1-(6-Methoxy-3,4a,5-trimethyl-4,5,7,9-tetrahydrobenzo[f][1]benzofuran-6-yl)butan-1-one

Details

• Internal ID: e70fd212-67c6-42e0-b473-e96991c08b5e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 1-(6-methoxy-3,4a,5-trimethyl-4,5,7,9-tetrahydrobenzo[f][1]benzofuran-6-yl)butan-1-one
• SMILES (Canonical): CCCC(=O)C1(CC=C2CC3=C(CC2(C1C)C)C(=CO3)C)OC
• SMILES (Isomeric): CCCC(=O)C1(CC=C2CC3=C(CC2(C1C)C)C(=CO3)C)OC
• InChI: InChI=1S/C20H28O3/c1-6-7-18(21)20(22-5)9-8-15-10-17-16(13(2)12-23-17)11-19(15,4)14(20)3/h8,12,14H,6-7,9-11H2,1-5H3
• InChI Key: YGNZLKUAAUAELR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.41
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.7838	78.38%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6245	62.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8902	89.02%
OATP1B3 inhibitior	+	0.9781	97.81%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.4760	47.60%
P-glycoprotein inhibitior	-	0.7357	73.57%
P-glycoprotein substrate	-	0.7007	70.07%
CYP3A4 substrate	+	0.6132	61.32%
CYP2C9 substrate	-	0.5939	59.39%
CYP2D6 substrate	-	0.7548	75.48%
CYP3A4 inhibition	+	0.5393	53.93%
CYP2C9 inhibition	-	0.6882	68.82%
CYP2C19 inhibition	+	0.6134	61.34%
CYP2D6 inhibition	-	0.8596	85.96%
CYP1A2 inhibition	-	0.5506	55.06%
CYP2C8 inhibition	+	0.6539	65.39%
CYP inhibitory promiscuity	+	0.7671	76.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5559	55.59%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9439	94.39%
Skin irritation	-	0.6909	69.09%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7985	79.85%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5659	56.59%
skin sensitisation	-	0.7850	78.50%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8473	84.73%
Acute Oral Toxicity (c)	IV	0.4743	47.43%
Estrogen receptor binding	+	0.7248	72.48%
Androgen receptor binding	+	0.6363	63.63%
Thyroid receptor binding	+	0.7228	72.28%
Glucocorticoid receptor binding	+	0.7771	77.71%
Aromatase binding	+	0.6954	69.54%
PPAR gamma	+	0.7264	72.64%
Honey bee toxicity	-	0.8457	84.57%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5468	54.68%
Fish aquatic toxicity	+	0.9955	99.55%

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	94.82%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.12%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.80%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.41%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.77%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	88.71%	98.59%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.84%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.22%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	83.21%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.20%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	81.96%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.24%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	80.64%	91.19%

Plants that contains it

• Senecio flavus

Cross-Links

• PubChem: 162932665
• LOTUS: LTS0191211
• wikiData: Q105348181