(4aS,10aS,11aR,11bS)-4,4,8,11b-tetramethyl-1,2,4a,5,6,10a,11,11a-octahydronaphtho[2,1-f][1]benzofuran-3,9-dione

Details

• Internal ID: a012cc38-9072-413c-a150-16cdbfffed07
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (4aS,10aS,11aR,11bS)-4,4,8,11b-tetramethyl-1,2,4a,5,6,10a,11,11a-octahydronaphtho[2,1-f][1]benzofuran-3,9-dione
• InChI: InChI=1S/C20H26O3/c1-11-13-9-12-5-6-16-19(2,3)17(21)7-8-20(16,4)14(12)10-15(13)23-18(11)22/h9,14-16H,5-8,10H2,1-4H3/t14-,15+,16-,20+/m1/s1
• InChI Key: JFINBCWMRIJTDN-ASKKUZCQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.18819469 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.98
• 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	+	0.9971	99.71%
Caco-2	+	0.8058	80.58%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7733	77.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8967	89.67%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.4721	47.21%
P-glycoprotein inhibitior	+	0.5968	59.68%
P-glycoprotein substrate	-	0.7995	79.95%
CYP3A4 substrate	+	0.6187	61.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9026	90.26%
CYP3A4 inhibition	-	0.7290	72.90%
CYP2C9 inhibition	-	0.8994	89.94%
CYP2C19 inhibition	-	0.6795	67.95%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	-	0.6673	66.73%
CYP2C8 inhibition	-	0.7529	75.29%
CYP inhibitory promiscuity	-	0.8332	83.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5409	54.09%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9386	93.86%
Skin irritation	+	0.5441	54.41%
Skin corrosion	-	0.8908	89.08%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8195	81.95%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.5603	56.03%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.5886	58.86%
Acute Oral Toxicity (c)	III	0.7867	78.67%
Estrogen receptor binding	+	0.7614	76.14%
Androgen receptor binding	+	0.6154	61.54%
Thyroid receptor binding	+	0.6689	66.89%
Glucocorticoid receptor binding	+	0.8774	87.74%
Aromatase binding	-	0.5166	51.66%
PPAR gamma	+	0.7927	79.27%
Honey bee toxicity	-	0.8587	85.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9970	99.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.48%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.78%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.75%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.65%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.54%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.34%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.33%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.01%	97.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.96%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.56%	82.69%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.17%	95.50%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.95%	96.39%

Plants that contains it

• Euphorbia micractina

Cross-Links

• PubChem: 162984773
• LOTUS: LTS0152980
• wikiData: Q105126702