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

Details

• Internal ID: c090768c-d214-4d16-8343-bc3bd337bb05
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: methyl (E)-3-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
• InChI: InChI=1S/C16H20O8/c1-22-12(18)7-6-9-4-2-3-5-10(9)23-16-15(21)14(20)13(19)11(8-17)24-16/h2-7,11,13-17,19-21H,8H2,1H3/b7-6+/t11-,13-,14+,15-,16-/m1/s1
• InChI Key: LNRJPFZEOOOQOH-MYXURULXSA-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): 126.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.95
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5999	59.99%
Caco-2	-	0.6894	68.94%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6113	61.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9022	90.22%
OATP1B3 inhibitior	+	0.9745	97.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8332	83.32%
P-glycoprotein inhibitior	-	0.9224	92.24%
P-glycoprotein substrate	-	0.9094	90.94%
CYP3A4 substrate	+	0.5452	54.52%
CYP2C9 substrate	-	0.8068	80.68%
CYP2D6 substrate	-	0.8709	87.09%
CYP3A4 inhibition	-	0.8029	80.29%
CYP2C9 inhibition	-	0.8622	86.22%
CYP2C19 inhibition	-	0.8645	86.45%
CYP2D6 inhibition	-	0.9104	91.04%
CYP1A2 inhibition	-	0.8780	87.80%
CYP2C8 inhibition	-	0.6478	64.78%
CYP inhibitory promiscuity	-	0.5991	59.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7362	73.62%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8681	86.81%
Skin irritation	-	0.8038	80.38%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5830	58.30%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.7819	78.19%
skin sensitisation	-	0.8220	82.20%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5428	54.28%
Acute Oral Toxicity (c)	III	0.7589	75.89%
Estrogen receptor binding	-	0.6127	61.27%
Androgen receptor binding	-	0.6343	63.43%
Thyroid receptor binding	-	0.6347	63.47%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5318	53.18%
PPAR gamma	-	0.6050	60.50%
Honey bee toxicity	-	0.8575	85.75%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.6926	69.26%

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	97.89%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.37%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.75%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.01%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.48%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.71%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.26%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.27%	89.00%
CHEMBL5028	O14672	ADAM10	81.87%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	81.84%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.29%	95.83%

Plants that contains it

• Prunus cornuta

Cross-Links

• PubChem: 163186822
• LOTUS: LTS0000757
• wikiData: Q105154450