8-(4-Hydroxy-3-methylbutoxy)-5,7-dimethoxychromen-2-one

Details

• Internal ID: c559f261-947e-4628-94c7-f50fb39c4f8f
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-(4-hydroxy-3-methylbutoxy)-5,7-dimethoxychromen-2-one
• SMILES (Canonical): CC(CCOC1=C(C=C(C2=C1OC(=O)C=C2)OC)OC)CO
• SMILES (Isomeric): CC(CCOC1=C(C=C(C2=C1OC(=O)C=C2)OC)OC)CO
• InChI: InChI=1S/C16H20O6/c1-10(9-17)6-7-21-16-13(20-3)8-12(19-2)11-4-5-14(18)22-15(11)16/h4-5,8,10,17H,6-7,9H2,1-3H3
• InChI Key: SGGDZIIGURPMAE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₆
• Molecular Weight: 308.33 g/mol
• Exact Mass: 308.12598835 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9058	90.58%
Caco-2	+	0.7353	73.53%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7452	74.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9416	94.16%
OATP1B3 inhibitior	+	0.9184	91.84%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7020	70.20%
P-glycoprotein inhibitior	-	0.7782	77.82%
P-glycoprotein substrate	-	0.6488	64.88%
CYP3A4 substrate	+	0.5089	50.89%
CYP2C9 substrate	-	0.6285	62.85%
CYP2D6 substrate	-	0.8036	80.36%
CYP3A4 inhibition	-	0.8379	83.79%
CYP2C9 inhibition	-	0.7734	77.34%
CYP2C19 inhibition	-	0.6423	64.23%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	+	0.5278	52.78%
CYP2C8 inhibition	-	0.7696	76.96%
CYP inhibitory promiscuity	-	0.7965	79.65%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6889	68.89%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.7926	79.26%
Skin irritation	-	0.8309	83.09%
Skin corrosion	-	0.9660	96.60%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6497	64.97%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6446	64.46%
skin sensitisation	-	0.9175	91.75%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8121	81.21%
Acute Oral Toxicity (c)	III	0.6360	63.60%
Estrogen receptor binding	+	0.6482	64.82%
Androgen receptor binding	+	0.7903	79.03%
Thyroid receptor binding	-	0.5656	56.56%
Glucocorticoid receptor binding	+	0.7495	74.95%
Aromatase binding	+	0.6110	61.10%
PPAR gamma	+	0.6404	64.04%
Honey bee toxicity	-	0.9188	91.88%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7149	71.49%
Fish aquatic toxicity	+	0.9323	93.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.41%	83.82%
CHEMBL2581	P07339	Cathepsin D	94.10%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.86%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.69%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.00%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.57%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.15%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.88%	96.09%
CHEMBL2535	P11166	Glucose transporter	86.87%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.06%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.95%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.45%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.40%	90.71%
CHEMBL1907	P15144	Aminopeptidase N	82.89%	93.31%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.66%	94.03%

Plants that contains it

• Artemisia tanacetifolia

Cross-Links

• PubChem: 14841900
• LOTUS: LTS0017384
• wikiData: Q105252294