methyl (3aS,4S,5S,6E,10Z,11aR)-4-[(2S)-2-hydroxy-2-methyl-3-oxobutanoyl]oxy-10-methyl-5-[(2R)-2-methylbutanoyl]oxy-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate

Details

• Internal ID: b6f6eeb9-8375-430b-9b32-4529198024c4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: methyl (3aS,4S,5S,6E,10Z,11aR)-4-[(2S)-2-hydroxy-2-methyl-3-oxobutanoyl]oxy-10-methyl-5-[(2R)-2-methylbutanoyl]oxy-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate
• InChI: InChI=1S/C26H34O10/c1-8-14(3)22(28)35-20-17(24(30)33-7)11-9-10-13(2)12-18-19(15(4)23(29)34-18)21(20)36-25(31)26(6,32)16(5)27/h11-12,14,18-21,32H,4,8-10H2,1-3,5-7H3/b13-12-,17-11+/t14-,18-,19+,20+,21+,26+/m1/s1
• InChI Key: YJNMJPZUMQQJBC-JJCJUVDVSA-N
• Popularity: 0 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): 143.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9841	98.41%
Caco-2	-	0.6615	66.15%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5190	51.90%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8235	82.35%
OATP1B3 inhibitior	+	0.8648	86.48%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9252	92.52%
P-glycoprotein inhibitior	+	0.8398	83.98%
P-glycoprotein substrate	+	0.5309	53.09%
CYP3A4 substrate	+	0.6759	67.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9119	91.19%
CYP3A4 inhibition	-	0.5602	56.02%
CYP2C9 inhibition	-	0.8033	80.33%
CYP2C19 inhibition	-	0.8094	80.94%
CYP2D6 inhibition	-	0.9196	91.96%
CYP1A2 inhibition	-	0.5622	56.22%
CYP2C8 inhibition	+	0.6284	62.84%
CYP inhibitory promiscuity	-	0.8572	85.72%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5236	52.36%
Eye corrosion	-	0.9679	96.79%
Eye irritation	-	0.8854	88.54%
Skin irritation	-	0.5723	57.23%
Skin corrosion	-	0.8992	89.92%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.7140	71.40%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6228	62.28%
Acute Oral Toxicity (c)	III	0.4834	48.34%
Estrogen receptor binding	+	0.7958	79.58%
Androgen receptor binding	+	0.6161	61.61%
Thyroid receptor binding	+	0.6037	60.37%
Glucocorticoid receptor binding	+	0.8230	82.30%
Aromatase binding	+	0.6189	61.89%
PPAR gamma	+	0.7531	75.31%
Honey bee toxicity	-	0.7345	73.45%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9634	96.34%

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	98.60%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.79%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.15%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.14%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.94%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.61%	94.73%
CHEMBL2996	Q05655	Protein kinase C delta	92.01%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.77%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	87.79%	83.82%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.37%	90.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.39%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.32%	86.33%
CHEMBL5028	O14672	ADAM10	83.77%	97.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.48%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	83.42%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.40%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.28%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.27%	93.03%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.09%	98.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.75%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.59%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.67%	94.33%

Plants that contains it

• Tetragonotheca ludoviciana

Cross-Links

• PubChem: 162876468
• LOTUS: LTS0201924
• wikiData: Q105349370