Eupatobenzofuran

Details

• Internal ID: 2a52b9ed-de9f-48b4-a228-64795c778e63
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: [(2S,3R)-3-hydroxy-3,6-dimethyl-2H-1-benzofuran-2-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C15H18O4/c1-5-10(3)13(16)19-14-15(4,17)11-7-6-9(2)8-12(11)18-14/h5-8,14,17H,1-4H3/b10-5-/t14-,15+/m0/s1
• InChI Key: QBRJXXZJFOHOGJ-KJUPGIGJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• RefChem:937942
• GlyTouCan:G08573LW
• G08573LW
• ((2S,3R)-3-hydroxy-3,6-dimethyl-2H-1-benzofuran-2-yl) (Z)-2-methylbut-2-enoate
• Eupatobenzofuran, (rel)-
• CHEBI:67423
• CHEMBL1795987
• Q27135887

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.8959	89.59%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6977	69.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9114	91.14%
OATP1B3 inhibitior	+	0.9207	92.07%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5897	58.97%
P-glycoprotein inhibitior	-	0.7189	71.89%
P-glycoprotein substrate	-	0.8742	87.42%
CYP3A4 substrate	+	0.5326	53.26%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.6113	61.13%
CYP2C9 inhibition	-	0.8260	82.60%
CYP2C19 inhibition	+	0.5421	54.21%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	+	0.6394	63.94%
CYP2C8 inhibition	-	0.7595	75.95%
CYP inhibitory promiscuity	+	0.6384	63.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Danger	0.3758	37.58%
Eye corrosion	-	0.9683	96.83%
Eye irritation	-	0.4915	49.15%
Skin irritation	-	0.6088	60.88%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6118	61.18%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	+	0.6126	61.26%
skin sensitisation	-	0.6377	63.77%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5417	54.17%
Acute Oral Toxicity (c)	III	0.4136	41.36%
Estrogen receptor binding	+	0.6945	69.45%
Androgen receptor binding	-	0.4900	49.00%
Thyroid receptor binding	+	0.5873	58.73%
Glucocorticoid receptor binding	-	0.7290	72.90%
Aromatase binding	+	0.6194	61.94%
PPAR gamma	+	0.5735	57.35%
Honey bee toxicity	-	0.8499	84.99%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5393	53.93%
Fish aquatic toxicity	+	0.9828	98.28%

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	95.80%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.56%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.61%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.59%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.57%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	87.40%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.31%	94.80%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.45%	94.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.75%	94.45%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.71%	90.24%
CHEMBL3401	O75469	Pregnane X receptor	83.52%	94.73%
CHEMBL4208	P20618	Proteasome component C5	81.40%	90.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	81.10%	95.69%
CHEMBL2581	P07339	Cathepsin D	81.02%	98.95%

Plants that contains it

• Eupatorium cannabinum

Cross-Links

• PubChem: 53262898
• NPASS: NPC211164
• ChEMBL: CHEMBL1795987
• LOTUS: LTS0230119
• wikiData: Q27135887