(E)-3-[4-hydroxy-3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexa-1,5-dien-1-yl]prop-2-enoic acid

Details

• Internal ID: eca5b944-ac34-4fb2-a3ec-804e46f7a49f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (E)-3-[4-hydroxy-3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexa-1,5-dien-1-yl]prop-2-enoic acid
• InChI: InChI=1S/C16H22O10/c1-24-10-6-8(2-3-11(18)19)4-5-16(10,23)26-15-14(22)13(21)12(20)9(7-17)25-15/h2-6,9-10,12-15,17,20-23H,7H2,1H3,(H,18,19)/b3-2+/t9-,10?,12-,13+,14-,15+,16?/m1/s1
• InChI Key: ANUYXRVPTZDOBN-SSGQYCISSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₁₀
• Molecular Weight: 374.34 g/mol
• Exact Mass: 374.12129689 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.36
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8097	80.97%
Caco-2	-	0.8823	88.23%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7984	79.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8887	88.87%
OATP1B3 inhibitior	+	0.9607	96.07%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7141	71.41%
P-glycoprotein inhibitior	-	0.8528	85.28%
P-glycoprotein substrate	-	0.8181	81.81%
CYP3A4 substrate	+	0.6026	60.26%
CYP2C9 substrate	-	0.8069	80.69%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.9611	96.11%
CYP2C9 inhibition	-	0.8832	88.32%
CYP2C19 inhibition	-	0.8479	84.79%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.9080	90.80%
CYP2C8 inhibition	-	0.6415	64.15%
CYP inhibitory promiscuity	-	0.7793	77.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7373	73.73%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9721	97.21%
Skin irritation	-	0.8223	82.23%
Skin corrosion	-	0.9588	95.88%
Ames mutagenesis	-	0.8070	80.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5499	54.99%
Micronuclear	-	0.6841	68.41%
Hepatotoxicity	-	0.7891	78.91%
skin sensitisation	-	0.8766	87.66%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7219	72.19%
Acute Oral Toxicity (c)	III	0.5415	54.15%
Estrogen receptor binding	-	0.4889	48.89%
Androgen receptor binding	+	0.5604	56.04%
Thyroid receptor binding	+	0.5447	54.47%
Glucocorticoid receptor binding	+	0.6334	63.34%
Aromatase binding	+	0.6271	62.71%
PPAR gamma	+	0.6143	61.43%
Honey bee toxicity	-	0.7964	79.64%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.6158	61.58%

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	97.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.38%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.01%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.57%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.45%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.19%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.47%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.27%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	80.80%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.42%	90.00%

Plants that contains it

• Aristolochia kaempferi

Cross-Links

• PubChem: 163192910
• LOTUS: LTS0271289
• wikiData: Q104915427