inhibitior	+	0.9791	97.91%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.5884	58.84%
P-glycoprotein inhibitior	-	0.5380	53.80%
P-glycoprotein substrate	-	0.8208	82.08%
CYP3A4 substrate	-	0.5264	52.64%
CYP2C9 substrate	-	0.6755	67.55%
CYP2D6 substrate	-	0.8349	83.49%
CYP3A4 inhibition	+	0.6903	69.03%
CYP2C9 inhibition	-	0.8416	84.16%
CYP2C19 inhibition	+	0.8269	82.69%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	+	0.9015	90.15%
CYP2C8 inhibition	-	0.5741	57.41%
CYP inhibitory promiscuity	+	0.8770	87.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5784	57.84%
Eye corrosion	-	0.9724	97.24%
Eye irritation	+	0.5974	59.74%
Skin irritation	-	0.7478	74.78%
Skin corrosion	-	0.9852	98.52%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6528	65.28%
Micronuclear	+	0.7459	74.59%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8121	81.21%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6426	64.26%
Acute Oral Toxicity (c)	II	0.6388	63.88%
Estrogen receptor binding	+	0.7788	77.88%
Androgen receptor binding	+	0.8629	86.29%
Thyroid receptor binding	+	0.7235	72.35%
Glucocorticoid receptor binding	+	0.7662	76.62%
Aromatase binding	+	0.8237	82.37%
PPAR gamma	+	0.7087	70.87%
Honey bee toxicity	-	0.7616	76.16%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	96.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.08%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.20%	96.00%
CHEMBL2581	P07339	Cathepsin D	91.15%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.75%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.66%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.93%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.73%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	83.98%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.26%	85.14%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 85205365
• LOTUS: LTS0136377
• wikiData: Q105342159