(3,4a,5-trimethyl-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-4-yl) acetate

Details

• Internal ID: 96c79771-9087-49bf-abeb-d6cf8939fe73
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (3,4a,5-trimethyl-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-4-yl) acetate
• SMILES (Canonical): CC1CCCC2C1(C(C3=C(C2)OC=C3C)OC(=O)C)C
• SMILES (Isomeric): CC1CCCC2C1(C(C3=C(C2)OC=C3C)OC(=O)C)C
• InChI: InChI=1S/C17H24O3/c1-10-9-19-14-8-13-7-5-6-11(2)17(13,4)16(15(10)14)20-12(3)18/h9,11,13,16H,5-8H2,1-4H3
• InChI Key: PYDPUVCIWSLYHC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.8427	84.27%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6262	62.62%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.9068	90.68%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8836	88.36%
P-glycoprotein inhibitior	-	0.8172	81.72%
P-glycoprotein substrate	-	0.8617	86.17%
CYP3A4 substrate	+	0.6027	60.27%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8169	81.69%
CYP3A4 inhibition	-	0.8247	82.47%
CYP2C9 inhibition	-	0.6431	64.31%
CYP2C19 inhibition	+	0.6403	64.03%
CYP2D6 inhibition	-	0.9550	95.50%
CYP1A2 inhibition	-	0.6665	66.65%
CYP2C8 inhibition	-	0.6242	62.42%
CYP inhibitory promiscuity	-	0.8340	83.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5787	57.87%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8932	89.32%
Skin irritation	-	0.6289	62.89%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.6864	68.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5409	54.09%
skin sensitisation	-	0.8452	84.52%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7311	73.11%
Acute Oral Toxicity (c)	III	0.4612	46.12%
Estrogen receptor binding	+	0.6471	64.71%
Androgen receptor binding	+	0.5568	55.68%
Thyroid receptor binding	-	0.5415	54.15%
Glucocorticoid receptor binding	+	0.5916	59.16%
Aromatase binding	-	0.5172	51.72%
PPAR gamma	+	0.5959	59.59%
Honey bee toxicity	-	0.8500	85.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	95.55%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.68%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.37%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.36%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.39%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.77%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.31%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	82.88%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.12%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.48%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.35%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.30%	96.09%

Plants that contains it

• Ligularia kanaitzensis
• Ligularia lamarum

Cross-Links

• PubChem: 162930507
• LOTUS: LTS0158412
• wikiData: Q105216529