(9-methoxy-3,5-dimethylbenzo[f][1]benzofuran-4-yl)methyl (Z)-2-methylbut-2-enoate

Details

• Internal ID: 21939ff6-625c-4798-a435-73a85ba95ef2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (9-methoxy-3,5-dimethylbenzo[f][1]benzofuran-4-yl)methyl (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC1=C2C(=COC2=C(C3=CC=CC(=C31)C)OC)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)OCC1=C2C(=COC2=C(C3=CC=CC(=C31)C)OC)C
• InChI: InChI=1S/C21H22O4/c1-6-12(2)21(22)25-11-16-17-13(3)8-7-9-15(17)19(23-5)20-18(16)14(4)10-24-20/h6-10H,11H2,1-5H3/b12-6-
• InChI Key: ULYFPYZJDAAFDV-SDQBBNPISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₄
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.15180918 g/mol
• Topological Polar Surface Area (TPSA): 48.70 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.22
• H-Bond Acceptor: 4
• 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	+	0.9948	99.48%
Caco-2	+	0.8747	87.47%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7110	71.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8669	86.69%
OATP1B3 inhibitior	+	0.8635	86.35%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9410	94.10%
P-glycoprotein inhibitior	+	0.6812	68.12%
P-glycoprotein substrate	-	0.8356	83.56%
CYP3A4 substrate	+	0.6103	61.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	+	0.8026	80.26%
CYP2C9 inhibition	+	0.7360	73.60%
CYP2C19 inhibition	+	0.8597	85.97%
CYP2D6 inhibition	-	0.7249	72.49%
CYP1A2 inhibition	+	0.8956	89.56%
CYP2C8 inhibition	+	0.7036	70.36%
CYP inhibitory promiscuity	+	0.9587	95.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9310	93.10%
Carcinogenicity (trinary)	Non-required	0.4463	44.63%
Eye corrosion	-	0.9776	97.76%
Eye irritation	-	0.6657	66.57%
Skin irritation	-	0.8144	81.44%
Skin corrosion	-	0.9807	98.07%
Ames mutagenesis	+	0.5846	58.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7196	71.96%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	+	0.5284	52.84%
skin sensitisation	-	0.6463	64.63%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8475	84.75%
Acute Oral Toxicity (c)	III	0.5950	59.50%
Estrogen receptor binding	+	0.8732	87.32%
Androgen receptor binding	+	0.6688	66.88%
Thyroid receptor binding	+	0.7176	71.76%
Glucocorticoid receptor binding	+	0.7363	73.63%
Aromatase binding	+	0.6184	61.84%
PPAR gamma	+	0.6362	63.62%
Honey bee toxicity	-	0.8444	84.44%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9869	98.69%

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	97.27%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.75%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.59%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.51%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.46%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.46%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.88%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.95%	94.00%
CHEMBL2581	P07339	Cathepsin D	84.71%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.10%	95.50%
CHEMBL2535	P11166	Glucose transporter	83.28%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.83%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.31%	96.00%

Plants that contains it

• Senecio macrospermus

Cross-Links

• PubChem: 101596868
• LOTUS: LTS0020076
• wikiData: Q105275419