methyl 5-ethylidene-4-[2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl]-6-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-4H-pyran-3-carboxylate

Details

• Internal ID: d7970eb1-cbfe-47ce-a622-471fff30c55a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl 5-ethylidene-4-[2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl]-6-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-4H-pyran-3-carboxylate
• SMILES (Canonical): CC=C1C(C(=COC1OC2C(C(C(C(O2)COC3C(C(C(C(O3)CO)O)O)O)O)O)O)C(=O)OC)CC(=O)OCCC4=CC=C(C=C4)O
• SMILES (Isomeric): CC=C1C(C(=COC1OC2C(C(C(C(O2)COC3C(C(C(C(O3)CO)O)O)O)O)O)O)C(=O)OC)CC(=O)OCCC4=CC=C(C=C4)O
• InChI: InChI=1S/C31H42O17/c1-3-16-17(10-21(34)43-9-8-14-4-6-15(33)7-5-14)18(28(41)42-2)12-44-29(16)48-31-27(40)25(38)23(36)20(47-31)13-45-30-26(39)24(37)22(35)19(11-32)46-30/h3-7,12,17,19-20,22-27,29-33,35-40H,8-11,13H2,1-2H3
• InChI Key: FVQYDVAAZIXQID-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₂O₁₇
• Molecular Weight: 686.70 g/mol
• Exact Mass: 686.24219987 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.52
• H-Bond Acceptor: 17
• 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	-	0.7350	73.50%
Caco-2	-	0.8898	88.98%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8408	84.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7225	72.25%
OATP1B3 inhibitior	+	0.9266	92.66%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7884	78.84%
P-glycoprotein inhibitior	+	0.6144	61.44%
P-glycoprotein substrate	+	0.6128	61.28%
CYP3A4 substrate	+	0.6884	68.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.8371	83.71%
CYP2C9 inhibition	-	0.8551	85.51%
CYP2C19 inhibition	-	0.7617	76.17%
CYP2D6 inhibition	-	0.8916	89.16%
CYP1A2 inhibition	-	0.8138	81.38%
CYP2C8 inhibition	+	0.8251	82.51%
CYP inhibitory promiscuity	-	0.8840	88.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6906	69.06%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9213	92.13%
Skin irritation	-	0.8177	81.77%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6536	65.36%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8564	85.64%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5903	59.03%
Acute Oral Toxicity (c)	III	0.6267	62.67%
Estrogen receptor binding	+	0.8258	82.58%
Androgen receptor binding	+	0.6315	63.15%
Thyroid receptor binding	-	0.5261	52.61%
Glucocorticoid receptor binding	+	0.6914	69.14%
Aromatase binding	+	0.5217	52.17%
PPAR gamma	+	0.7046	70.46%
Honey bee toxicity	-	0.6991	69.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9027	90.27%

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	97.92%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.94%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.22%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.80%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.67%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.04%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.00%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.83%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.73%	95.64%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.92%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.61%	97.79%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.48%	96.90%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.23%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.79%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.17%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.50%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.50%	94.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.40%	94.62%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.58%	85.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.43%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.12%	95.83%

Plants that contains it

• Fraxinus excelsior

Cross-Links

• PubChem: 74177095
• LOTUS: LTS0059751
• wikiData: Q105002712