[(1R)-1-(6-butanoyl-5-hydroxy-2,2-dimethyl-8-oxopyrano[2,3-f]chromen-10-yl)propyl] acetate

Details

• Internal ID: 281692ba-5c43-490d-a081-a4b2e50006f1
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: [(1R)-1-(6-butanoyl-5-hydroxy-2,2-dimethyl-8-oxopyrano[2,3-f]chromen-10-yl)propyl] acetate
• InChI: InChI=1S/C23H26O7/c1-6-8-15(25)19-20(27)13-9-10-23(4,5)30-21(13)18-14(11-17(26)29-22(18)19)16(7-2)28-12(3)24/h9-11,16,27H,6-8H2,1-5H3/t16-/m1/s1
• InChI Key: UUKLCYMJFOQPCS-MRXNPFEDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₇
• Molecular Weight: 414.40 g/mol
• Exact Mass: 414.16785316 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.68
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9442	94.42%
Caco-2	+	0.5647	56.47%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7955	79.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8099	80.99%
OATP1B3 inhibitior	+	0.8874	88.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9578	95.78%
P-glycoprotein inhibitior	+	0.7718	77.18%
P-glycoprotein substrate	+	0.5182	51.82%
CYP3A4 substrate	+	0.6483	64.83%
CYP2C9 substrate	+	0.8266	82.66%
CYP2D6 substrate	-	0.8628	86.28%
CYP3A4 inhibition	-	0.7654	76.54%
CYP2C9 inhibition	-	0.5287	52.87%
CYP2C19 inhibition	-	0.7474	74.74%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.7768	77.68%
CYP2C8 inhibition	+	0.5954	59.54%
CYP inhibitory promiscuity	-	0.6800	68.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5498	54.98%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8311	83.11%
Skin irritation	-	0.7787	77.87%
Skin corrosion	-	0.9229	92.29%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7035	70.35%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5268	52.68%
skin sensitisation	-	0.8325	83.25%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7972	79.72%
Acute Oral Toxicity (c)	III	0.5408	54.08%
Estrogen receptor binding	+	0.7643	76.43%
Androgen receptor binding	+	0.7064	70.64%
Thyroid receptor binding	+	0.5321	53.21%
Glucocorticoid receptor binding	+	0.8627	86.27%
Aromatase binding	+	0.5770	57.70%
PPAR gamma	+	0.8037	80.37%
Honey bee toxicity	-	0.7700	77.00%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	99.32%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.91%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.86%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.63%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	89.50%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.81%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.88%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.60%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.48%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.78%	95.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.70%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.63%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.36%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.06%	89.34%

Plants that contains it

• Mammea siamensis

Cross-Links

• PubChem: 162922196
• LOTUS: LTS0263769
• wikiData: Q105279382