[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(E)-4-hydroxy-2-methylbut-2-enoxy]oxan-2-yl]methyl 2-(3,4-dihydroxyphenyl)acetate

Details

• Internal ID: 15f1dac1-307a-4966-bb67-1868a8234f84
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(E)-4-hydroxy-2-methylbut-2-enoxy]oxan-2-yl]methyl 2-(3,4-dihydroxyphenyl)acetate
• SMILES (Canonical): CC(=CCO)COC1C(C(C(C(O1)COC(=O)CC2=CC(=C(C=C2)O)O)O)O)O
• SMILES (Isomeric): C/C(=C\CO)/CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)COC(=O)CC2=CC(=C(C=C2)O)O)O)O)O
• InChI: InChI=1S/C19H26O10/c1-10(4-5-20)8-28-19-18(26)17(25)16(24)14(29-19)9-27-15(23)7-11-2-3-12(21)13(22)6-11/h2-4,6,14,16-22,24-26H,5,7-9H2,1H3/b10-4+/t14-,16-,17+,18-,19-/m1/s1
• InChI Key: VCMWDPSHXMHLCP-DWKLNFMMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₁₀
• Molecular Weight: 414.40 g/mol
• Exact Mass: 414.15259702 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.05
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6501	65.01%
Caco-2	-	0.8495	84.95%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7677	76.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.9494	94.94%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6322	63.22%
P-glycoprotein inhibitior	-	0.7156	71.56%
P-glycoprotein substrate	-	0.8730	87.30%
CYP3A4 substrate	+	0.5926	59.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.9144	91.44%
CYP2C9 inhibition	-	0.7969	79.69%
CYP2C19 inhibition	-	0.6559	65.59%
CYP2D6 inhibition	-	0.8228	82.28%
CYP1A2 inhibition	-	0.6413	64.13%
CYP2C8 inhibition	+	0.5352	53.52%
CYP inhibitory promiscuity	-	0.5322	53.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7154	71.54%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9343	93.43%
Skin irritation	-	0.8013	80.13%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7115	71.15%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.7735	77.35%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8248	82.48%
Acute Oral Toxicity (c)	III	0.6244	62.44%
Estrogen receptor binding	+	0.7173	71.73%
Androgen receptor binding	-	0.5063	50.63%
Thyroid receptor binding	-	0.5092	50.92%
Glucocorticoid receptor binding	+	0.5783	57.83%
Aromatase binding	-	0.5932	59.32%
PPAR gamma	+	0.5910	59.10%
Honey bee toxicity	-	0.8381	83.81%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6955	69.55%
Fish aquatic toxicity	+	0.9811	98.11%

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	99.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.94%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.84%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	92.52%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.51%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.70%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.85%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.39%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.42%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.44%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	82.67%	91.49%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.39%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.37%	95.89%
CHEMBL3194	P02766	Transthyretin	82.24%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.76%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.61%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.60%	95.56%

Plants that contains it

• Hymenophyllum barbatum

Cross-Links

• PubChem: 11825823
• LOTUS: LTS0052481
• wikiData: Q105283811