[(3aR,4R,6E,8R,10E,11aR)-8-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] acetate

Details

• Internal ID: c8184ca3-de58-4fa8-91aa-df6302239606
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,4R,6E,8R,10E,11aR)-8-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] acetate
• InChI: InChI=1S/C17H22O5/c1-9-5-13(19)6-10(2)8-15-16(11(3)17(20)22-15)14(7-9)21-12(4)18/h5,8,13-16,19H,3,6-7H2,1-2,4H3/b9-5+,10-8+/t13-,14+,15+,16+/m0/s1
• InChI Key: XZROMQQCYUCDTK-VIUAOKFVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9779	97.79%
Caco-2	+	0.6356	63.56%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5454	54.54%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.8948	89.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8690	86.90%
P-glycoprotein inhibitior	-	0.6959	69.59%
P-glycoprotein substrate	-	0.8645	86.45%
CYP3A4 substrate	+	0.5764	57.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8823	88.23%
CYP3A4 inhibition	-	0.7214	72.14%
CYP2C9 inhibition	-	0.8709	87.09%
CYP2C19 inhibition	-	0.8408	84.08%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	-	0.6766	67.66%
CYP2C8 inhibition	-	0.8713	87.13%
CYP inhibitory promiscuity	-	0.9187	91.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5368	53.68%
Eye corrosion	-	0.9627	96.27%
Eye irritation	-	0.6117	61.17%
Skin irritation	-	0.6135	61.35%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5492	54.92%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6034	60.34%
skin sensitisation	-	0.7313	73.13%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7311	73.11%
Acute Oral Toxicity (c)	II	0.4246	42.46%
Estrogen receptor binding	-	0.6091	60.91%
Androgen receptor binding	-	0.5536	55.36%
Thyroid receptor binding	-	0.5968	59.68%
Glucocorticoid receptor binding	-	0.5511	55.11%
Aromatase binding	-	0.6877	68.77%
PPAR gamma	-	0.7018	70.18%
Honey bee toxicity	-	0.7457	74.57%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9677	96.77%

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	92.18%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.56%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.56%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.54%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	84.58%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.54%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.78%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	81.47%	94.73%
CHEMBL2996	Q05655	Protein kinase C delta	81.44%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.27%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.20%	89.00%

Plants that contains it

• Eupatorium glehnii

Cross-Links

• PubChem: 162891936
• LOTUS: LTS0149087
• wikiData: Q105345130