2-(3,4-dihydroxyphenyl)ethyl 5-ethylidene-4-[2-[2-[4-hydroxy-3-[4-(2-hydroxyethyl)phenoxy]phenyl]ethoxy]-2-oxoethyl]-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

Details

• Internal ID: cc25e043-2560-436d-b10f-01dc23794ab0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)ethyl 5-ethylidene-4-[2-[2-[4-hydroxy-3-[4-(2-hydroxyethyl)phenoxy]phenyl]ethoxy]-2-oxoethyl]-6-[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)OC5=CC=C(C=C5)CCO
• SMILES (Isomeric): 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)OC5=CC=C(C=C5)CCO
• InChI: InChI=1S/C40H46O16/c1-2-26-27(19-34(46)51-15-12-24-6-10-30(44)32(18-24)54-25-7-3-22(4-8-25)11-14-41)28(38(50)52-16-13-23-5-9-29(43)31(45)17-23)21-53-39(26)56-40-37(49)36(48)35(47)33(20-42)55-40/h2-10,17-18,21,27,33,35-37,39-45,47-49H,11-16,19-20H2,1H3
• InChI Key: SREDLZCCQWSQLN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₆O₁₆
• Molecular Weight: 782.80 g/mol
• Exact Mass: 782.27858538 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6643	66.43%
Caco-2	-	0.8819	88.19%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8258	82.58%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.7451	74.51%
OATP1B3 inhibitior	+	0.9255	92.55%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9402	94.02%
P-glycoprotein inhibitior	+	0.7304	73.04%
P-glycoprotein substrate	+	0.5751	57.51%
CYP3A4 substrate	+	0.7050	70.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.8115	81.15%
CYP2C9 inhibition	-	0.8405	84.05%
CYP2C19 inhibition	-	0.7748	77.48%
CYP2D6 inhibition	-	0.8825	88.25%
CYP1A2 inhibition	-	0.7270	72.70%
CYP2C8 inhibition	+	0.8473	84.73%
CYP inhibitory promiscuity	-	0.9207	92.07%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7093	70.93%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9102	91.02%
Skin irritation	-	0.8069	80.69%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7302	73.02%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8303	83.03%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6181	61.81%
Acute Oral Toxicity (c)	III	0.6574	65.74%
Estrogen receptor binding	+	0.7663	76.63%
Androgen receptor binding	+	0.7496	74.96%
Thyroid receptor binding	+	0.5289	52.89%
Glucocorticoid receptor binding	+	0.6447	64.47%
Aromatase binding	+	0.5371	53.71%
PPAR gamma	+	0.7100	71.00%
Honey bee toxicity	-	0.6637	66.37%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9616	96.16%

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	98.41%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	98.12%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.87%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.00%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.17%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	93.85%	91.49%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	91.10%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.02%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	91.01%	80.78%
CHEMBL3194	P02766	Transthyretin	90.49%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.14%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.93%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.79%	94.45%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	87.39%	92.32%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.72%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.17%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.10%	95.56%
CHEMBL2243	O00519	Anandamide amidohydrolase	85.86%	97.53%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.52%	94.00%
CHEMBL2581	P07339	Cathepsin D	85.18%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.02%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.75%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.04%	96.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.78%	96.61%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.15%	96.21%
CHEMBL4208	P20618	Proteasome component C5	81.36%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.34%	92.62%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.56%	94.00%

Plants that contains it

• Fraxinus insularis

Cross-Links

• PubChem: 162893557
• LOTUS: LTS0161580
• wikiData: Q105259008