[(2R,3R,4S,5R,6R)-2-[(Z)-3-(3,4-dihydroxyphenyl)prop-1-enoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 358318a0-adb8-4443-9fad-a19f5b4ebd2e
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3R,4S,5R,6R)-2-[(Z)-3-(3,4-dihydroxyphenyl)prop-1-enoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H26O9/c1-3-11(2)19(26)29-18-16(24)15(10-21)28-20(17(18)25)27-8-4-5-12-6-7-13(22)14(23)9-12/h3-4,6-9,15-18,20-25H,5,10H2,1-2H3/b8-4-,11-3+/t15-,16-,17-,18+,20-/m1/s1
• InChI Key: ZQIGAFBUAVNKSE-FTPBSXATSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₉
• Molecular Weight: 410.40 g/mol
• Exact Mass: 410.15768240 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.49
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5450	54.50%
Caco-2	-	0.8335	83.35%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7270	72.70%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8510	85.10%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7293	72.93%
P-glycoprotein inhibitior	-	0.6862	68.62%
P-glycoprotein substrate	-	0.7585	75.85%
CYP3A4 substrate	+	0.5832	58.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.8236	82.36%
CYP2C9 inhibition	-	0.7429	74.29%
CYP2C19 inhibition	-	0.6614	66.14%
CYP2D6 inhibition	-	0.8422	84.22%
CYP1A2 inhibition	-	0.6842	68.42%
CYP2C8 inhibition	-	0.6223	62.23%
CYP inhibitory promiscuity	+	0.5827	58.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7786	77.86%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9556	95.56%
Skin irritation	-	0.8145	81.45%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4579	45.79%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7594	75.94%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7513	75.13%
Acute Oral Toxicity (c)	III	0.6674	66.74%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5130	51.30%
Thyroid receptor binding	+	0.5629	56.29%
Glucocorticoid receptor binding	-	0.5669	56.69%
Aromatase binding	-	0.7245	72.45%
PPAR gamma	-	0.5228	52.28%
Honey bee toxicity	-	0.6709	67.09%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.8959	89.59%

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	99.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.99%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.74%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.20%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.81%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.66%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.41%	94.45%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	90.29%	89.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.36%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.72%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.72%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.69%	95.89%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	85.05%	97.88%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.27%	86.92%

Plants that contains it

• Paranephelius uniflorus

Cross-Links

• PubChem: 163187211
• LOTUS: LTS0271473
• wikiData: Q105381485