3,8a-Dimethyl-5-methylidene-4,4a,9,9a-tetrahydrobenzo[f][1]benzofuran-2,6-dione

Details

• Internal ID: c2508dcf-e0d2-4751-9813-d13990cab2bf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 3,8a-dimethyl-5-methylidene-4,4a,9,9a-tetrahydrobenzo[f][1]benzofuran-2,6-dione
• InChI: InChI=1S/C15H16O3/c1-8-10-6-11-9(2)12(16)4-5-15(11,3)7-13(10)18-14(8)17/h4-5,11,13H,2,6-7H2,1,3H3
• InChI Key: VPYYTRFLULKROP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.5724	57.24%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6472	64.72%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9163	91.63%
OATP1B3 inhibitior	+	0.9251	92.51%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8558	85.58%
P-glycoprotein inhibitior	-	0.8908	89.08%
P-glycoprotein substrate	-	0.8088	80.88%
CYP3A4 substrate	+	0.6240	62.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.5293	52.93%
CYP2C9 inhibition	-	0.9072	90.72%
CYP2C19 inhibition	-	0.7945	79.45%
CYP2D6 inhibition	-	0.9444	94.44%
CYP1A2 inhibition	+	0.5349	53.49%
CYP2C8 inhibition	-	0.8937	89.37%
CYP inhibitory promiscuity	-	0.7266	72.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4525	45.25%
Eye corrosion	-	0.9811	98.11%
Eye irritation	-	0.8364	83.64%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8550	85.50%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.7325	73.25%
Acute Oral Toxicity (c)	III	0.6885	68.85%
Estrogen receptor binding	-	0.4945	49.45%
Androgen receptor binding	+	0.5660	56.60%
Thyroid receptor binding	-	0.7613	76.13%
Glucocorticoid receptor binding	-	0.5938	59.38%
Aromatase binding	-	0.6842	68.42%
PPAR gamma	+	0.5477	54.77%
Honey bee toxicity	-	0.8748	87.48%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.56%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.63%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	83.55%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.40%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.38%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.03%	100.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.19%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.76%	94.00%

Plants that contains it

• Lindera aggregata

Cross-Links

• PubChem: 11644428
• LOTUS: LTS0201821
• wikiData: Q105291105