[(3aR,4S,7R,10E,11aR)-7-hydroperoxy-10-methyl-3,6-dimethylidene-2-oxo-4,5,7,8,9,11a-hexahydro-3aH-cyclodeca[b]furan-4-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 1dc2cdc3-fa36-4b05-aaf3-75a5e4cbe15c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(3aR,4S,7R,10E,11aR)-7-hydroperoxy-10-methyl-3,6-dimethylidene-2-oxo-4,5,7,8,9,11a-hexahydro-3aH-cyclodeca[b]furan-4-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=C)C(CCC(=CC2C1C(=C)C(=O)O2)C)OO
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1CC(=C)[C@@H](CC/C(=C/[C@@H]2[C@@H]1C(=C)C(=O)O2)/C)OO
• InChI: InChI=1S/C20H26O6/c1-6-12(3)19(21)24-17-10-13(4)15(26-23)8-7-11(2)9-16-18(17)14(5)20(22)25-16/h6,9,15-18,23H,4-5,7-8,10H2,1-3H3/b11-9+,12-6-/t15-,16-,17+,18+/m1/s1
• InChI Key: UBJSKQKLIONSSE-SZMOYDELSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.51
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9731	97.31%
Caco-2	+	0.5300	53.00%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6370	63.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8729	87.29%
OATP1B3 inhibitior	+	0.8762	87.62%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	-	0.4559	45.59%
P-glycoprotein inhibitior	-	0.4829	48.29%
P-glycoprotein substrate	-	0.7365	73.65%
CYP3A4 substrate	+	0.6306	63.06%
CYP2C9 substrate	-	0.6140	61.40%
CYP2D6 substrate	-	0.8832	88.32%
CYP3A4 inhibition	-	0.7479	74.79%
CYP2C9 inhibition	-	0.8082	80.82%
CYP2C19 inhibition	-	0.7636	76.36%
CYP2D6 inhibition	-	0.9233	92.33%
CYP1A2 inhibition	+	0.5794	57.94%
CYP2C8 inhibition	-	0.6208	62.08%
CYP inhibitory promiscuity	-	0.9297	92.97%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6392	63.92%
Eye corrosion	-	0.9574	95.74%
Eye irritation	-	0.8238	82.38%
Skin irritation	-	0.6358	63.58%
Skin corrosion	-	0.9105	91.05%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4896	48.96%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8001	80.01%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7013	70.13%
Acute Oral Toxicity (c)	II	0.3925	39.25%
Estrogen receptor binding	+	0.6397	63.97%
Androgen receptor binding	+	0.5619	56.19%
Thyroid receptor binding	+	0.5584	55.84%
Glucocorticoid receptor binding	+	0.6908	69.08%
Aromatase binding	-	0.5661	56.61%
PPAR gamma	+	0.5542	55.42%
Honey bee toxicity	-	0.7079	70.79%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9940	99.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.09%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.21%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.93%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.07%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.49%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.41%	93.03%
CHEMBL2581	P07339	Cathepsin D	83.30%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.34%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.15%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.02%	97.09%

Plants that contains it

• Tanacetum argenteum

Cross-Links

• PubChem: 162844860
• LOTUS: LTS0245931
• wikiData: Q105269332