5,8a-Dimethyl-3-methylidene-3a,4,4a,8,9,9a-hexahydrobenzo[f][1]benzofuran-2,7-dione

Details

• Internal ID: 21764e4a-ddc5-4d82-884c-c7f59a656313
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 5,8a-dimethyl-3-methylidene-3a,4,4a,8,9,9a-hexahydrobenzo[f][1]benzofuran-2,7-dione
• InChI: InChI=1S/C15H18O3/c1-8-4-10(16)6-15(3)7-13-11(5-12(8)15)9(2)14(17)18-13/h4,11-13H,2,5-7H2,1,3H3
• InChI Key: VTEFIBXQBGMXNK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.42
• 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	+	0.9970	99.70%
Caco-2	+	0.7248	72.48%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6304	63.04%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8811	88.11%
OATP1B3 inhibitior	+	0.9104	91.04%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9560	95.60%
P-glycoprotein inhibitior	-	0.9124	91.24%
P-glycoprotein substrate	-	0.8273	82.73%
CYP3A4 substrate	+	0.5835	58.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9026	90.26%
CYP3A4 inhibition	+	0.5069	50.69%
CYP2C9 inhibition	-	0.9258	92.58%
CYP2C19 inhibition	-	0.7568	75.68%
CYP2D6 inhibition	-	0.9531	95.31%
CYP1A2 inhibition	-	0.5127	51.27%
CYP2C8 inhibition	-	0.8207	82.07%
CYP inhibitory promiscuity	-	0.7212	72.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4705	47.05%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.7705	77.05%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8422	84.22%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4665	46.65%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6711	67.11%
skin sensitisation	+	0.5581	55.81%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5445	54.45%
Acute Oral Toxicity (c)	III	0.6694	66.94%
Estrogen receptor binding	-	0.4846	48.46%
Androgen receptor binding	+	0.5496	54.96%
Thyroid receptor binding	-	0.6183	61.83%
Glucocorticoid receptor binding	-	0.5642	56.42%
Aromatase binding	-	0.7076	70.76%
PPAR gamma	-	0.5951	59.51%
Honey bee toxicity	-	0.7967	79.67%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9974	99.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.38%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.95%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.41%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.93%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.39%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.80%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.46%	97.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.58%	93.40%
CHEMBL2996	Q05655	Protein kinase C delta	82.46%	97.79%
CHEMBL3045	P05771	Protein kinase C beta	82.30%	97.63%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.15%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.90%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.35%	95.50%

Plants that contains it

• Greenmaniella resinosa

Cross-Links

• PubChem: 4528511
• LOTUS: LTS0031564
• wikiData: Q105292687