[(3S,3aR,4R,6E,10E,11aR)-3,6,10-trimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-4-yl] (E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate

Details

• Internal ID: e1e86393-03cc-429e-b402-e05d1e0a28b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3S,3aR,4R,6E,10E,11aR)-3,6,10-trimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-4-yl] (E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate
• InChI: InChI=1S/C20H28O6/c1-12-5-4-6-13(2)10-17(26-20(24)15(11-22)7-8-21)18-14(3)19(23)25-16(18)9-12/h6-7,9,14,16-18,21-22H,4-5,8,10-11H2,1-3H3/b12-9+,13-6+,15-7+/t14-,16+,17+,18-/m0/s1
• InChI Key: RYZYAGBFMJKAJG-OOIRPMLFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9432	94.32%
Caco-2	+	0.6976	69.76%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7602	76.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9029	90.29%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6529	65.29%
P-glycoprotein inhibitior	-	0.5956	59.56%
P-glycoprotein substrate	-	0.7373	73.73%
CYP3A4 substrate	+	0.6163	61.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9071	90.71%
CYP3A4 inhibition	+	0.5105	51.05%
CYP2C9 inhibition	-	0.8821	88.21%
CYP2C19 inhibition	-	0.8451	84.51%
CYP2D6 inhibition	-	0.9136	91.36%
CYP1A2 inhibition	+	0.5973	59.73%
CYP2C8 inhibition	-	0.7632	76.32%
CYP inhibitory promiscuity	-	0.8774	87.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6106	61.06%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.8708	87.08%
Skin irritation	-	0.5985	59.85%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.5182	51.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.4615	46.15%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9123	91.23%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6596	65.96%
Acute Oral Toxicity (c)	III	0.5017	50.17%
Estrogen receptor binding	-	0.5922	59.22%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5212	52.12%
Glucocorticoid receptor binding	-	0.4706	47.06%
Aromatase binding	+	0.5472	54.72%
PPAR gamma	-	0.5296	52.96%
Honey bee toxicity	-	0.7829	78.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9640	96.40%

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	95.27%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.38%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.48%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.81%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.38%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.93%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.97%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.91%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.68%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	82.78%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.42%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.34%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.16%	94.45%

Plants that contains it

• Perityle emoryi

Cross-Links

• PubChem: 14543604
• LOTUS: LTS0127404
• wikiData: Q105248294