(9-Methoxy-3,5-dimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-4-yl)methyl 2-methylbut-2-enoate

Details

• Internal ID: 67ef0b73-c466-4a8b-a1dc-eabd1e5dc3b0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (9-methoxy-3,5-dimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-4-yl)methyl 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC1=C2C(=COC2=C(C3=C1C(CCC3)C)OC)C
• SMILES (Isomeric): CC=C(C)C(=O)OCC1=C2C(=COC2=C(C3=C1C(CCC3)C)OC)C
• InChI: InChI=1S/C21H26O4/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/h6,10,13H,7-9,11H2,1-5H3
• InChI Key: QQAWVLSYYFBHKY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₄
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.18310931 g/mol
• Topological Polar Surface Area (TPSA): 48.70 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.20
• 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	+	0.9957	99.57%
Caco-2	+	0.8653	86.53%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7241	72.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8529	85.29%
OATP1B3 inhibitior	+	0.9250	92.50%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9538	95.38%
P-glycoprotein inhibitior	+	0.6420	64.20%
P-glycoprotein substrate	-	0.7737	77.37%
CYP3A4 substrate	+	0.6006	60.06%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	-	0.8486	84.86%
CYP3A4 inhibition	+	0.6165	61.65%
CYP2C9 inhibition	+	0.6871	68.71%
CYP2C19 inhibition	+	0.8157	81.57%
CYP2D6 inhibition	-	0.5653	56.53%
CYP1A2 inhibition	+	0.8864	88.64%
CYP2C8 inhibition	+	0.5428	54.28%
CYP inhibitory promiscuity	+	0.8529	85.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6143	61.43%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.7097	70.97%
Skin irritation	-	0.8203	82.03%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	+	0.5063	50.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.3739	37.39%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7728	77.28%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9342	93.42%
Acute Oral Toxicity (c)	III	0.5207	52.07%
Estrogen receptor binding	+	0.5818	58.18%
Androgen receptor binding	+	0.6536	65.36%
Thyroid receptor binding	+	0.5863	58.63%
Glucocorticoid receptor binding	+	0.7874	78.74%
Aromatase binding	-	0.6834	68.34%
PPAR gamma	+	0.7873	78.73%
Honey bee toxicity	-	0.8297	82.97%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9975	99.75%

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	97.76%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.87%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.34%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.85%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.85%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.47%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.45%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.41%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.57%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.03%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.83%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.40%	91.19%

Plants that contains it

• Senecio coronatus

Cross-Links

• PubChem: 162849410
• LOTUS: LTS0246686
• wikiData: Q105225713