4-[6-(Acetyloxymethyl)-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-5-yl]pentyl acetate

Details

• Internal ID: 8508b103-38e6-465e-92c3-63c483fb727f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4-[6-(acetyloxymethyl)-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-5-yl]pentyl acetate
• SMILES (Canonical): CC(CCCOC(=O)C)C1=C(CC2C(C1)C(=C)C(=O)O2)COC(=O)C
• SMILES (Isomeric): CC(CCCOC(=O)C)C1=C(CC2C(C1)C(=C)C(=O)O2)COC(=O)C
• InChI: InChI=1S/C19H26O6/c1-11(6-5-7-23-13(3)20)16-9-17-12(2)19(22)25-18(17)8-15(16)10-24-14(4)21/h11,17-18H,2,5-10H2,1,3-4H3
• InChI Key: UKGBQQUROCAJPL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₆
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.17293854 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	+	0.6713	67.13%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7379	73.79%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8837	88.37%
OATP1B3 inhibitior	+	0.9180	91.80%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.6794	67.94%
P-glycoprotein inhibitior	-	0.4591	45.91%
P-glycoprotein substrate	-	0.7241	72.41%
CYP3A4 substrate	+	0.5961	59.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.5927	59.27%
CYP2C9 inhibition	-	0.8780	87.80%
CYP2C19 inhibition	-	0.6844	68.44%
CYP2D6 inhibition	-	0.8876	88.76%
CYP1A2 inhibition	-	0.5121	51.21%
CYP2C8 inhibition	-	0.7270	72.70%
CYP inhibitory promiscuity	-	0.7775	77.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6487	64.87%
Eye corrosion	-	0.9746	97.46%
Eye irritation	-	0.5566	55.66%
Skin irritation	-	0.6317	63.17%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6484	64.84%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6197	61.97%
skin sensitisation	-	0.7768	77.68%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.8740	87.40%
Acute Oral Toxicity (c)	III	0.7041	70.41%
Estrogen receptor binding	-	0.5374	53.74%
Androgen receptor binding	-	0.5371	53.71%
Thyroid receptor binding	-	0.6149	61.49%
Glucocorticoid receptor binding	+	0.6394	63.94%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5306	53.06%
Honey bee toxicity	-	0.8005	80.05%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.41%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.29%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.59%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.19%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.07%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.02%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.66%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	84.30%	94.73%
CHEMBL299	P17252	Protein kinase C alpha	83.78%	98.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.39%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.38%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.38%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.38%	95.56%

Plants that contains it

• Calostephane divaricata

Cross-Links

• PubChem: 14314486
• LOTUS: LTS0108594
• wikiData: Q105274525