7-Methoxy-8-(3-methylbuta-1,3-dienyl)-3-(2-methylbut-3-en-2-yl)chromen-2-one

Details

• Internal ID: 415762b8-6e92-49d1-aae7-73ae5c3c10a7
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-methoxy-8-(3-methylbuta-1,3-dienyl)-3-(2-methylbut-3-en-2-yl)chromen-2-one
• SMILES (Canonical): CC(=C)C=CC1=C(C=CC2=C1OC(=O)C(=C2)C(C)(C)C=C)OC
• SMILES (Isomeric): CC(=C)C=CC1=C(C=CC2=C1OC(=O)C(=C2)C(C)(C)C=C)OC
• InChI: InChI=1S/C20H22O3/c1-7-20(4,5)16-12-14-9-11-17(22-6)15(10-8-13(2)3)18(14)23-19(16)21/h7-12H,1-2H2,3-6H3
• InChI Key: ZCHGCYXNSBHAEG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₃
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.15689456 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 4.85
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.7591	75.91%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7317	73.17%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.9317	93.17%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7882	78.82%
P-glycoprotein inhibitior	+	0.6805	68.05%
P-glycoprotein substrate	-	0.7919	79.19%
CYP3A4 substrate	+	0.5391	53.91%
CYP2C9 substrate	-	0.6661	66.61%
CYP2D6 substrate	-	0.8419	84.19%
CYP3A4 inhibition	+	0.5819	58.19%
CYP2C9 inhibition	-	0.5769	57.69%
CYP2C19 inhibition	+	0.9120	91.20%
CYP2D6 inhibition	-	0.8769	87.69%
CYP1A2 inhibition	+	0.8458	84.58%
CYP2C8 inhibition	+	0.5487	54.87%
CYP inhibitory promiscuity	+	0.8185	81.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5495	54.95%
Eye corrosion	-	0.9756	97.56%
Eye irritation	+	0.8091	80.91%
Skin irritation	-	0.7468	74.68%
Skin corrosion	-	0.9701	97.01%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7303	73.03%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6936	69.36%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5283	52.83%
Acute Oral Toxicity (c)	III	0.6875	68.75%
Estrogen receptor binding	+	0.8943	89.43%
Androgen receptor binding	+	0.8230	82.30%
Thyroid receptor binding	+	0.8176	81.76%
Glucocorticoid receptor binding	+	0.6775	67.75%
Aromatase binding	+	0.8906	89.06%
PPAR gamma	+	0.8372	83.72%
Honey bee toxicity	-	0.8336	83.36%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	95.22%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.39%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	93.96%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.55%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.54%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.84%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	89.81%	80.78%
CHEMBL2581	P07339	Cathepsin D	89.28%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	88.29%	91.49%
CHEMBL1937	Q92769	Histone deacetylase 2	85.32%	94.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.17%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.85%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.28%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.24%	99.23%

Plants that contains it

• Haplophyllum obtusifolium

Cross-Links

• PubChem: 162849676
• LOTUS: LTS0251738
• wikiData: Q105371108