[(2R)-3-hydroxy-1-(7-hydroxy-2-oxochromen-6-yl)-3-methylbutan-2-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 3d88259c-a9e5-4c9c-b3de-19527311e51d
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: [(2R)-3-hydroxy-1-(7-hydroxy-2-oxochromen-6-yl)-3-methylbutan-2-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C19H22O6/c1-5-11(2)18(22)25-16(19(3,4)23)9-13-8-12-6-7-17(21)24-15(12)10-14(13)20/h5-8,10,16,20,23H,9H2,1-4H3/b11-5-/t16-/m1/s1
• InChI Key: KLUCGKYQAIFOFJ-YLBKJFSISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.69
• 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	+	0.9839	98.39%
Caco-2	+	0.8440	84.40%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7095	70.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8920	89.20%
OATP1B3 inhibitior	-	0.2309	23.09%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6631	66.31%
P-glycoprotein inhibitior	-	0.6465	64.65%
P-glycoprotein substrate	-	0.7216	72.16%
CYP3A4 substrate	+	0.5239	52.39%
CYP2C9 substrate	-	0.5691	56.91%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.9193	91.93%
CYP2C9 inhibition	+	0.5552	55.52%
CYP2C19 inhibition	+	0.5860	58.60%
CYP2D6 inhibition	-	0.8187	81.87%
CYP1A2 inhibition	-	0.5293	52.93%
CYP2C8 inhibition	-	0.6666	66.66%
CYP inhibitory promiscuity	-	0.5683	56.83%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6427	64.27%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8835	88.35%
Skin irritation	-	0.7579	75.79%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6636	66.36%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7197	71.97%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5959	59.59%
Acute Oral Toxicity (c)	III	0.6299	62.99%
Estrogen receptor binding	+	0.7620	76.20%
Androgen receptor binding	+	0.5732	57.32%
Thyroid receptor binding	+	0.5645	56.45%
Glucocorticoid receptor binding	+	0.7526	75.26%
Aromatase binding	+	0.6494	64.94%
PPAR gamma	+	0.6782	67.82%
Honey bee toxicity	-	0.8628	86.28%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9945	99.45%

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	99.15%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.11%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.24%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.49%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.66%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.54%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.31%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.40%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.90%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.32%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.69%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.05%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.77%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.72%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.29%	90.71%

Plants that contains it

• Prunus mume

Cross-Links

• PubChem: 163185366
• LOTUS: LTS0090669
• wikiData: Q105142819