[(1S,4R,6R,8S,11R,14R)-9-(hydroxymethyl)-4,14-dimethyl-13-oxo-5,12-dioxatricyclo[9.3.0.04,6]tetradec-9-en-8-yl] acetate

Details

• Internal ID: 14bb70fd-5833-4875-89ff-d7a4cceb3c33
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(1S,4R,6R,8S,11R,14R)-9-(hydroxymethyl)-4,14-dimethyl-13-oxo-5,12-dioxatricyclo[9.3.0.04,6]tetradec-9-en-8-yl] acetate
• InChI: InChI=1S/C17H24O6/c1-9-12-4-5-17(3)15(23-17)7-13(21-10(2)19)11(8-18)6-14(12)22-16(9)20/h6,9,12-15,18H,4-5,7-8H2,1-3H3/t9-,12+,13+,14+,15-,17-/m1/s1
• InChI Key: OOQGTALDVAAYQA-UUOOPVRBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₆
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.15728848 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.36
• 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	+	0.9643	96.43%
Caco-2	+	0.6242	62.42%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7552	75.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8675	86.75%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.5271	52.71%
BSEP inhibitior	-	0.6719	67.19%
P-glycoprotein inhibitior	-	0.6925	69.25%
P-glycoprotein substrate	-	0.6149	61.49%
CYP3A4 substrate	+	0.6641	66.41%
CYP2C9 substrate	-	0.8202	82.02%
CYP2D6 substrate	-	0.8667	86.67%
CYP3A4 inhibition	-	0.6334	63.34%
CYP2C9 inhibition	-	0.7623	76.23%
CYP2C19 inhibition	-	0.8841	88.41%
CYP2D6 inhibition	-	0.9341	93.41%
CYP1A2 inhibition	-	0.5586	55.86%
CYP2C8 inhibition	-	0.7460	74.60%
CYP inhibitory promiscuity	-	0.9030	90.30%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4871	48.71%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9603	96.03%
Skin irritation	-	0.5116	51.16%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	-	0.5978	59.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5939	59.39%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7235	72.35%
skin sensitisation	-	0.8644	86.44%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5128	51.28%
Acute Oral Toxicity (c)	III	0.4878	48.78%
Estrogen receptor binding	+	0.8221	82.21%
Androgen receptor binding	-	0.4873	48.73%
Thyroid receptor binding	+	0.6404	64.04%
Glucocorticoid receptor binding	+	0.8644	86.44%
Aromatase binding	-	0.5517	55.17%
PPAR gamma	+	0.6256	62.56%
Honey bee toxicity	-	0.7451	74.51%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9633	96.33%

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	97.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.10%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.07%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	90.41%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.33%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.05%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.39%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.15%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	86.67%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.25%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.95%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.47%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.54%	82.69%

Plants that contains it

• Chrysanthemum zawadzkii subsp. zawadzkii

Cross-Links

• PubChem: 162915576
• LOTUS: LTS0136504
• wikiData: Q105195543