[(3aR,4R,6R,7E,11aR)-6-hydroxy-6,10-dimethyl-3-methylidene-2,9-dioxo-3a,4,5,11a-tetrahydrocyclodeca[b]furan-4-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 3a298d02-4525-48c9-a831-ae880d3db6ea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,4R,6R,7E,11aR)-6-hydroxy-6,10-dimethyl-3-methylidene-2,9-dioxo-3a,4,5,11a-tetrahydrocyclodeca[b]furan-4-yl] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H24O6/c1-6-11(2)18(22)26-16-10-20(5,24)8-7-14(21)12(3)9-15-17(16)13(4)19(23)25-15/h6-9,15-17,24H,4,10H2,1-3,5H3/b8-7+,11-6+,12-9?/t15-,16-,17+,20+/m1/s1
• InChI Key: AXSMKFJOTFGINI-OIYWWZNDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	+	0.6633	66.33%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5295	52.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8778	87.78%
OATP1B3 inhibitior	+	0.9036	90.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6452	64.52%
P-glycoprotein inhibitior	+	0.5715	57.15%
P-glycoprotein substrate	-	0.6923	69.23%
CYP3A4 substrate	+	0.6601	66.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9134	91.34%
CYP3A4 inhibition	-	0.7368	73.68%
CYP2C9 inhibition	-	0.9258	92.58%
CYP2C19 inhibition	-	0.9229	92.29%
CYP2D6 inhibition	-	0.9621	96.21%
CYP1A2 inhibition	-	0.8369	83.69%
CYP2C8 inhibition	-	0.7074	70.74%
CYP inhibitory promiscuity	-	0.9470	94.70%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4286	42.86%
Eye corrosion	-	0.9521	95.21%
Eye irritation	-	0.8518	85.18%
Skin irritation	-	0.5731	57.31%
Skin corrosion	-	0.8908	89.08%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3840	38.40%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6678	66.78%
skin sensitisation	-	0.5994	59.94%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7209	72.09%
Acute Oral Toxicity (c)	III	0.3874	38.74%
Estrogen receptor binding	+	0.5740	57.40%
Androgen receptor binding	-	0.5545	55.45%
Thyroid receptor binding	+	0.5736	57.36%
Glucocorticoid receptor binding	+	0.6102	61.02%
Aromatase binding	-	0.6398	63.98%
PPAR gamma	-	0.5271	52.71%
Honey bee toxicity	-	0.6942	69.42%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9301	93.01%

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	96.70%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.29%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.28%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.27%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.81%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.54%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.52%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	83.95%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.14%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.45%	91.07%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.79%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.26%	95.89%

Plants that contains it

• Eupatorium luchuense

Cross-Links

• PubChem: 163185000
• LOTUS: LTS0044073
• wikiData: Q104920743