7,8-dimethyl-7-[2-(5-oxo-2H-furan-4-yl)ethyl]-1,5,6,6a,8,10-hexahydrobenzo[d][2]benzofuran-3,9-dione

Details

• Internal ID: 62055288-be56-4022-955c-0292b1f51ec8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 7,8-dimethyl-7-[2-(5-oxo-2H-furan-4-yl)ethyl]-1,5,6,6a,8,10-hexahydrobenzo[d][2]benzofuran-3,9-dione
• InChI: InChI=1S/C20H24O5/c1-12-15(21)10-20-11-25-18(23)14(20)4-3-5-16(20)19(12,2)8-6-13-7-9-24-17(13)22/h4,7,12,16H,3,5-6,8-11H2,1-2H3
• InChI Key: JUGXEOXLYIYYCQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.5732	57.32%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8492	84.92%
OATP2B1 inhibitior	-	0.8659	86.59%
OATP1B1 inhibitior	+	0.8883	88.83%
OATP1B3 inhibitior	+	0.9707	97.07%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.6955	69.55%
P-glycoprotein inhibitior	-	0.5941	59.41%
P-glycoprotein substrate	-	0.5557	55.57%
CYP3A4 substrate	+	0.6383	63.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9011	90.11%
CYP3A4 inhibition	-	0.7259	72.59%
CYP2C9 inhibition	-	0.9305	93.05%
CYP2C19 inhibition	-	0.9097	90.97%
CYP2D6 inhibition	-	0.9174	91.74%
CYP1A2 inhibition	-	0.8498	84.98%
CYP2C8 inhibition	-	0.6241	62.41%
CYP inhibitory promiscuity	-	0.8505	85.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4703	47.03%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9202	92.02%
Skin irritation	-	0.5758	57.58%
Skin corrosion	-	0.9060	90.60%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6596	65.96%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8573	85.73%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.8526	85.26%
Acute Oral Toxicity (c)	III	0.7328	73.28%
Estrogen receptor binding	+	0.7165	71.65%
Androgen receptor binding	+	0.6525	65.25%
Thyroid receptor binding	-	0.5484	54.84%
Glucocorticoid receptor binding	+	0.7495	74.95%
Aromatase binding	+	0.6009	60.09%
PPAR gamma	+	0.5361	53.61%
Honey bee toxicity	-	0.8487	84.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9950	99.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.78%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.40%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.28%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.94%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.16%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.96%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.72%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.15%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.88%	96.77%
CHEMBL1937	Q92769	Histone deacetylase 2	84.47%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.74%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.69%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.54%	92.94%

Plants that contains it

• Salvia melissodora

Cross-Links

• PubChem: 14262819
• LOTUS: LTS0051407
• wikiData: Q105135232