[(1S,2S,4R,8R,10S,11R,12R)-8-acetyloxy-12-(acetyloxymethyl)-4,8-dimethyl-7,13-dioxo-3,14-dioxatricyclo[9.3.0.02,4]tetradecan-10-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 546e0a61-61fe-4f06-97cb-e18fdb10db89
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,2S,4R,8R,10S,11R,12R)-8-acetyloxy-12-(acetyloxymethyl)-4,8-dimethyl-7,13-dioxo-3,14-dioxatricyclo[9.3.0.02,4]tetradecan-10-yl] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C24H32O10/c1-7-12(2)21(28)31-16-10-24(6,33-14(4)26)17(27)8-9-23(5)20(34-23)19-18(16)15(22(29)32-19)11-30-13(3)25/h7,15-16,18-20H,8-11H2,1-6H3/b12-7+/t15-,16-,18+,19-,20-,23+,24+/m0/s1
• InChI Key: HRHYGSGYYCCPCG-XHPOKLHUSA-N
• Popularity: 3 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: 1.50
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9839	98.39%
Caco-2	-	0.5908	59.08%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7569	75.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8702	87.02%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9538	95.38%
P-glycoprotein inhibitior	+	0.8709	87.09%
P-glycoprotein substrate	-	0.6414	64.14%
CYP3A4 substrate	+	0.6783	67.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8997	89.97%
CYP3A4 inhibition	-	0.8074	80.74%
CYP2C9 inhibition	-	0.8013	80.13%
CYP2C19 inhibition	-	0.8852	88.52%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	-	0.6261	62.61%
CYP2C8 inhibition	-	0.5682	56.82%
CYP inhibitory promiscuity	-	0.8924	89.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5211	52.11%
Eye corrosion	-	0.9795	97.95%
Eye irritation	-	0.9111	91.11%
Skin irritation	-	0.5461	54.61%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4880	48.80%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5270	52.70%
skin sensitisation	-	0.8283	82.83%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.7812	78.12%
Acute Oral Toxicity (c)	III	0.5081	50.81%
Estrogen receptor binding	+	0.8090	80.90%
Androgen receptor binding	+	0.6637	66.37%
Thyroid receptor binding	+	0.5984	59.84%
Glucocorticoid receptor binding	+	0.8401	84.01%
Aromatase binding	+	0.6494	64.94%
PPAR gamma	+	0.7294	72.94%
Honey bee toxicity	-	0.6308	63.08%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9800	98.00%

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	97.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.98%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.33%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.27%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	90.67%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.51%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.26%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.45%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.02%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	82.43%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.08%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.90%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	80.03%	95.93%

Plants that contains it

• Vernonanthura nudiflora

Cross-Links

• PubChem: 163027744
• LOTUS: LTS0228381
• wikiData: Q105032666