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

Details

• Internal ID: 6f03e397-fe77-44db-ab6b-c12912a1dd96
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-(4-hydroxyphenyl)ethyl (4S,5E,6S)-5-ethylidene-4-(2-methoxy-2-oxoethyl)-6-[(2S,3S,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)O)CC(=O)OC
• 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)CC(=O)OC
• InChI: InChI=1S/C25H32O12/c1-3-15-16(10-19(28)33-2)17(23(32)34-9-8-13-4-6-14(27)7-5-13)12-35-24(15)37-25-22(31)21(30)20(29)18(11-26)36-25/h3-7,12,16,18,20-22,24-27,29-31H,8-11H2,1-2H3/b15-3+/t16-,18+,20+,21-,22-,24-,25-/m0/s1
• InChI Key: UFOVAZLPOLBVGA-RHTLXPEQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₁₂
• Molecular Weight: 524.50 g/mol
• Exact Mass: 524.18937645 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.34
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6688	66.88%
Caco-2	-	0.8849	88.49%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7523	75.23%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.7000	70.00%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8807	88.07%
P-glycoprotein inhibitior	-	0.4430	44.30%
P-glycoprotein substrate	+	0.5313	53.13%
CYP3A4 substrate	+	0.6697	66.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.9079	90.79%
CYP2C9 inhibition	-	0.7957	79.57%
CYP2C19 inhibition	-	0.8011	80.11%
CYP2D6 inhibition	-	0.8881	88.81%
CYP1A2 inhibition	-	0.8346	83.46%
CYP2C8 inhibition	+	0.7801	78.01%
CYP inhibitory promiscuity	-	0.8356	83.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7052	70.52%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9361	93.61%
Skin irritation	-	0.7950	79.50%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4740	47.40%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8591	85.91%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7124	71.24%
Acute Oral Toxicity (c)	III	0.6550	65.50%
Estrogen receptor binding	+	0.8124	81.24%
Androgen receptor binding	+	0.7462	74.62%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7159	71.59%
Aromatase binding	-	0.5372	53.72%
PPAR gamma	+	0.6878	68.78%
Honey bee toxicity	-	0.6993	69.93%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8005	80.05%

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	97.61%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.53%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.23%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.25%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.73%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.29%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.20%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.85%	86.92%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.55%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.20%	95.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.24%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.02%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.29%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.50%	96.90%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.25%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.11%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.89%	89.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.58%	85.00%

Plants that contains it

• Syringa vulgaris

Cross-Links

• PubChem: 162978206
• LOTUS: LTS0250307
• wikiData: Q105272009