(3-Ethoxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradec-6-en-8-yl) 2-methylprop-2-enoate

Details

• Internal ID: 6bc79e2d-1a75-4af2-a458-cbd79dad69a0
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3-ethoxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradec-6-en-8-yl) 2-methylprop-2-enoate
• SMILES (Canonical): CCOC12CC34C(O3)CCC(C4(C(C1=C(C(=O)O2)C)OC(=O)C(=C)C)C)C
• SMILES (Isomeric): CCOC12CC34C(O3)CCC(C4(C(C1=C(C(=O)O2)C)OC(=O)C(=C)C)C)C
• InChI: InChI=1S/C21H28O6/c1-7-24-21-10-20-14(26-20)9-8-12(4)19(20,6)16(25-17(22)11(2)3)15(21)13(5)18(23)27-21/h12,14,16H,2,7-10H2,1,3-6H3
• InChI Key: UEYXHFVQQGVQGL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₆
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.18858861 g/mol
• Topological Polar Surface Area (TPSA): 74.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.7332	73.32%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7183	71.83%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.8597	85.97%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.6529	65.29%
P-glycoprotein inhibitior	-	0.4442	44.42%
P-glycoprotein substrate	-	0.5235	52.35%
CYP3A4 substrate	+	0.6742	67.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8758	87.58%
CYP3A4 inhibition	-	0.6093	60.93%
CYP2C9 inhibition	-	0.6996	69.96%
CYP2C19 inhibition	-	0.7679	76.79%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.6932	69.32%
CYP2C8 inhibition	+	0.4732	47.32%
CYP inhibitory promiscuity	-	0.7183	71.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5447	54.47%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.8294	82.94%
Skin irritation	-	0.5402	54.02%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4328	43.28%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.8161	81.61%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.8792	87.92%
Acute Oral Toxicity (c)	III	0.6031	60.31%
Estrogen receptor binding	+	0.8201	82.01%
Androgen receptor binding	+	0.6558	65.58%
Thyroid receptor binding	+	0.6975	69.75%
Glucocorticoid receptor binding	+	0.7447	74.47%
Aromatase binding	+	0.7004	70.04%
PPAR gamma	+	0.8317	83.17%
Honey bee toxicity	-	0.7369	73.69%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	1.0000	100.00%

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	95.08%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.01%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.66%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.44%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.27%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.22%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.01%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.02%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.02%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	80.52%	97.79%

Plants that contains it

• Ligularia virgaurea

Cross-Links

• PubChem: 162998475
• LOTUS: LTS0007634
• wikiData: Q105271219