methyl (E)-3-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate

Details

• Internal ID: 5d7d8772-cbe1-4471-b0cd-660087d5ab27
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: methyl (E)-3-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
• InChI: InChI=1S/C18H24O10/c1-24-10-6-9(4-5-13(20)26-3)7-11(25-2)17(10)28-18-16(23)15(22)14(21)12(8-19)27-18/h4-7,12,14-16,18-19,21-23H,8H2,1-3H3/b5-4+/t12-,14-,15+,16-,18+/m1/s1
• InChI Key: UZWPOABBLPBPPF-FRGFYDNRSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₁₀
• Molecular Weight: 400.40 g/mol
• Exact Mass: 400.13694696 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.93
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5974	59.74%
Caco-2	-	0.7392	73.92%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6060	60.60%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9039	90.39%
OATP1B3 inhibitior	+	0.9570	95.70%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5587	55.87%
P-glycoprotein inhibitior	-	0.7226	72.26%
P-glycoprotein substrate	-	0.8880	88.80%
CYP3A4 substrate	+	0.5302	53.02%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8609	86.09%
CYP3A4 inhibition	-	0.7540	75.40%
CYP2C9 inhibition	-	0.8870	88.70%
CYP2C19 inhibition	-	0.8691	86.91%
CYP2D6 inhibition	-	0.8761	87.61%
CYP1A2 inhibition	-	0.8453	84.53%
CYP2C8 inhibition	-	0.5606	56.06%
CYP inhibitory promiscuity	-	0.6397	63.97%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7435	74.35%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9505	95.05%
Skin irritation	-	0.8357	83.57%
Skin corrosion	-	0.9634	96.34%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5776	57.76%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	-	0.8267	82.67%
skin sensitisation	-	0.8567	85.67%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7396	73.96%
Acute Oral Toxicity (c)	III	0.7319	73.19%
Estrogen receptor binding	-	0.4834	48.34%
Androgen receptor binding	-	0.5956	59.56%
Thyroid receptor binding	+	0.5655	56.55%
Glucocorticoid receptor binding	-	0.4652	46.52%
Aromatase binding	-	0.5200	52.00%
PPAR gamma	+	0.5661	56.61%
Honey bee toxicity	-	0.8396	83.96%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7493	74.93%

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	97.72%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.15%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.05%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.70%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.33%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.58%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	89.71%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.61%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.92%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.62%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.19%	86.92%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.24%	94.33%

Plants that contains it

• Pedicularis densispica

Cross-Links

• PubChem: 102343937
• LOTUS: LTS0199101
• wikiData: Q105282522