[4-(Acetyloxymethyl)-3,5-dimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-9-yl] propanoate

Details

• Internal ID: d88d5897-e491-41b5-978f-903a90ccdd76
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [4-(acetyloxymethyl)-3,5-dimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-9-yl] propanoate
• SMILES (Canonical): CCC(=O)OC1=C2C(=C(C3=C1CCCC3C)COC(=O)C)C(=CO2)C
• SMILES (Isomeric): CCC(=O)OC1=C2C(=C(C3=C1CCCC3C)COC(=O)C)C(=CO2)C
• InChI: InChI=1S/C20H24O5/c1-5-16(22)25-19-14-8-6-7-11(2)17(14)15(10-23-13(4)21)18-12(3)9-24-20(18)19/h9,11H,5-8,10H2,1-4H3
• InChI Key: FOEFVSXAUQBXJF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 65.70 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.56
• H-Bond Acceptor: 5
• 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	+	0.9952	99.52%
Caco-2	+	0.7341	73.41%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7576	75.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8576	85.76%
OATP1B3 inhibitior	+	0.9065	90.65%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8728	87.28%
P-glycoprotein inhibitior	-	0.5059	50.59%
P-glycoprotein substrate	-	0.7709	77.09%
CYP3A4 substrate	+	0.5981	59.81%
CYP2C9 substrate	-	0.7850	78.50%
CYP2D6 substrate	-	0.8059	80.59%
CYP3A4 inhibition	-	0.7525	75.25%
CYP2C9 inhibition	+	0.7385	73.85%
CYP2C19 inhibition	+	0.8321	83.21%
CYP2D6 inhibition	-	0.9166	91.66%
CYP1A2 inhibition	+	0.8046	80.46%
CYP2C8 inhibition	+	0.6475	64.75%
CYP inhibitory promiscuity	+	0.5783	57.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5734	57.34%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8145	81.45%
Skin irritation	-	0.8427	84.27%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	-	0.5691	56.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.3959	39.59%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8669	86.69%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9503	95.03%
Acute Oral Toxicity (c)	III	0.7044	70.44%
Estrogen receptor binding	-	0.6216	62.16%
Androgen receptor binding	+	0.7074	70.74%
Thyroid receptor binding	-	0.6069	60.69%
Glucocorticoid receptor binding	+	0.7660	76.60%
Aromatase binding	-	0.6448	64.48%
PPAR gamma	+	0.8007	80.07%
Honey bee toxicity	-	0.8427	84.27%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	95.01%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.79%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.54%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.85%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.70%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.41%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.33%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.03%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	81.52%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.31%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	80.20%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.13%	99.23%

Plants that contains it

• Senecio lydenburgensis

Cross-Links

• PubChem: 163035014
• LOTUS: LTS0061440
• wikiData: Q104998731