8-[(3S)-4-hydroxy-3-methylbutoxy]-7-methoxy-5-(3-methylbut-2-enoxy)chromen-2-one

Details

• Internal ID: bae1ed92-f659-406b-b44e-1e6bef3ecc05
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-[(3S)-4-hydroxy-3-methylbutoxy]-7-methoxy-5-(3-methylbut-2-enoxy)chromen-2-one
• InChI: InChI=1S/C20H26O6/c1-13(2)7-9-24-16-11-17(23-4)20(25-10-8-14(3)12-21)19-15(16)5-6-18(22)26-19/h5-7,11,14,21H,8-10,12H2,1-4H3/t14-/m0/s1
• InChI Key: AMNCEBXQVYORQI-AWEZNQCLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9563	95.63%
Caco-2	+	0.7939	79.39%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7929	79.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9196	91.96%
OATP1B3 inhibitior	+	0.9155	91.55%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8898	88.98%
P-glycoprotein inhibitior	+	0.7119	71.19%
P-glycoprotein substrate	-	0.5714	57.14%
CYP3A4 substrate	+	0.5624	56.24%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8150	81.50%
CYP3A4 inhibition	-	0.7914	79.14%
CYP2C9 inhibition	-	0.6993	69.93%
CYP2C19 inhibition	+	0.6456	64.56%
CYP2D6 inhibition	-	0.7897	78.97%
CYP1A2 inhibition	+	0.7265	72.65%
CYP2C8 inhibition	-	0.6609	66.09%
CYP inhibitory promiscuity	-	0.6235	62.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7165	71.65%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9007	90.07%
Skin irritation	-	0.8158	81.58%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8234	82.34%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8467	84.67%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7435	74.35%
Acute Oral Toxicity (c)	III	0.5714	57.14%
Estrogen receptor binding	+	0.6723	67.23%
Androgen receptor binding	+	0.7834	78.34%
Thyroid receptor binding	+	0.5183	51.83%
Glucocorticoid receptor binding	+	0.6920	69.20%
Aromatase binding	+	0.7263	72.63%
PPAR gamma	+	0.6233	62.33%
Honey bee toxicity	-	0.8764	87.64%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9842	98.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.42%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.62%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.64%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.45%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.95%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	90.11%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.32%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.97%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.08%	89.00%
CHEMBL2535	P11166	Glucose transporter	86.19%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.96%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.57%	96.09%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.74%	94.03%

Plants that contains it

• Artemisia armeniaca

Cross-Links

• PubChem: 162981954
• LOTUS: LTS0267067
• wikiData: Q104914756