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

Details

• Internal ID: ef21e73f-3bd9-44d3-9be2-c25fbf2ba833
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: methyl (4S,5E,6S)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-6-[[2-[(2S,3E,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4H-pyran-3-carboxylate
• SMILES (Canonical): CC=C1C(C(=COC1OC2C(C(C(C(O2)COC(=O)CC3C(=COC(C3=CC)OC4C(C(C(C(O4)CO)O)O)O)C(=O)OC)O)O)O)C(=O)OC)CC(=O)OCCC5=CC(=C(C=C5)O)O
• 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)COC(=O)C[C@@H]\3C(=CO[C@H](/C3=C/C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C(=O)OC)O)O)O)C(=O)OC)CC(=O)OCCC5=CC(=C(C=C5)O)O
• InChI: InChI=1S/C42H54O23/c1-5-19-21(12-29(46)58-10-9-18-7-8-25(44)26(45)11-18)23(37(54)56-3)15-61-40(19)65-42-36(53)34(51)32(49)28(63-42)17-59-30(47)13-22-20(6-2)39(60-16-24(22)38(55)57-4)64-41-35(52)33(50)31(48)27(14-43)62-41/h5-8,11,15-16,21-22,27-28,31-36,39-45,48-53H,9-10,12-14,17H2,1-4H3/b19-5+,20-6+/t21-,22-,27+,28+,31+,32+,33-,34-,35+,36+,39-,40-,41-,42-/m0/s1
• InChI Key: ZSDZAAGIXHPEHF-GFHGTQOPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₄O₂₃
• Molecular Weight: 926.90 g/mol
• Exact Mass: 926.30558797 g/mol
• Topological Polar Surface Area (TPSA): 343.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -1.90
• H-Bond Acceptor: 23
• H-Bond Donor: 9
• Rotatable Bonds: 16

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	-	0.8666	86.66%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8011	80.11%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.7426	74.26%
OATP1B3 inhibitior	+	0.9087	90.87%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8644	86.44%
P-glycoprotein inhibitior	+	0.7439	74.39%
P-glycoprotein substrate	+	0.5427	54.27%
CYP3A4 substrate	+	0.6808	68.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8751	87.51%
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	+	0.7936	79.36%
CYP inhibitory promiscuity	-	0.8867	88.67%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7134	71.34%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.8242	82.42%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7167	71.67%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.8471	84.71%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7462	74.62%
Acute Oral Toxicity (c)	III	0.6137	61.37%
Estrogen receptor binding	+	0.8063	80.63%
Androgen receptor binding	+	0.7122	71.22%
Thyroid receptor binding	+	0.5544	55.44%
Glucocorticoid receptor binding	+	0.7369	73.69%
Aromatase binding	+	0.5554	55.54%
PPAR gamma	+	0.7823	78.23%
Honey bee toxicity	-	0.7110	71.10%
Biodegradation	-	0.8000	80.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.93%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.28%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	95.31%	86.92%
CHEMBL1951	P21397	Monoamine oxidase A	95.02%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	93.52%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.11%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.31%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.05%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.88%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.15%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.87%	96.90%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.86%	95.64%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.33%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.19%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.74%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.54%	96.61%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.30%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.62%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.94%	94.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.84%	95.17%
CHEMBL3194	P02766	Transthyretin	80.67%	90.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.55%	80.78%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.16%	94.33%

Plants that contains it

• Syringa reticulata

Cross-Links

• PubChem: 57395550
• LOTUS: LTS0247584
• wikiData: Q105382466