5,7-dimethoxy-8-[(Z)-3-methylbut-1-enyl]chromen-2-one

Details

• Internal ID: d49c80d2-de8b-40ca-98f3-28bb3fe03ca8
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 5,7-dimethoxy-8-[(Z)-3-methylbut-1-enyl]chromen-2-one
• InChI: InChI=1S/C16H18O4/c1-10(2)5-6-11-13(18-3)9-14(19-4)12-7-8-15(17)20-16(11)12/h5-10H,1-4H3/b6-5-
• InChI Key: FFNZQIVNQOWUPG-WAYWQWQTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₄
• Molecular Weight: 274.31 g/mol
• Exact Mass: 274.12050905 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.48
• 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	+	0.9912	99.12%
Caco-2	+	0.8550	85.50%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6510	65.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9901	99.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6390	63.90%
P-glycoprotein inhibitior	+	0.5765	57.65%
P-glycoprotein substrate	-	0.8504	85.04%
CYP3A4 substrate	-	0.5832	58.32%
CYP2C9 substrate	-	0.6546	65.46%
CYP2D6 substrate	-	0.8384	83.84%
CYP3A4 inhibition	-	0.5887	58.87%
CYP2C9 inhibition	-	0.6627	66.27%
CYP2C19 inhibition	+	0.6356	63.56%
CYP2D6 inhibition	-	0.8802	88.02%
CYP1A2 inhibition	+	0.9396	93.96%
CYP2C8 inhibition	-	0.7467	74.67%
CYP inhibitory promiscuity	+	0.7833	78.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.4368	43.68%
Eye corrosion	-	0.9651	96.51%
Eye irritation	+	0.6513	65.13%
Skin irritation	-	0.8042	80.42%
Skin corrosion	-	0.9886	98.86%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4293	42.93%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8992	89.92%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6920	69.20%
Acute Oral Toxicity (c)	II	0.5993	59.93%
Estrogen receptor binding	+	0.7554	75.54%
Androgen receptor binding	+	0.8192	81.92%
Thyroid receptor binding	+	0.5443	54.43%
Glucocorticoid receptor binding	+	0.7212	72.12%
Aromatase binding	+	0.8787	87.87%
PPAR gamma	+	0.5571	55.71%
Honey bee toxicity	-	0.7373	73.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9885	98.85%

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	96.80%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.79%	96.00%
CHEMBL2581	P07339	Cathepsin D	94.23%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.37%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.71%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.13%	89.62%
CHEMBL2535	P11166	Glucose transporter	84.90%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.77%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	83.89%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.65%	89.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.17%	94.03%

Plants that contains it

• Sophora flavescens

Cross-Links

• PubChem: 5318625
• NPASS: NPC145237