Methyl 4-(2,3-dihydroxy-2-methylbutanoyl)oxy-5-(3-hydroxy-2-methylbutanoyl)oxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate

Details

• Internal ID: 47e3ebfe-4685-4662-ad51-bb251044b4c9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: methyl 4-(2,3-dihydroxy-2-methylbutanoyl)oxy-5-(3-hydroxy-2-methylbutanoyl)oxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate
• InChI: InChI=1S/C26H36O11/c1-12-9-8-10-17(24(31)34-7)20(36-22(29)13(2)15(4)27)21(37-25(32)26(6,33)16(5)28)19-14(3)23(30)35-18(19)11-12/h10-11,13,15-16,18-21,27-28,33H,3,8-9H2,1-2,4-7H3
• InChI Key: OQBDEQQBLOQXJR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₁₁
• Molecular Weight: 524.60 g/mol
• Exact Mass: 524.22576196 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9520	95.20%
Caco-2	-	0.7091	70.91%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5657	56.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8528	85.28%
OATP1B3 inhibitior	+	0.9015	90.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8271	82.71%
BSEP inhibitior	+	0.8396	83.96%
P-glycoprotein inhibitior	+	0.7041	70.41%
P-glycoprotein substrate	+	0.5303	53.03%
CYP3A4 substrate	+	0.6753	67.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9036	90.36%
CYP3A4 inhibition	-	0.7328	73.28%
CYP2C9 inhibition	-	0.8317	83.17%
CYP2C19 inhibition	-	0.8316	83.16%
CYP2D6 inhibition	-	0.9256	92.56%
CYP1A2 inhibition	-	0.5321	53.21%
CYP2C8 inhibition	+	0.6302	63.02%
CYP inhibitory promiscuity	-	0.9407	94.07%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4995	49.95%
Eye corrosion	-	0.9721	97.21%
Eye irritation	-	0.9098	90.98%
Skin irritation	-	0.5925	59.25%
Skin corrosion	-	0.8885	88.85%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4804	48.04%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7585	75.85%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5109	51.09%
Acute Oral Toxicity (c)	III	0.4033	40.33%
Estrogen receptor binding	+	0.7773	77.73%
Androgen receptor binding	+	0.5856	58.56%
Thyroid receptor binding	+	0.5685	56.85%
Glucocorticoid receptor binding	+	0.7496	74.96%
Aromatase binding	+	0.6290	62.90%
PPAR gamma	+	0.7498	74.98%
Honey bee toxicity	-	0.6721	67.21%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9562	95.62%

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	97.76%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.16%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.09%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.07%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	92.12%	93.03%
CHEMBL3401	O75469	Pregnane X receptor	90.71%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.07%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.00%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.43%	97.14%
CHEMBL4040	P28482	MAP kinase ERK2	88.93%	83.82%
CHEMBL2581	P07339	Cathepsin D	88.55%	98.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.65%	90.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.22%	99.23%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.79%	95.71%
CHEMBL5028	O14672	ADAM10	84.97%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	84.86%	97.79%
CHEMBL4208	P20618	Proteasome component C5	84.47%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.36%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.06%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.33%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.16%	92.88%
CHEMBL5255	O00206	Toll-like receptor 4	81.13%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.01%	86.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.76%	98.75%

Plants that contains it

• Tetragonotheca ludoviciana

Cross-Links

• PubChem: 328649
• LOTUS: LTS0149901
• wikiData: Q105196695