[(1R,2S,6R,7R,9R,12S,13S)-13-(acetyloxymethyl)-12-hydroxy-9-methyl-5-methylidene-4-oxo-3,14-dioxatricyclo[7.4.1.02,6]tetradecan-7-yl] (Z)-4-acetyloxy-2-methylbut-2-enoate

Details

• Internal ID: 800e7483-e41e-469c-ab4a-916b03cecb6e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(1R,2S,6R,7R,9R,12S,13S)-13-(acetyloxymethyl)-12-hydroxy-9-methyl-5-methylidene-4-oxo-3,14-dioxatricyclo[7.4.1.02,6]tetradecan-7-yl] (Z)-4-acetyloxy-2-methylbut-2-enoate
• InChI: InChI=1S/C24H32O10/c1-12(7-9-30-14(3)25)22(28)32-18-10-24(5)8-6-17(27)16(11-31-15(4)26)20(34-24)21-19(18)13(2)23(29)33-21/h7,16-21,27H,2,6,8-11H2,1,3-5H3/b12-7-/t16-,17-,18+,19+,20+,21-,24+/m0/s1
• InChI Key: QDWYMPUPXPBQIL-SSSXLPTGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₁₀
• Molecular Weight: 480.50 g/mol
• Exact Mass: 480.19954721 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9790	97.90%
Caco-2	-	0.6679	66.79%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7275	72.75%
OATP2B1 inhibitior	-	0.8642	86.42%
OATP1B1 inhibitior	+	0.8782	87.82%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7271	72.71%
BSEP inhibitior	+	0.8557	85.57%
P-glycoprotein inhibitior	+	0.7220	72.20%
P-glycoprotein substrate	-	0.5819	58.19%
CYP3A4 substrate	+	0.6968	69.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8974	89.74%
CYP3A4 inhibition	-	0.7534	75.34%
CYP2C9 inhibition	-	0.7292	72.92%
CYP2C19 inhibition	-	0.8440	84.40%
CYP2D6 inhibition	-	0.9450	94.50%
CYP1A2 inhibition	-	0.7974	79.74%
CYP2C8 inhibition	-	0.6079	60.79%
CYP inhibitory promiscuity	-	0.9722	97.22%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5525	55.25%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.8879	88.79%
Skin irritation	-	0.5689	56.89%
Skin corrosion	-	0.9309	93.09%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4038	40.38%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5101	51.01%
skin sensitisation	-	0.8624	86.24%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6678	66.78%
Acute Oral Toxicity (c)	III	0.4288	42.88%
Estrogen receptor binding	+	0.7638	76.38%
Androgen receptor binding	+	0.6701	67.01%
Thyroid receptor binding	-	0.5417	54.17%
Glucocorticoid receptor binding	+	0.7767	77.67%
Aromatase binding	+	0.6722	67.22%
PPAR gamma	+	0.6507	65.07%
Honey bee toxicity	-	0.6396	63.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9769	97.69%

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	98.95%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.60%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	96.28%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.67%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.04%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.77%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	88.76%	91.19%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.14%	94.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.42%	91.07%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.15%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.90%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.61%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.63%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.53%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.38%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.92%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.73%	95.56%
CHEMBL1871	P10275	Androgen Receptor	82.37%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.12%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.55%	97.28%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.25%	92.62%

Plants that contains it

• Liatris gracilis

Cross-Links

• PubChem: 162882453
• LOTUS: LTS0256498
• wikiData: Q105219011