[4-Methoxy-2,6,14,17-tetramethyl-3-oxo-14-(5-oxooxolane-3-carbonyl)-11-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-en-16-yl] 2-methylbut-2-enoate

Details

• Internal ID: 21975378-e609-4e49-957b-ccf4db00acf5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: [4-methoxy-2,6,14,17-tetramethyl-3-oxo-14-(5-oxooxolane-3-carbonyl)-11-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-en-16-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(C2CC(OC3C2(C1C4(C(C3)C(C=C(C4=O)OC)C)C)C)OC5C(C(C(C(O5)CO)O)O)O)(C)C(=O)C6CC(=O)OC6
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(C2CC(OC3C2(C1C4(C(C3)C(C=C(C4=O)OC)C)C)C)OC5C(C(C(C(O5)CO)O)O)O)(C)C(=O)C6CC(=O)OC6
• InChI: InChI=1S/C37H52O14/c1-8-16(2)33(45)48-21-13-35(4,31(43)18-10-25(39)47-15-18)23-12-26(51-34-29(42)28(41)27(40)22(14-38)49-34)50-24-11-19-17(3)9-20(46-7)32(44)36(19,5)30(21)37(23,24)6/h8-9,17-19,21-24,26-30,34,38,40-42H,10-15H2,1-7H3
• InChI Key: METUZLXRIWHMAA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₂O₁₄
• Molecular Weight: 720.80 g/mol
• Exact Mass: 720.33570633 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 14
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7172	71.72%
Caco-2	-	0.8589	85.89%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7601	76.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8102	81.02%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9016	90.16%
P-glycoprotein inhibitior	+	0.7832	78.32%
P-glycoprotein substrate	+	0.7200	72.00%
CYP3A4 substrate	+	0.7207	72.07%
CYP2C9 substrate	-	0.8034	80.34%
CYP2D6 substrate	-	0.8962	89.62%
CYP3A4 inhibition	-	0.9126	91.26%
CYP2C9 inhibition	-	0.9233	92.33%
CYP2C19 inhibition	-	0.9144	91.44%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.9159	91.59%
CYP2C8 inhibition	+	0.7238	72.38%
CYP inhibitory promiscuity	-	0.9159	91.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5892	58.92%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9185	91.85%
Skin irritation	-	0.6432	64.32%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6538	65.38%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6466	64.66%
skin sensitisation	-	0.8986	89.86%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4529	45.29%
Acute Oral Toxicity (c)	I	0.5930	59.30%
Estrogen receptor binding	+	0.7887	78.87%
Androgen receptor binding	+	0.7313	73.13%
Thyroid receptor binding	-	0.5535	55.35%
Glucocorticoid receptor binding	+	0.7414	74.14%
Aromatase binding	+	0.6920	69.20%
PPAR gamma	+	0.7406	74.06%
Honey bee toxicity	-	0.5912	59.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9583	95.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.39%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.14%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.04%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.54%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	93.25%	93.00%
CHEMBL2581	P07339	Cathepsin D	92.24%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.90%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.54%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	87.72%	90.17%
CHEMBL2243	O00519	Anandamide amidohydrolase	87.70%	97.53%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.51%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.19%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	86.56%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.92%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.52%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.23%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.25%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.82%	92.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.62%	91.24%
CHEMBL4208	P20618	Proteasome component C5	81.36%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.66%	99.23%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.35%	93.10%

Plants that contains it

• Picrasma javanica

Cross-Links

• PubChem: 162892618
• LOTUS: LTS0245937
• wikiData: Q105162421