methyl 11-hydroxy-4-[2-(hydroxymethyl)but-2-enoyloxy]-5-(2-methylbutoxy)-3-methylidene-2-oxospiro[4,5,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-10,2'-oxirane]-6-carboxylate

Details

• Internal ID: 9911ae7a-7b63-48f9-82db-d8d080e4e8e4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: methyl 11-hydroxy-4-[2-(hydroxymethyl)but-2-enoyloxy]-5-(2-methylbutoxy)-3-methylidene-2-oxospiro[4,5,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-10,2'-oxirane]-6-carboxylate
• InChI: InChI=1S/C26H36O10/c1-6-14(3)12-33-19-17(25(31)32-5)9-8-10-26(13-34-26)22(28)21-18(15(4)23(29)36-21)20(19)35-24(30)16(7-2)11-27/h7,9,14,18-22,27-28H,4,6,8,10-13H2,1-3,5H3
• InChI Key: SXWDGOYRNVJIPY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₁₀
• Molecular Weight: 508.60 g/mol
• Exact Mass: 508.23084734 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9525	95.25%
Caco-2	-	0.6590	65.90%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7033	70.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8918	89.18%
P-glycoprotein inhibitior	+	0.7199	71.99%
P-glycoprotein substrate	+	0.6987	69.87%
CYP3A4 substrate	+	0.6669	66.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8716	87.16%
CYP3A4 inhibition	-	0.5432	54.32%
CYP2C9 inhibition	-	0.7337	73.37%
CYP2C19 inhibition	-	0.7929	79.29%
CYP2D6 inhibition	-	0.9224	92.24%
CYP1A2 inhibition	-	0.7456	74.56%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9007	90.07%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4849	48.49%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.9218	92.18%
Skin irritation	-	0.6388	63.88%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5811	58.11%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5149	51.49%
skin sensitisation	-	0.8841	88.41%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6897	68.97%
Acute Oral Toxicity (c)	III	0.4215	42.15%
Estrogen receptor binding	+	0.7806	78.06%
Androgen receptor binding	+	0.6132	61.32%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7888	78.88%
Aromatase binding	+	0.6004	60.04%
PPAR gamma	+	0.6458	64.58%
Honey bee toxicity	-	0.6361	63.61%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9655	96.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.04%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.06%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.12%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.27%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	91.71%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.25%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.18%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	86.67%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.59%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.26%	86.33%
CHEMBL299	P17252	Protein kinase C alpha	86.08%	98.03%
CHEMBL221	P23219	Cyclooxygenase-1	85.96%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.64%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.42%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.36%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.21%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.02%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.74%	95.56%
CHEMBL5028	O14672	ADAM10	82.71%	97.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.30%	95.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.30%	95.83%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.11%	92.62%

Plants that contains it

• Tetragonotheca ludoviciana

Cross-Links

• PubChem: 163061029
• LOTUS: LTS0104994
• wikiData: Q105263368