methyl 4-[2-[2-(3,4-dihydroxyphenyl)-2-methoxyethoxy]-2-oxoethyl]-5-(2-hydroxyethylidene)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

Details

• Internal ID: 3fc41381-3e29-4c2b-8f44-2b5b65facce1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl 4-[2-[2-(3,4-dihydroxyphenyl)-2-methoxyethoxy]-2-oxoethyl]-5-(2-hydroxyethylidene)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
• SMILES (Canonical): COC(COC(=O)CC1C(=COC(C1=CCO)OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)C3=CC(=C(C=C3)O)O
• SMILES (Isomeric): COC(COC(=O)CC1C(=COC(C1=CCO)OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)C3=CC(=C(C=C3)O)O
• InChI: InChI=1S/C26H34O15/c1-36-19(12-3-4-16(29)17(30)7-12)11-38-20(31)8-14-13(5-6-27)25(39-10-15(14)24(35)37-2)41-26-23(34)22(33)21(32)18(9-28)40-26/h3-5,7,10,14,18-19,21-23,25-30,32-34H,6,8-9,11H2,1-2H3
• InChI Key: CDAWVBQLXZXNJO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₁₅
• Molecular Weight: 586.50 g/mol
• Exact Mass: 586.18977037 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -1.52
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5211	52.11%
Caco-2	-	0.8851	88.51%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7069	70.69%
OATP2B1 inhibitior	-	0.8649	86.49%
OATP1B1 inhibitior	+	0.7934	79.34%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5306	53.06%
P-glycoprotein inhibitior	-	0.5063	50.63%
P-glycoprotein substrate	+	0.5200	52.00%
CYP3A4 substrate	+	0.6546	65.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8680	86.80%
CYP3A4 inhibition	-	0.8586	85.86%
CYP2C9 inhibition	-	0.8646	86.46%
CYP2C19 inhibition	-	0.7500	75.00%
CYP2D6 inhibition	-	0.8801	88.01%
CYP1A2 inhibition	-	0.8132	81.32%
CYP2C8 inhibition	+	0.6826	68.26%
CYP inhibitory promiscuity	-	0.8582	85.82%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7716	77.16%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9367	93.67%
Skin irritation	-	0.8287	82.87%
Skin corrosion	-	0.9562	95.62%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7065	70.65%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8268	82.68%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7921	79.21%
Acute Oral Toxicity (c)	III	0.5863	58.63%
Estrogen receptor binding	+	0.8317	83.17%
Androgen receptor binding	+	0.6464	64.64%
Thyroid receptor binding	-	0.4895	48.95%
Glucocorticoid receptor binding	+	0.6947	69.47%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6850	68.50%
Honey bee toxicity	-	0.7163	71.63%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9706	97.06%

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	98.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.91%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	97.45%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	93.33%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.46%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.13%	95.64%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.06%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.66%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.36%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.58%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.87%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.51%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.29%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.28%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.00%	95.56%
CHEMBL4208	P20618	Proteasome component C5	81.42%	90.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.27%	96.90%
CHEMBL340	P08684	Cytochrome P450 3A4	80.86%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.70%	94.80%

Plants that contains it

• Ligustrum vulgare

Cross-Links

• PubChem: 162944663
• LOTUS: LTS0081918
• wikiData: Q104954074