2-[4-[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]oxyphenyl]ethyl (4S,5E,6S)-5-ethylidene-4-[2-[2-(4-hydroxyphenyl)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: 9d45eaa6-309c-4d21-9ae7-dda6a0ab8bf5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-[4-[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]oxyphenyl]ethyl (4S,5E,6S)-5-ethylidene-4-[2-[2-(4-hydroxyphenyl)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)OCCC3=CC=C(C=C3)OC(=O)CC4C(=COC(C4=CC)OC5C(C(C(C(O5)CO)O)O)O)C(=O)OC)CC(=O)OCCC6=CC=C(C=C6)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)CO)O)O)O)C(=O)OCCC3=CC=C(C=C3)OC(=O)C[C@@H]\4C(=CO[C@H](/C4=C/C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C(=O)OC)CC(=O)OCCC6=CC=C(C=C6)O
• InChI: InChI=1S/C49H60O23/c1-4-28-30(18-36(53)64-16-14-24-6-10-26(52)11-7-24)33(23-67-46(28)71-48-42(59)40(57)38(55)34(20-50)69-48)45(62)65-17-15-25-8-12-27(13-9-25)68-37(54)19-31-29(5-2)47(66-22-32(31)44(61)63-3)72-49-43(60)41(58)39(56)35(21-51)70-49/h4-13,22-23,30-31,34-35,38-43,46-52,55-60H,14-21H2,1-3H3/b28-4+,29-5+/t30-,31-,34+,35+,38+,39+,40-,41-,42+,43+,46-,47-,48-,49-/m0/s1
• InChI Key: ATNWABSJOLJUJM-SGIMBDBDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₆₀O₂₃
• Molecular Weight: 1017.00 g/mol
• Exact Mass: 1016.35253816 g/mol
• Topological Polar Surface Area (TPSA): 343.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.64
• H-Bond Acceptor: 23
• H-Bond Donor: 9
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7510	75.10%
Caco-2	-	0.8620	86.20%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8279	82.79%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.7347	73.47%
OATP1B3 inhibitior	+	0.9095	90.95%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9596	95.96%
P-glycoprotein inhibitior	+	0.7490	74.90%
P-glycoprotein substrate	+	0.6221	62.21%
CYP3A4 substrate	+	0.7022	70.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.7961	79.61%
CYP2C9 inhibition	-	0.8440	84.40%
CYP2C19 inhibition	-	0.7458	74.58%
CYP2D6 inhibition	-	0.9014	90.14%
CYP1A2 inhibition	-	0.8170	81.70%
CYP2C8 inhibition	+	0.8371	83.71%
CYP inhibitory promiscuity	-	0.8970	89.70%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6700	67.00%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.8213	82.13%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7963	79.63%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8698	86.98%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.5552	55.52%
Acute Oral Toxicity (c)	III	0.6216	62.16%
Estrogen receptor binding	+	0.7782	77.82%
Androgen receptor binding	+	0.7527	75.27%
Thyroid receptor binding	+	0.5950	59.50%
Glucocorticoid receptor binding	+	0.7283	72.83%
Aromatase binding	+	0.5590	55.90%
PPAR gamma	+	0.7928	79.28%
Honey bee toxicity	-	0.6233	62.33%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9481	94.81%

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	98.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.27%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.96%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.05%	86.92%
CHEMBL2243	O00519	Anandamide amidohydrolase	94.03%	97.53%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.96%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.28%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.07%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.68%	98.95%
CHEMBL3437	Q16853	Amine oxidase, copper containing	89.26%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.45%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.11%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.00%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.88%	95.64%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.03%	94.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.16%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.92%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.41%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.96%	97.09%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.58%	85.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11972456
• LOTUS: LTS0113822
• wikiData: Q104918565