[(3aR,4R,5E,9E,11aS)-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-4-yl] acetate

Details

• Internal ID: f8f0110e-515c-44e3-bd77-4a3ea3e0e083
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,4R,5E,9E,11aS)-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-4-yl] acetate
• InChI: InChI=1S/C17H22O5/c1-10-5-4-6-13(9-18)8-15-16(11(2)17(20)22-15)14(7-10)21-12(3)19/h6-7,14-16,18H,2,4-5,8-9H2,1,3H3/b10-7+,13-6+/t14-,15+,16+/m1/s1
• InChI Key: XCLWINPDFJHWJT-CAKWIMBVSA-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: 1.20
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 5
• 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	+	0.9805	98.05%
Caco-2	+	0.7331	73.31%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7762	77.62%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9097	90.97%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.6570	65.70%
BSEP inhibitior	-	0.9028	90.28%
P-glycoprotein inhibitior	-	0.8178	81.78%
P-glycoprotein substrate	-	0.8319	83.19%
CYP3A4 substrate	+	0.5947	59.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	-	0.6762	67.62%
CYP2C9 inhibition	-	0.8477	84.77%
CYP2C19 inhibition	-	0.8579	85.79%
CYP2D6 inhibition	-	0.9178	91.78%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.6844	68.44%
CYP inhibitory promiscuity	-	0.8714	87.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7219	72.19%
Eye corrosion	-	0.9716	97.16%
Eye irritation	-	0.6637	66.37%
Skin irritation	-	0.6484	64.84%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4681	46.81%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6541	65.41%
skin sensitisation	-	0.8717	87.17%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.7822	78.22%
Acute Oral Toxicity (c)	III	0.4290	42.90%
Estrogen receptor binding	-	0.7462	74.62%
Androgen receptor binding	-	0.5583	55.83%
Thyroid receptor binding	-	0.6644	66.44%
Glucocorticoid receptor binding	+	0.5554	55.54%
Aromatase binding	-	0.7778	77.78%
PPAR gamma	-	0.6568	65.68%
Honey bee toxicity	-	0.7647	76.47%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9874	98.74%

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	93.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.17%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.49%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.63%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.25%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.68%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.84%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.69%	94.73%
CHEMBL4208	P20618	Proteasome component C5	83.09%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.81%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.16%	89.00%
CHEMBL5028	O14672	ADAM10	80.83%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.18%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	80.05%	97.79%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162921762
• LOTUS: LTS0104386
• wikiData: Q105325234