Methyl 2-[2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl]acetate

Details

• Internal ID: 6eb1b547-fac6-49f2-831c-4898178a2dc2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl 2-[2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl]acetate
• SMILES (Canonical): CC1C=CC2C(O2)(C(CC(OC(=O)C=CCC(CC1O)CC(=O)OC)C(C)C(C(=CC=CC(=CC3=COC(=N3)C)C)C)OC)O)C
• SMILES (Isomeric): CC1C=CC2C(O2)(C(CC(OC(=O)C=CCC(CC1O)CC(=O)OC)C(C)C(C(=CC=CC(=CC3=COC(=N3)C)C)C)OC)O)C
• InChI: InChI=1S/C36H51NO9/c1-22(17-28-21-44-26(5)37-28)11-9-12-24(3)35(43-8)25(4)30-20-31(39)36(6)32(46-36)16-15-23(2)29(38)18-27(19-34(41)42-7)13-10-14-33(40)45-30/h9-12,14-17,21,23,25,27,29-32,35,38-39H,13,18-20H2,1-8H3
• InChI Key: JYLNHIJYZROVQX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₁NO₉
• Molecular Weight: 641.80 g/mol
• Exact Mass: 641.35638220 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.44
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9121	91.21%
Caco-2	-	0.8324	83.24%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.3570	35.70%
OATP2B1 inhibitior	+	0.5716	57.16%
OATP1B1 inhibitior	+	0.8048	80.48%
OATP1B3 inhibitior	+	0.9274	92.74%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9701	97.01%
P-glycoprotein inhibitior	+	0.8209	82.09%
P-glycoprotein substrate	+	0.7745	77.45%
CYP3A4 substrate	+	0.7400	74.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8880	88.80%
CYP3A4 inhibition	-	0.8932	89.32%
CYP2C9 inhibition	-	0.8330	83.30%
CYP2C19 inhibition	-	0.8371	83.71%
CYP2D6 inhibition	-	0.8913	89.13%
CYP1A2 inhibition	-	0.7767	77.67%
CYP2C8 inhibition	+	0.7300	73.00%
CYP inhibitory promiscuity	-	0.8250	82.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4537	45.37%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.9261	92.61%
Skin irritation	-	0.7473	74.73%
Skin corrosion	-	0.9283	92.83%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7488	74.88%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	+	0.6430	64.30%
skin sensitisation	-	0.8134	81.34%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7490	74.90%
Acute Oral Toxicity (c)	III	0.4488	44.88%
Estrogen receptor binding	+	0.8097	80.97%
Androgen receptor binding	+	0.6573	65.73%
Thyroid receptor binding	+	0.6169	61.69%
Glucocorticoid receptor binding	+	0.7899	78.99%
Aromatase binding	+	0.6028	60.28%
PPAR gamma	+	0.7673	76.73%
Honey bee toxicity	-	0.7093	70.93%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.5573	55.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.44%	85.14%
CHEMBL230	P35354	Cyclooxygenase-2	98.14%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.12%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.50%	91.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.83%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.31%	94.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.88%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.42%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.84%	99.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	88.46%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.02%	95.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.92%	91.24%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.84%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.79%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.10%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.27%	96.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.72%	89.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.05%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.33%	96.90%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.10%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	83.74%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	83.72%	94.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.88%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.43%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.70%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.40%	89.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.12%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.93%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.75%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.45%	96.77%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.07%	83.10%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73225970
• LOTUS: LTS0030244
• wikiData: Q105137094