[(3aS,5aR,6R,8R,9S,9aS,9bS)-6,9-dihydroxy-5a,9-dimethyl-3-methylidene-2-oxo-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-8-yl] (2R)-2-methylbutanoate

Details

• Internal ID: 7492f9ef-dedb-4472-8a77-238d8a922c59
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: [(3aS,5aR,6R,8R,9S,9aS,9bS)-6,9-dihydroxy-5a,9-dimethyl-3-methylidene-2-oxo-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-8-yl] (2R)-2-methylbutanoate
• InChI: InChI=1S/C20H30O6/c1-6-10(2)17(22)25-14-9-13(21)19(4)8-7-12-11(3)18(23)26-15(12)16(19)20(14,5)24/h10,12-16,21,24H,3,6-9H2,1-2,4-5H3/t10-,12+,13-,14-,15+,16-,19+,20-/m1/s1
• InChI Key: RDUFWRJKBOIRBE-IQHHVVCESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.20423867 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.6210	62.10%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6753	67.53%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8430	84.30%
OATP1B3 inhibitior	+	0.8507	85.07%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8129	81.29%
P-glycoprotein inhibitior	-	0.6394	63.94%
P-glycoprotein substrate	-	0.7075	70.75%
CYP3A4 substrate	+	0.6855	68.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8949	89.49%
CYP3A4 inhibition	+	0.8210	82.10%
CYP2C9 inhibition	-	0.7407	74.07%
CYP2C19 inhibition	-	0.6537	65.37%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.7584	75.84%
CYP2C8 inhibition	-	0.6080	60.80%
CYP inhibitory promiscuity	-	0.7973	79.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5575	55.75%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9342	93.42%
Skin irritation	+	0.7051	70.51%
Skin corrosion	-	0.9201	92.01%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6258	62.58%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5992	59.92%
skin sensitisation	-	0.8727	87.27%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8623	86.23%
Acute Oral Toxicity (c)	I	0.3325	33.25%
Estrogen receptor binding	+	0.8234	82.34%
Androgen receptor binding	+	0.6809	68.09%
Thyroid receptor binding	+	0.5526	55.26%
Glucocorticoid receptor binding	+	0.7805	78.05%
Aromatase binding	-	0.5182	51.82%
PPAR gamma	+	0.5369	53.69%
Honey bee toxicity	-	0.7821	78.21%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	99.00%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.55%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.02%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.28%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	92.92%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.73%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.67%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	91.32%	98.03%
CHEMBL226	P30542	Adenosine A1 receptor	88.16%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.99%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.03%	92.62%
CHEMBL221	P23219	Cyclooxygenase-1	84.56%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.31%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.71%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.50%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.30%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.49%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.09%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.93%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.84%	96.47%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.66%	82.69%

Plants that contains it

• Bishopanthus soliceps

Cross-Links

• PubChem: 162878834
• LOTUS: LTS0046129
• wikiData: Q105234475