[4,10-Dihydroxy-6,10-dimethyl-11-(2-methylbut-2-enoyloxy)-3-methylidene-2,9-dioxo-3a,4,5,6,7,8,11,11a-octahydrocyclodeca[b]furan-5-yl] 2-methylbutanoate

Details

• Internal ID: a16234d5-8d3a-4b65-8760-e9a280af500a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [4,10-dihydroxy-6,10-dimethyl-11-(2-methylbut-2-enoyloxy)-3-methylidene-2,9-dioxo-3a,4,5,6,7,8,11,11a-octahydrocyclodeca[b]furan-5-yl] 2-methylbutanoate
• InChI: InChI=1S/C25H36O9/c1-8-12(3)22(28)32-19-14(5)10-11-16(26)25(7,31)21(34-23(29)13(4)9-2)20-17(18(19)27)15(6)24(30)33-20/h9,12,14,17-21,27,31H,6,8,10-11H2,1-5,7H3
• InChI Key: POKOXARBAIRPAR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₉
• Molecular Weight: 480.50 g/mol
• Exact Mass: 480.23593272 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9742	97.42%
Caco-2	-	0.7359	73.59%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6036	60.36%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8523	85.23%
OATP1B3 inhibitior	-	0.2148	21.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5516	55.16%
P-glycoprotein inhibitior	+	0.6597	65.97%
P-glycoprotein substrate	-	0.5631	56.31%
CYP3A4 substrate	+	0.6560	65.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9068	90.68%
CYP3A4 inhibition	+	0.6484	64.84%
CYP2C9 inhibition	-	0.6134	61.34%
CYP2C19 inhibition	-	0.5875	58.75%
CYP2D6 inhibition	-	0.9205	92.05%
CYP1A2 inhibition	+	0.5806	58.06%
CYP2C8 inhibition	-	0.5953	59.53%
CYP inhibitory promiscuity	-	0.7633	76.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5346	53.46%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9206	92.06%
Skin irritation	+	0.5357	53.57%
Skin corrosion	-	0.8549	85.49%
Ames mutagenesis	-	0.6908	69.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.7631	76.31%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8035	80.35%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.3827	38.27%
Estrogen receptor binding	+	0.7110	71.10%
Androgen receptor binding	+	0.5957	59.57%
Thyroid receptor binding	-	0.4893	48.93%
Glucocorticoid receptor binding	+	0.6788	67.88%
Aromatase binding	+	0.5731	57.31%
PPAR gamma	+	0.6143	61.43%
Honey bee toxicity	-	0.7067	70.67%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9750	97.50%

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	98.65%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.30%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.52%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.47%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.68%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.75%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.29%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.79%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.75%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.16%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	85.17%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.04%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.20%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.19%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.00%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.96%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.90%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.63%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.51%	91.07%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.32%	90.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.78%	97.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.56%	89.34%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.84%	100.00%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	80.80%	92.26%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.64%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.24%	92.62%

Plants that contains it

• Inula cappa

Cross-Links

• PubChem: 162955452
• LOTUS: LTS0088776
• wikiData: Q105212484