[(2R,3R,4S,5R,6R)-5-[2-(3,4-dihydroxyphenyl)acetyl]oxy-2-[[2-(3,4-dihydroxyphenyl)acetyl]oxymethyl]-3-hydroxy-6-[(E)-4-hydroxy-2-methylbut-2-enoxy]oxan-4-yl] 2-(4-hydroxyphenyl)acetate

Details

• Internal ID: 818eece8-399f-4fa0-8c69-deeeb8f46734
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: [(2R,3R,4S,5R,6R)-5-[2-(3,4-dihydroxyphenyl)acetyl]oxy-2-[[2-(3,4-dihydroxyphenyl)acetyl]oxymethyl]-3-hydroxy-6-[(E)-4-hydroxy-2-methylbut-2-enoxy]oxan-4-yl] 2-(4-hydroxyphenyl)acetate
• SMILES (Canonical): CC(=CCO)COC1C(C(C(C(O1)COC(=O)CC2=CC(=C(C=C2)O)O)O)OC(=O)CC3=CC=C(C=C3)O)OC(=O)CC4=CC(=C(C=C4)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)OC(=O)CC3=CC=C(C=C3)O)OC(=O)CC4=CC(=C(C=C4)O)O
• InChI: InChI=1S/C35H38O15/c1-19(10-11-36)17-47-35-34(50-31(44)16-22-5-9-25(39)27(41)13-22)33(49-30(43)14-20-2-6-23(37)7-3-20)32(45)28(48-35)18-46-29(42)15-21-4-8-24(38)26(40)12-21/h2-10,12-13,28,32-41,45H,11,14-18H2,1H3/b19-10+/t28-,32-,33+,34-,35-/m1/s1
• InChI Key: VGBNAETXVFOJBG-CHJQGXMMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₈O₁₅
• Molecular Weight: 698.70 g/mol
• Exact Mass: 698.22107050 g/mol
• Topological Polar Surface Area (TPSA): 239.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.65
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7546	75.46%
Caco-2	-	0.8785	87.85%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8326	83.26%
OATP2B1 inhibitior	-	0.7163	71.63%
OATP1B1 inhibitior	+	0.8446	84.46%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9523	95.23%
P-glycoprotein inhibitior	+	0.7861	78.61%
P-glycoprotein substrate	-	0.7301	73.01%
CYP3A4 substrate	+	0.6480	64.80%
CYP2C9 substrate	-	0.7973	79.73%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.8871	88.71%
CYP2C9 inhibition	-	0.7179	71.79%
CYP2C19 inhibition	-	0.5721	57.21%
CYP2D6 inhibition	-	0.8406	84.06%
CYP1A2 inhibition	-	0.5550	55.50%
CYP2C8 inhibition	+	0.7258	72.58%
CYP inhibitory promiscuity	-	0.7008	70.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6916	69.16%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9138	91.38%
Skin irritation	-	0.8262	82.62%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.6440	64.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7909	79.09%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.7697	76.97%
skin sensitisation	-	0.8325	83.25%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7092	70.92%
Acute Oral Toxicity (c)	III	0.6020	60.20%
Estrogen receptor binding	+	0.7985	79.85%
Androgen receptor binding	+	0.6789	67.89%
Thyroid receptor binding	+	0.5280	52.80%
Glucocorticoid receptor binding	+	0.6917	69.17%
Aromatase binding	-	0.5193	51.93%
PPAR gamma	+	0.7130	71.30%
Honey bee toxicity	-	0.7968	79.68%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7255	72.55%
Fish aquatic toxicity	+	0.9950	99.50%

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	99.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.73%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.40%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	94.39%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.96%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.80%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.77%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.00%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.94%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.82%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.96%	91.19%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.27%	86.92%
CHEMBL3194	P02766	Transthyretin	86.55%	90.71%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.18%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.41%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.34%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.00%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	83.91%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.19%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.82%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.08%	97.09%

Plants that contains it

• Hymenophyllum barbatum

Cross-Links

• PubChem: 10723381
• LOTUS: LTS0198921
• wikiData: Q105285702