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

Details

• Internal ID: 64bf0dc8-ee13-4a05-af74-622587930fda
• 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)-4-[2-(3,4-dihydroxyphenyl)acetyl]oxy-5-hydroxy-6-(hydroxymethyl)-2-[(E)-4-hydroxy-2-methylbut-2-enoxy]oxan-3-yl] 2-(4-hydroxyphenyl)acetate
• SMILES (Canonical): CC(=CCO)COC1C(C(C(C(O1)CO)O)OC(=O)CC2=CC(=C(C=C2)O)O)OC(=O)CC3=CC=C(C=C3)O
• SMILES (Isomeric): C/C(=C\CO)/CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)OC(=O)CC2=CC(=C(C=C2)O)O)OC(=O)CC3=CC=C(C=C3)O
• InChI: InChI=1S/C27H32O12/c1-15(8-9-28)14-36-27-26(39-22(33)11-16-2-5-18(30)6-3-16)25(24(35)21(13-29)37-27)38-23(34)12-17-4-7-19(31)20(32)10-17/h2-8,10,21,24-32,35H,9,11-14H2,1H3/b15-8+/t21-,24-,25+,26-,27-/m1/s1
• InChI Key: HONDRXSXJXGIMJ-CGSNJBTMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₁₂
• Molecular Weight: 548.50 g/mol
• Exact Mass: 548.18937645 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.45
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5550	55.50%
Caco-2	-	0.8577	85.77%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7515	75.15%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.8396	83.96%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8388	83.88%
P-glycoprotein inhibitior	+	0.6811	68.11%
P-glycoprotein substrate	-	0.7534	75.34%
CYP3A4 substrate	+	0.6258	62.58%
CYP2C9 substrate	-	0.7973	79.73%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.8873	88.73%
CYP2C9 inhibition	-	0.7615	76.15%
CYP2C19 inhibition	-	0.6698	66.98%
CYP2D6 inhibition	-	0.8491	84.91%
CYP1A2 inhibition	-	0.6632	66.32%
CYP2C8 inhibition	+	0.6943	69.43%
CYP inhibitory promiscuity	-	0.6841	68.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7182	71.82%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8965	89.65%
Skin irritation	-	0.8220	82.20%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.6340	63.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7921	79.21%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8246	82.46%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5555	55.55%
Acute Oral Toxicity (c)	III	0.6085	60.85%
Estrogen receptor binding	+	0.7776	77.76%
Androgen receptor binding	+	0.7011	70.11%
Thyroid receptor binding	-	0.5245	52.45%
Glucocorticoid receptor binding	+	0.6152	61.52%
Aromatase binding	-	0.5616	56.16%
PPAR gamma	+	0.6539	65.39%
Honey bee toxicity	-	0.7737	77.37%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7255	72.55%
Fish aquatic toxicity	+	0.9936	99.36%

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	99.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.35%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.25%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.06%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.06%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.63%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	91.53%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.56%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.97%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.89%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	86.31%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.26%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.93%	86.92%
CHEMBL3194	P02766	Transthyretin	84.65%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.63%	99.15%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.48%	94.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.33%	96.95%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.10%	85.00%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.91%	97.53%
CHEMBL5255	O00206	Toll-like receptor 4	81.25%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.89%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.53%	97.09%

Plants that contains it

• Hymenophyllum barbatum

Cross-Links

• PubChem: 10506817
• LOTUS: LTS0249107
• wikiData: Q105031406