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

Details

• Internal ID: 1d8d833a-9d20-4dfc-9f71-ba0e8534639f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: methyl (E)-3-[3-hydroxy-5-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]prop-2-enoate
• InChI: InChI=1S/C16H20O8/c1-23-12(19)3-2-8-4-9(6-10(18)5-8)16-15(22)14(21)13(20)11(7-17)24-16/h2-6,11,13-18,20-22H,7H2,1H3/b3-2+/t11-,13-,14+,15-,16?/m1/s1
• InChI Key: JSDFYXMSUKTBCA-NCLBNDFESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₈
• Molecular Weight: 340.32 g/mol
• Exact Mass: 340.11581759 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.91
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5751	57.51%
Caco-2	-	0.8524	85.24%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7134	71.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8169	81.69%
OATP1B3 inhibitior	+	0.9703	97.03%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7942	79.42%
P-glycoprotein inhibitior	-	0.9105	91.05%
P-glycoprotein substrate	-	0.8887	88.87%
CYP3A4 substrate	+	0.5129	51.29%
CYP2C9 substrate	-	0.6030	60.30%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.8832	88.32%
CYP2C9 inhibition	-	0.8791	87.91%
CYP2C19 inhibition	-	0.9050	90.50%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	-	0.9194	91.94%
CYP2C8 inhibition	+	0.4625	46.25%
CYP inhibitory promiscuity	-	0.5422	54.22%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6791	67.91%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8700	87.00%
Skin irritation	-	0.8172	81.72%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6062	60.62%
Micronuclear	+	0.5333	53.33%
Hepatotoxicity	-	0.6949	69.49%
skin sensitisation	-	0.8871	88.71%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5233	52.33%
Acute Oral Toxicity (c)	III	0.7336	73.36%
Estrogen receptor binding	-	0.5913	59.13%
Androgen receptor binding	-	0.5686	56.86%
Thyroid receptor binding	-	0.5576	55.76%
Glucocorticoid receptor binding	-	0.4874	48.74%
Aromatase binding	-	0.5217	52.17%
PPAR gamma	-	0.5300	53.00%
Honey bee toxicity	-	0.8445	84.45%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.6866	68.66%

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	99.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.16%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	94.62%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.44%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	93.86%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.22%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.91%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.27%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.13%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.84%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.73%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.92%	86.92%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162817364
• LOTUS: LTS0005542
• wikiData: Q105134284