methyl 4-[2-[4-[2-[6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxyethyl]phenoxy]-2-oxoethyl]-5-ethylidene-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

Details

• Internal ID: 191c3986-3e5c-4f28-be7c-be28abbc6c28
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl 4-[2-[4-[2-[6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxyethyl]phenoxy]-2-oxoethyl]-5-ethylidene-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
• SMILES (Canonical): CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OC3=CC=C(C=C3)CCOC4C(C(C(C(O4)COC(=O)C)O)O)O
• SMILES (Isomeric): CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OC3=CC=C(C=C3)CCOC4C(C(C(C(O4)COC(=O)C)O)O)O
• InChI: InChI=1S/C33H44O18/c1-4-18-19(20(30(43)44-3)13-47-31(18)51-33-29(42)26(39)24(37)21(12-34)49-33)11-23(36)48-17-7-5-16(6-8-17)9-10-45-32-28(41)27(40)25(38)22(50-32)14-46-15(2)35/h4-8,13,19,21-22,24-29,31-34,37-42H,9-12,14H2,1-3H3
• InChI Key: LZSKQERTJWCNPC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₄O₁₈
• Molecular Weight: 728.70 g/mol
• Exact Mass: 728.25276455 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.30
• H-Bond Acceptor: 18
• H-Bond Donor: 7
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6580	65.80%
Caco-2	-	0.8721	87.21%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7327	73.27%
OATP2B1 inhibitior	-	0.7197	71.97%
OATP1B1 inhibitior	+	0.7432	74.32%
OATP1B3 inhibitior	+	0.9044	90.44%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9517	95.17%
P-glycoprotein inhibitior	+	0.7036	70.36%
P-glycoprotein substrate	+	0.5902	59.02%
CYP3A4 substrate	+	0.6951	69.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8820	88.20%
CYP3A4 inhibition	-	0.8983	89.83%
CYP2C9 inhibition	-	0.7980	79.80%
CYP2C19 inhibition	-	0.7994	79.94%
CYP2D6 inhibition	-	0.8960	89.60%
CYP1A2 inhibition	-	0.8420	84.20%
CYP2C8 inhibition	+	0.7723	77.23%
CYP inhibitory promiscuity	-	0.8579	85.79%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6828	68.28%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9195	91.95%
Skin irritation	-	0.7936	79.36%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7793	77.93%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7915	79.15%
skin sensitisation	-	0.8658	86.58%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4500	45.00%
Acute Oral Toxicity (c)	III	0.6524	65.24%
Estrogen receptor binding	+	0.8437	84.37%
Androgen receptor binding	+	0.6251	62.51%
Thyroid receptor binding	+	0.5211	52.11%
Glucocorticoid receptor binding	+	0.7140	71.40%
Aromatase binding	+	0.5226	52.26%
PPAR gamma	+	0.7267	72.67%
Honey bee toxicity	-	0.6380	63.80%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7987	79.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.35%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.85%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.16%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.07%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.04%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	92.95%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.16%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.04%	96.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	89.64%	97.53%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.90%	94.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.88%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.12%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.08%	94.62%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.76%	95.83%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.42%	94.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.33%	94.80%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.90%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.05%	92.62%

Plants that contains it

• Ligustrum lucidum

Cross-Links

• PubChem: 162960749
• LOTUS: LTS0256050
• wikiData: Q105160107