(6aS,7R,8R,10aS)-7,8-dimethyl-7-[2-(5-oxo-2H-furan-4-yl)ethyl]-5,6,6a,8,9,10-hexahydro-1H-benzo[d][2]benzofuran-3-one

Details

• Internal ID: 04c617c1-7bfe-48b9-9a82-1d4e38dceaf7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (6aS,7R,8R,10aS)-7,8-dimethyl-7-[2-(5-oxo-2H-furan-4-yl)ethyl]-5,6,6a,8,9,10-hexahydro-1H-benzo[d][2]benzofuran-3-one
• InChI: InChI=1S/C20H26O4/c1-13-6-10-20-12-24-18(22)15(20)4-3-5-16(20)19(13,2)9-7-14-8-11-23-17(14)21/h4,8,13,16H,3,5-7,9-12H2,1-2H3/t13-,16+,19-,20-/m1/s1
• InChI Key: ZKUWHVKICYZVFY-HCAQKZJRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 4
• 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	+	0.9899	98.99%
Caco-2	+	0.7062	70.62%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7732	77.32%
OATP2B1 inhibitior	-	0.8647	86.47%
OATP1B1 inhibitior	+	0.8936	89.36%
OATP1B3 inhibitior	+	0.9596	95.96%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.6227	62.27%
P-glycoprotein inhibitior	-	0.5605	56.05%
P-glycoprotein substrate	-	0.6571	65.71%
CYP3A4 substrate	+	0.6276	62.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8802	88.02%
CYP3A4 inhibition	-	0.7831	78.31%
CYP2C9 inhibition	-	0.8539	85.39%
CYP2C19 inhibition	-	0.8595	85.95%
CYP2D6 inhibition	-	0.8779	87.79%
CYP1A2 inhibition	-	0.7009	70.09%
CYP2C8 inhibition	-	0.6167	61.67%
CYP inhibitory promiscuity	-	0.8187	81.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4841	48.41%
Eye corrosion	-	0.9770	97.70%
Eye irritation	-	0.8967	89.67%
Skin irritation	-	0.6094	60.94%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6923	69.23%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5445	54.45%
skin sensitisation	-	0.8078	80.78%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7563	75.63%
Acute Oral Toxicity (c)	III	0.7145	71.45%
Estrogen receptor binding	+	0.7281	72.81%
Androgen receptor binding	+	0.6374	63.74%
Thyroid receptor binding	+	0.5903	59.03%
Glucocorticoid receptor binding	+	0.6887	68.87%
Aromatase binding	+	0.6540	65.40%
PPAR gamma	+	0.6028	60.28%
Honey bee toxicity	-	0.8654	86.54%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.91%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.34%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.69%	82.69%
CHEMBL2581	P07339	Cathepsin D	92.95%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.82%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.72%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	86.90%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.82%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	86.52%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.51%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.35%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.18%	99.23%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.21%	96.61%
CHEMBL2996	Q05655	Protein kinase C delta	80.78%	97.79%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46178005
• LOTUS: LTS0276343
• wikiData: Q105378755