methyl 4-(2,3-dimethyloxirane-2-carbonyl)oxy-11-hydroxy-5-(2-methylbutanoyloxy)-3,10-dimethylidene-2-oxo-4,5,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-6-carboxylate

Details

• Internal ID: 9860f309-9053-4286-8e22-95f5063e0a42
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl 4-(2,3-dimethyloxirane-2-carbonyl)oxy-11-hydroxy-5-(2-methylbutanoyloxy)-3,10-dimethylidene-2-oxo-4,5,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-6-carboxylate
• InChI: InChI=1S/C26H34O10/c1-8-12(2)22(28)33-19-16(24(30)32-7)11-9-10-13(3)18(27)20-17(14(4)23(29)34-20)21(19)35-25(31)26(6)15(5)36-26/h11-12,15,17-21,27H,3-4,8-10H2,1-2,5-7H3
• InChI Key: WEWVIDJHAMVOCV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₁₀
• Molecular Weight: 506.50 g/mol
• Exact Mass: 506.21519728 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.94
• 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	+	0.9620	96.20%
Caco-2	-	0.7295	72.95%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6198	61.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8116	81.16%
OATP1B3 inhibitior	+	0.8853	88.53%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7194	71.94%
P-glycoprotein inhibitior	+	0.7037	70.37%
P-glycoprotein substrate	+	0.5657	56.57%
CYP3A4 substrate	+	0.6739	67.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8960	89.60%
CYP3A4 inhibition	+	0.5539	55.39%
CYP2C9 inhibition	-	0.6586	65.86%
CYP2C19 inhibition	-	0.7171	71.71%
CYP2D6 inhibition	-	0.8999	89.99%
CYP1A2 inhibition	-	0.6406	64.06%
CYP2C8 inhibition	+	0.5411	54.11%
CYP inhibitory promiscuity	-	0.7642	76.42%
UGT catelyzed	-	0.9000	90.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.4425	44.25%
Eye corrosion	-	0.9723	97.23%
Eye irritation	-	0.8854	88.54%
Skin irritation	-	0.6571	65.71%
Skin corrosion	-	0.9035	90.35%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4856	48.56%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6389	63.89%
skin sensitisation	-	0.7528	75.28%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7267	72.67%
Acute Oral Toxicity (c)	III	0.4145	41.45%
Estrogen receptor binding	+	0.7749	77.49%
Androgen receptor binding	+	0.6283	62.83%
Thyroid receptor binding	+	0.5385	53.85%
Glucocorticoid receptor binding	+	0.7959	79.59%
Aromatase binding	+	0.5555	55.55%
PPAR gamma	+	0.7418	74.18%
Honey bee toxicity	-	0.7095	70.95%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9383	93.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.85%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.14%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.45%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.25%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.87%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	94.42%	98.03%
CHEMBL4040	P28482	MAP kinase ERK2	94.04%	83.82%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.13%	97.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.34%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.86%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.55%	99.23%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.36%	95.71%
CHEMBL2996	Q05655	Protein kinase C delta	84.99%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.27%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.65%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.57%	85.14%
CHEMBL5255	O00206	Toll-like receptor 4	83.50%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.18%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.69%	96.61%
CHEMBL5028	O14672	ADAM10	82.01%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.84%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	80.28%	91.19%

Plants that contains it

• Tetragonotheca ludoviciana

Cross-Links

• PubChem: 162906444
• LOTUS: LTS0020108
• wikiData: Q105303635