[3-Hydroxy-3,8-dimethyl-10-(2-methylbut-2-enoyloxy)-12-methylidene-9,13-dioxo-5,14-dioxatricyclo[9.3.0.04,6]tetradecan-2-yl] 2-methylbutanoate

Details

• Internal ID: 0e3082af-e49e-4187-b9be-470e669982a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [3-hydroxy-3,8-dimethyl-10-(2-methylbut-2-enoyloxy)-12-methylidene-9,13-dioxo-5,14-dioxatricyclo[9.3.0.04,6]tetradecan-2-yl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2C(C(C(=O)C(CC3C(C1(C)O)O3)C)OC(=O)C(=CC)C)C(=C)C(=O)O2
• SMILES (Isomeric): CCC(C)C(=O)OC1C2C(C(C(=O)C(CC3C(C1(C)O)O3)C)OC(=O)C(=CC)C)C(=C)C(=O)O2
• InChI: InChI=1S/C25H34O9/c1-8-11(3)22(27)32-18-16-14(6)24(29)33-19(16)21(34-23(28)12(4)9-2)25(7,30)20-15(31-20)10-13(5)17(18)26/h8,12-13,15-16,18-21,30H,6,9-10H2,1-5,7H3
• InChI Key: YMHIUNQWQCDVJK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₉
• Molecular Weight: 478.50 g/mol
• Exact Mass: 478.22028266 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9613	96.13%
Caco-2	-	0.6925	69.25%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5454	54.54%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8462	84.62%
OATP1B3 inhibitior	+	0.8677	86.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7478	74.78%
P-glycoprotein inhibitior	+	0.7541	75.41%
P-glycoprotein substrate	+	0.5556	55.56%
CYP3A4 substrate	+	0.6598	65.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9048	90.48%
CYP3A4 inhibition	+	0.6164	61.64%
CYP2C9 inhibition	-	0.7652	76.52%
CYP2C19 inhibition	-	0.7552	75.52%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.7301	73.01%
CYP2C8 inhibition	-	0.5645	56.45%
CYP inhibitory promiscuity	-	0.7893	78.93%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.4043	40.43%
Eye corrosion	-	0.9763	97.63%
Eye irritation	-	0.8976	89.76%
Skin irritation	-	0.6085	60.85%
Skin corrosion	-	0.9013	90.13%
Ames mutagenesis	-	0.5464	54.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6633	66.33%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.7468	74.68%
skin sensitisation	-	0.6623	66.23%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7202	72.02%
Acute Oral Toxicity (c)	III	0.4491	44.91%
Estrogen receptor binding	+	0.7715	77.15%
Androgen receptor binding	+	0.6109	61.09%
Thyroid receptor binding	+	0.5325	53.25%
Glucocorticoid receptor binding	+	0.7216	72.16%
Aromatase binding	+	0.6344	63.44%
PPAR gamma	+	0.6985	69.85%
Honey bee toxicity	-	0.6521	65.21%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9530	95.30%

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	98.81%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.22%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.70%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.96%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.38%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.54%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	88.97%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.79%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.37%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.10%	96.47%
CHEMBL2581	P07339	Cathepsin D	86.94%	98.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.32%	89.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.30%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.66%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.93%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.56%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.38%	97.14%
CHEMBL299	P17252	Protein kinase C alpha	83.29%	98.03%
CHEMBL340	P08684	Cytochrome P450 3A4	83.27%	91.19%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.15%	89.34%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.05%	98.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.77%	91.24%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.39%	95.71%

Plants that contains it

• Inula cappa

Cross-Links

• PubChem: 162947029
• LOTUS: LTS0007164
• wikiData: Q105350535