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

Details

• Internal ID: 3019e953-0ed0-4a03-9d83-8c7d1fe26f31
• 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)-5-[2-(3,4-dihydroxyphenyl)acetyl]oxy-3,4-dihydroxy-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)OC(=O)CC3=CC(=C(C=C3)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)OC(=O)CC3=CC(=C(C=C3)O)O
• InChI: InChI=1S/C27H32O13/c1-14(6-7-28)12-38-27-26(40-23(34)11-16-3-5-18(30)20(32)9-16)25(36)24(35)21(39-27)13-37-22(33)10-15-2-4-17(29)19(31)8-15/h2-6,8-9,21,24-32,35-36H,7,10-13H2,1H3/b14-6+/t21-,24-,25+,26-,27-/m1/s1
• InChI Key: ZKFDABCPJJNVQI-QZWKLUJDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₁₃
• Molecular Weight: 564.50 g/mol
• Exact Mass: 564.18429107 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7546	75.46%
Caco-2	-	0.8848	88.48%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8326	83.26%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8533	85.33%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7699	76.99%
P-glycoprotein inhibitior	+	0.6674	66.74%
P-glycoprotein substrate	-	0.8103	81.03%
CYP3A4 substrate	+	0.6107	61.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
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	+	0.5500	55.00%
CYP inhibitory promiscuity	-	0.7008	70.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6916	69.16%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9168	91.68%
Skin irritation	-	0.8262	82.62%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7202	72.02%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8325	83.25%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8777	87.77%
Acute Oral Toxicity (c)	III	0.6020	60.20%
Estrogen receptor binding	+	0.7742	77.42%
Androgen receptor binding	+	0.5778	57.78%
Thyroid receptor binding	-	0.5210	52.10%
Glucocorticoid receptor binding	+	0.6381	63.81%
Aromatase binding	+	0.5532	55.32%
PPAR gamma	+	0.6451	64.51%
Honey bee toxicity	-	0.8292	82.92%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7655	76.55%
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	99.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.57%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	95.88%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.20%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.80%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	92.67%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.59%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.38%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.73%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.51%	89.00%
CHEMBL3194	P02766	Transthyretin	84.61%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.32%	96.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.81%	80.78%
CHEMBL340	P08684	Cytochrome P450 3A4	83.62%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.59%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.50%	86.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.56%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.10%	92.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.86%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.69%	95.89%

Plants that contains it

• Hymenophyllum barbatum

Cross-Links

• PubChem: 10578852
• LOTUS: LTS0192628
• wikiData: Q105378414