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

Details

• Internal ID: dc677c3f-59e2-4ca4-90e7-341aa48a97d3
• 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-(2-hydroxyethylidene)-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
• SMILES (Canonical): C1=CC(=C(C=C1CCOC(=O)CC2C(=COC(C2=CCO)OC3C(C(C(C(O3)CO)O)O)O)C(=O)OCCC4=CC(=C(C=C4)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1CCOC(=O)C[C@@H]\2C(=CO[C@H](/C2=C/CO)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)OCCC4=CC(=C(C=C4)O)O)O)O
• InChI: InChI=1S/C32H38O16/c33-8-5-18-19(13-26(39)44-9-6-16-1-3-21(35)23(37)11-16)20(30(43)45-10-7-17-2-4-22(36)24(38)12-17)15-46-31(18)48-32-29(42)28(41)27(40)25(14-34)47-32/h1-5,11-12,15,19,25,27-29,31-38,40-42H,6-10,13-14H2/b18-5+/t19-,25+,27+,28-,29+,31-,32-/m0/s1
• InChI Key: OEWYUGADRFSLPO-DXEULEDZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₁₆
• Molecular Weight: 678.60 g/mol
• Exact Mass: 678.21598512 g/mol
• Topological Polar Surface Area (TPSA): 262.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.64
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7337	73.37%
Caco-2	-	0.9110	91.10%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7946	79.46%
OATP2B1 inhibitior	-	0.7175	71.75%
OATP1B1 inhibitior	+	0.8000	80.00%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8242	82.42%
P-glycoprotein inhibitior	+	0.6735	67.35%
P-glycoprotein substrate	-	0.6235	62.35%
CYP3A4 substrate	+	0.6567	65.67%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8663	86.63%
CYP3A4 inhibition	-	0.8639	86.39%
CYP2C9 inhibition	-	0.7553	75.53%
CYP2C19 inhibition	-	0.6841	68.41%
CYP2D6 inhibition	-	0.8790	87.90%
CYP1A2 inhibition	-	0.7455	74.55%
CYP2C8 inhibition	+	0.7513	75.13%
CYP inhibitory promiscuity	-	0.8708	87.08%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7238	72.38%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9084	90.84%
Skin irritation	-	0.8376	83.76%
Skin corrosion	-	0.9620	96.20%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6651	66.51%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.8946	89.46%
skin sensitisation	-	0.8244	82.44%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8453	84.53%
Acute Oral Toxicity (c)	III	0.5695	56.95%
Estrogen receptor binding	+	0.7780	77.80%
Androgen receptor binding	+	0.7358	73.58%
Thyroid receptor binding	-	0.5416	54.16%
Glucocorticoid receptor binding	-	0.5296	52.96%
Aromatase binding	+	0.5204	52.04%
PPAR gamma	+	0.6915	69.15%
Honey bee toxicity	-	0.6871	68.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9708	97.08%

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	98.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.60%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	95.42%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.62%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	93.35%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.19%	99.17%
CHEMBL3194	P02766	Transthyretin	90.93%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.87%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.85%	86.33%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.34%	80.78%
CHEMBL3401	O75469	Pregnane X receptor	89.96%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.38%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.20%	96.61%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.93%	94.62%
CHEMBL2581	P07339	Cathepsin D	84.59%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.89%	83.57%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.60%	99.15%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.41%	96.37%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.41%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.79%	95.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.18%	96.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.00%	80.33%

Plants that contains it

• Jasminum multiflorum

Cross-Links

• PubChem: 10919492
• LOTUS: LTS0002668
• wikiData: Q105190626