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

Details

• Internal ID: 68ad429f-a47f-41e3-a7a3-7eb260e2d77d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl (4S,5E,6S)-5-ethylidene-4-[2-[(2E)-2-[(2S)-5-methoxycarbonyl-4-(2-methoxy-2-oxoethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-ylidene]ethoxy]-2-oxoethyl]-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)OCC=C3C(C(=COC3OC4C(C(C(C(O4)CO)O)O)O)C(=O)OC)CC(=O)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)OC/C=C\3/[C@@H](OC=C(C3CC(=O)OC)C(=O)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C35H48O22/c1-5-14-16(18(30(46)49-3)12-52-32(14)56-34-28(44)26(42)24(40)20(10-36)54-34)9-23(39)51-7-6-15-17(8-22(38)48-2)19(31(47)50-4)13-53-33(15)57-35-29(45)27(43)25(41)21(11-37)55-35/h5-6,12-13,16-17,20-21,24-29,32-37,40-45H,7-11H2,1-4H3/b14-5+,15-6+/t16-,17?,20+,21+,24+,25+,26-,27-,28+,29+,32-,33-,34-,35-/m0/s1
• InChI Key: BDNKSKXLCZUUES-UMBQTPCASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₈O₂₂
• Molecular Weight: 820.70 g/mol
• Exact Mass: 820.26372315 g/mol
• Topological Polar Surface Area (TPSA): 322.00 Ų
• XlogP: -4.20
• Atomic LogP (AlogP): -3.95
• H-Bond Acceptor: 22
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7486	74.86%
Caco-2	-	0.8731	87.31%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8105	81.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7118	71.18%
OATP1B3 inhibitior	+	0.9231	92.31%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7409	74.09%
P-glycoprotein inhibitior	+	0.7137	71.37%
P-glycoprotein substrate	-	0.6164	61.64%
CYP3A4 substrate	+	0.6464	64.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.9090	90.90%
CYP2C9 inhibition	-	0.9092	90.92%
CYP2C19 inhibition	-	0.8781	87.81%
CYP2D6 inhibition	-	0.9144	91.44%
CYP1A2 inhibition	-	0.9129	91.29%
CYP2C8 inhibition	+	0.6051	60.51%
CYP inhibitory promiscuity	-	0.9504	95.04%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7310	73.10%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9095	90.95%
Skin irritation	-	0.8001	80.01%
Skin corrosion	-	0.9620	96.20%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6686	66.86%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.7966	79.66%
skin sensitisation	-	0.8931	89.31%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5077	50.77%
Acute Oral Toxicity (c)	III	0.5752	57.52%
Estrogen receptor binding	+	0.8371	83.71%
Androgen receptor binding	+	0.6898	68.98%
Thyroid receptor binding	-	0.4937	49.37%
Glucocorticoid receptor binding	+	0.6751	67.51%
Aromatase binding	-	0.4868	48.68%
PPAR gamma	+	0.7193	71.93%
Honey bee toxicity	-	0.7669	76.69%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8786	87.86%

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	96.10%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.02%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.77%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.55%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.07%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.93%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.87%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.69%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.04%	96.90%

Plants that contains it

• Jasminum polyanthum

Cross-Links

• PubChem: 101693282
• LOTUS: LTS0250332
• wikiData: Q104924457