4a,5-Dimethyl-3-methylidene-3a,4,5,7,8,9a-hexahydrobenzo[f][1]benzofuran-2,6-dione

Details

• Internal ID: 4d5e2224-4237-44ea-8276-9209aaa477fd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4a,5-dimethyl-3-methylidene-3a,4,5,7,8,9a-hexahydrobenzo[f][1]benzofuran-2,6-dione
• SMILES (Canonical): CC1C(=O)CCC2=CC3C(CC12C)C(=C)C(=O)O3
• SMILES (Isomeric): CC1C(=O)CCC2=CC3C(CC12C)C(=C)C(=O)O3
• InChI: InChI=1S/C15H18O3/c1-8-11-7-15(3)9(2)12(16)5-4-10(15)6-13(11)18-14(8)17/h6,9,11,13H,1,4-5,7H2,2-3H3
• InChI Key: UJVKTWDLLFYENG-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	+	0.9967	99.67%
Caco-2	+	0.7477	74.77%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6983	69.83%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8282	82.82%
OATP1B3 inhibitior	+	0.9147	91.47%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.7500	75.00%
BSEP inhibitior	-	0.8926	89.26%
P-glycoprotein inhibitior	-	0.9118	91.18%
P-glycoprotein substrate	-	0.8668	86.68%
CYP3A4 substrate	+	0.5947	59.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8816	88.16%
CYP3A4 inhibition	-	0.5927	59.27%
CYP2C9 inhibition	-	0.9317	93.17%
CYP2C19 inhibition	-	0.7370	73.70%
CYP2D6 inhibition	-	0.9415	94.15%
CYP1A2 inhibition	+	0.6428	64.28%
CYP2C8 inhibition	-	0.7885	78.85%
CYP inhibitory promiscuity	-	0.8568	85.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5185	51.85%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8664	86.64%
Skin irritation	+	0.5353	53.53%
Skin corrosion	-	0.8697	86.97%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6791	67.91%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.6229	62.29%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.6356	63.56%
Acute Oral Toxicity (c)	III	0.7643	76.43%
Estrogen receptor binding	-	0.5365	53.65%
Androgen receptor binding	-	0.6076	60.76%
Thyroid receptor binding	-	0.7654	76.54%
Glucocorticoid receptor binding	-	0.5095	50.95%
Aromatase binding	-	0.6202	62.02%
PPAR gamma	-	0.7426	74.26%
Honey bee toxicity	-	0.7296	72.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
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	91.32%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.59%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.42%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.22%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.98%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.48%	97.09%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.30%	97.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.67%	96.09%
CHEMBL2581	P07339	Cathepsin D	82.09%	98.95%

Plants that contains it

• Stevia achalensis

Cross-Links

• PubChem: 162985207
• LOTUS: LTS0183136
• wikiData: Q105274243