methyl (4S,5E,6S)-4-[2-[2-(3,4-dimethoxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

Details

• Internal ID: ddf0b21b-8a87-4566-b769-71381e933345
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl (4S,5E,6S)-4-[2-[2-(3,4-dimethoxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-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)OCCC3=CC(=C(C=C3)OC)OC
• SMILES (Isomeric): C/C=C/1\[C@@H](C(=CO[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)OC)CC(=O)OCCC3=CC(=C(C=C3)OC)OC
• InChI: InChI=1S/C27H36O13/c1-5-15-16(11-21(29)37-9-8-14-6-7-18(34-2)19(10-14)35-3)17(25(33)36-4)13-38-26(15)40-27-24(32)23(31)22(30)20(12-28)39-27/h5-7,10,13,16,20,22-24,26-28,30-32H,8-9,11-12H2,1-4H3/b15-5+/t16-,20+,22+,23-,24+,26-,27-/m0/s1
• InChI Key: MXXTUSVIMMILLV-OETOMCIHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₁₃
• Molecular Weight: 568.60 g/mol
• Exact Mass: 568.21559120 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.03
• H-Bond Acceptor: 13
• H-Bond Donor: 4
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6917	69.17%
Caco-2	-	0.8578	85.78%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8011	80.11%
OATP2B1 inhibitior	-	0.8650	86.50%
OATP1B1 inhibitior	+	0.7492	74.92%
OATP1B3 inhibitior	+	0.9087	90.87%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7922	79.22%
P-glycoprotein inhibitior	+	0.6457	64.57%
P-glycoprotein substrate	+	0.6205	62.05%
CYP3A4 substrate	+	0.6870	68.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8721	87.21%
CYP3A4 inhibition	-	0.7930	79.30%
CYP2C9 inhibition	-	0.8065	80.65%
CYP2C19 inhibition	-	0.7079	70.79%
CYP2D6 inhibition	-	0.9012	90.12%
CYP1A2 inhibition	-	0.7311	73.11%
CYP2C8 inhibition	+	0.8566	85.66%
CYP inhibitory promiscuity	-	0.8867	88.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7134	71.34%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9410	94.10%
Skin irritation	-	0.8242	82.42%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7460	74.60%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7966	79.66%
skin sensitisation	-	0.8471	84.71%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7650	76.50%
Acute Oral Toxicity (c)	III	0.6137	61.37%
Estrogen receptor binding	+	0.8229	82.29%
Androgen receptor binding	+	0.6410	64.10%
Thyroid receptor binding	+	0.5339	53.39%
Glucocorticoid receptor binding	+	0.7904	79.04%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7047	70.47%
Honey bee toxicity	-	0.7497	74.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9227	92.27%

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	98.45%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.36%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	95.08%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.58%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.26%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.18%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.90%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.96%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.82%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.27%	94.73%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.30%	96.90%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.25%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.10%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.78%	90.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.84%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.78%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.43%	92.62%

Plants that contains it

• Ligustrum lucidum

Cross-Links

• PubChem: 10531060
• LOTUS: LTS0032657
• wikiData: Q105174662