ethyl (10S,11R,12R,13S,14R)-14-(3,4-dimethoxyphenyl)-10,11-dihydroxy-8-methoxy-13-phenyl-4,6,15-trioxatetracyclo[7.6.0.03,7.010,14]pentadeca-1,3(7),8-triene-12-carboxylate

Details

• Internal ID: 2f5b29a6-a508-4184-827c-96126732d73e
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Flavaglines
• IUPAC Name: ethyl (10S,11R,12R,13S,14R)-14-(3,4-dimethoxyphenyl)-10,11-dihydroxy-8-methoxy-13-phenyl-4,6,15-trioxatetracyclo[7.6.0.03,7.010,14]pentadeca-1,3(7),8-triene-12-carboxylate
• InChI: InChI=1S/C30H30O10/c1-5-37-28(32)22-23(16-9-7-6-8-10-16)30(17-11-12-18(34-2)19(13-17)35-3)29(33,27(22)31)24-20(40-30)14-21-25(26(24)36-4)39-15-38-21/h6-14,22-23,27,31,33H,5,15H2,1-4H3/t22-,23-,27-,29+,30+/m1/s1
• InChI Key: NZQQKXKJWIFXMI-FBXUSQSGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₀O₁₀
• Molecular Weight: 550.60 g/mol
• Exact Mass: 550.18389715 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9592	95.92%
Caco-2	-	0.5710	57.10%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7706	77.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8870	88.70%
OATP1B3 inhibitior	+	0.9096	90.96%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9701	97.01%
P-glycoprotein inhibitior	+	0.8769	87.69%
P-glycoprotein substrate	-	0.6052	60.52%
CYP3A4 substrate	+	0.6871	68.71%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8383	83.83%
CYP3A4 inhibition	-	0.5059	50.59%
CYP2C9 inhibition	+	0.6494	64.94%
CYP2C19 inhibition	+	0.7074	70.74%
CYP2D6 inhibition	-	0.8903	89.03%
CYP1A2 inhibition	-	0.8764	87.64%
CYP2C8 inhibition	+	0.8243	82.43%
CYP inhibitory promiscuity	+	0.7419	74.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4612	46.12%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8876	88.76%
Skin irritation	-	0.8187	81.87%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4909	49.09%
Micronuclear	+	0.7574	75.74%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8158	81.58%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6444	64.44%
Acute Oral Toxicity (c)	III	0.6904	69.04%
Estrogen receptor binding	+	0.7989	79.89%
Androgen receptor binding	+	0.8011	80.11%
Thyroid receptor binding	+	0.5658	56.58%
Glucocorticoid receptor binding	+	0.8005	80.05%
Aromatase binding	+	0.5285	52.85%
PPAR gamma	+	0.6365	63.65%
Honey bee toxicity	-	0.7676	76.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5471	54.71%
Fish aquatic toxicity	+	0.9714	97.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.25%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.22%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.35%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.77%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.44%	95.56%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	91.95%	89.44%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.71%	92.62%
CHEMBL2581	P07339	Cathepsin D	91.25%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.74%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.62%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.15%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.88%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.96%	96.95%
CHEMBL240	Q12809	HERG	87.22%	89.76%
CHEMBL340	P08684	Cytochrome P450 3A4	86.85%	91.19%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.28%	94.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.19%	97.14%
CHEMBL2535	P11166	Glucose transporter	84.44%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.17%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.29%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.11%	99.23%
CHEMBL5028	O14672	ADAM10	81.90%	97.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.31%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.72%	99.17%

Plants that contains it

• Aglaia elaeagnoidea

Cross-Links

• PubChem: 100927184
• LOTUS: LTS0220694
• wikiData: Q105188387