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

Details

• Internal ID: 77424a6e-f741-4a20-990a-920e21256920
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)ethyl (4S,5E,6S)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3S,4R,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)O)O)CC(=O)OCCC4=CC(=C(C=C4)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)CO)O)O)O)C(=O)OCCC3=CC(=C(C=C3)O)O)CC(=O)OCCC4=CC(=C(C=C4)O)O
• InChI: InChI=1S/C32H38O15/c1-2-18-19(13-26(38)43-9-7-16-3-5-21(34)23(36)11-16)20(30(42)44-10-8-17-4-6-22(35)24(37)12-17)15-45-31(18)47-32-29(41)28(40)27(39)25(14-33)46-32/h2-6,11-12,15,19,25,27-29,31-37,39-41H,7-10,13-14H2,1H3/b18-2+/t19-,25+,27+,28+,29-,31-,32-/m0/s1
• InChI Key: JIMGXIXILGGGKF-ANTMCSGOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₁₅
• Molecular Weight: 662.60 g/mol
• Exact Mass: 662.22107050 g/mol
• Topological Polar Surface Area (TPSA): 242.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.39
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7111	71.11%
Caco-2	-	0.9036	90.36%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8655	86.55%
OATP2B1 inhibitior	-	0.7206	72.06%
OATP1B1 inhibitior	+	0.7549	75.49%
OATP1B3 inhibitior	+	0.9263	92.63%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8422	84.22%
P-glycoprotein inhibitior	+	0.6708	67.08%
P-glycoprotein substrate	-	0.5674	56.74%
CYP3A4 substrate	+	0.6584	65.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	-	0.8691	86.91%
CYP2C9 inhibition	-	0.7700	77.00%
CYP2C19 inhibition	-	0.7046	70.46%
CYP2D6 inhibition	-	0.8895	88.95%
CYP1A2 inhibition	-	0.6844	68.44%
CYP2C8 inhibition	+	0.7370	73.70%
CYP inhibitory promiscuity	-	0.8372	83.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7029	70.29%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9170	91.70%
Skin irritation	-	0.8198	81.98%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6414	64.14%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.8296	82.96%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7957	79.57%
Acute Oral Toxicity (c)	III	0.6318	63.18%
Estrogen receptor binding	+	0.8106	81.06%
Androgen receptor binding	+	0.7469	74.69%
Thyroid receptor binding	-	0.5140	51.40%
Glucocorticoid receptor binding	+	0.6461	64.61%
Aromatase binding	-	0.4936	49.36%
PPAR gamma	+	0.6960	69.60%
Honey bee toxicity	-	0.7089	70.89%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9750	97.50%

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	97.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.02%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.96%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.60%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.90%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	92.50%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.33%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.41%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.27%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.99%	89.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.76%	80.78%
CHEMBL3194	P02766	Transthyretin	86.45%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.81%	95.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.03%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.81%	90.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.49%	96.90%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.42%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.15%	94.00%

Plants that contains it

• Syringa vulgaris

Cross-Links

• PubChem: 162873754
• LOTUS: LTS0061913
• wikiData: Q105129184