8-Hydroxy-7-(4'-hydroxy-3'-methyl-but-2'-enyl-oxy)-6-methoxycoumarin

Details

• Internal ID: 481fde4a-1e36-4136-80ef-58e7b57f70d3
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 8-hydroxy-7-[(E)-4-hydroxy-3-methylbut-2-enoxy]-6-methoxychromen-2-one
• InChI: InChI=1S/C15H16O6/c1-9(8-16)5-6-20-15-11(19-2)7-10-3-4-12(17)21-14(10)13(15)18/h3-5,7,16,18H,6,8H2,1-2H3/b9-5+
• InChI Key: TUYFUMXDSWMYDL-WEVVVXLNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₆
• Molecular Weight: 292.28 g/mol
• Exact Mass: 292.09468823 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9219	92.19%
Caco-2	+	0.7460	74.60%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6632	66.32%
OATP2B1 inhibitior	-	0.7157	71.57%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7228	72.28%
P-glycoprotein inhibitior	-	0.7434	74.34%
P-glycoprotein substrate	-	0.7935	79.35%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6435	64.35%
CYP2D6 substrate	-	0.8323	83.23%
CYP3A4 inhibition	-	0.7218	72.18%
CYP2C9 inhibition	-	0.6755	67.55%
CYP2C19 inhibition	+	0.6705	67.05%
CYP2D6 inhibition	-	0.6907	69.07%
CYP1A2 inhibition	+	0.6246	62.46%
CYP2C8 inhibition	+	0.6306	63.06%
CYP inhibitory promiscuity	+	0.7359	73.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7096	70.96%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.6892	68.92%
Skin irritation	-	0.7880	78.80%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5450	54.50%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8288	82.88%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8290	82.90%
Acute Oral Toxicity (c)	III	0.5405	54.05%
Estrogen receptor binding	+	0.8705	87.05%
Androgen receptor binding	+	0.5968	59.68%
Thyroid receptor binding	-	0.6349	63.49%
Glucocorticoid receptor binding	+	0.8655	86.55%
Aromatase binding	+	0.8501	85.01%
PPAR gamma	+	0.8900	89.00%
Honey bee toxicity	-	0.9150	91.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	98.14%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.52%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.03%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.95%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	89.99%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.93%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.56%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.82%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.47%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.64%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.25%	89.00%
CHEMBL4208	P20618	Proteasome component C5	82.37%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.03%	93.99%
CHEMBL1255126	O15151	Protein Mdm4	80.62%	90.20%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.30%	89.34%

Plants that contains it

• Haplophyllum obtusifolium

Cross-Links

• PubChem: 5930167
• LOTUS: LTS0250339
• wikiData: Q105324060