2-(3,4-Dihydroxyphenyl)ethyl 2-O,3-O-di(beta-D-glucopyranosyl)-4-O-[3-(4-hydroxy-3-methoxyphenyl)propenoyl]-beta-D-glucopyranoside

Details

• Internal ID: 09aeb7d9-0a41-4e3d-a581-722c99f7a327
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-2-(hydroxymethyl)-4,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC2C(OC(C(C2OC3C(C(C(C(O3)CO)O)O)O)OC4C(C(C(C(O4)CO)O)O)O)OCCC5=CC(=C(C=C5)O)O)CO)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OCCC5=CC(=C(C=C5)O)O)CO)O
• InChI: InChI=1S/C36H48O21/c1-50-20-11-15(3-6-18(20)41)4-7-24(43)55-31-23(14-39)54-36(51-9-8-16-2-5-17(40)19(42)10-16)33(57-35-30(49)28(47)26(45)22(13-38)53-35)32(31)56-34-29(48)27(46)25(44)21(12-37)52-34/h2-7,10-11,21-23,25-42,44-49H,8-9,12-14H2,1H3/b7-4+/t21-,22-,23-,25-,26-,27+,28+,29-,30-,31-,32+,33-,34+,35+,36-/m1/s1
• InChI Key: NBAYMEQYKNNXNT-BRGVXKLRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈O₂₁
• Molecular Weight: 816.80 g/mol
• Exact Mass: 816.26880854 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -3.92
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7602	76.02%
Caco-2	-	0.9001	90.01%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7244	72.44%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8695	86.95%
OATP1B3 inhibitior	+	0.9704	97.04%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7524	75.24%
P-glycoprotein inhibitior	+	0.5948	59.48%
P-glycoprotein substrate	-	0.6332	63.32%
CYP3A4 substrate	+	0.6588	65.88%
CYP2C9 substrate	-	0.8023	80.23%
CYP2D6 substrate	-	0.8521	85.21%
CYP3A4 inhibition	-	0.9272	92.72%
CYP2C9 inhibition	-	0.7663	76.63%
CYP2C19 inhibition	-	0.8424	84.24%
CYP2D6 inhibition	-	0.9032	90.32%
CYP1A2 inhibition	-	0.8815	88.15%
CYP2C8 inhibition	+	0.7966	79.66%
CYP inhibitory promiscuity	-	0.7337	73.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6617	66.17%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9161	91.61%
Skin irritation	-	0.8327	83.27%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7467	74.67%
Micronuclear	-	0.6367	63.67%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.8586	85.86%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.9372	93.72%
Acute Oral Toxicity (c)	III	0.7791	77.91%
Estrogen receptor binding	+	0.7946	79.46%
Androgen receptor binding	-	0.6000	60.00%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4745	47.45%
Aromatase binding	-	0.4894	48.94%
PPAR gamma	+	0.7113	71.13%
Honey bee toxicity	-	0.6971	69.71%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.6608	66.08%

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	99.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.88%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.74%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.65%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.99%	99.17%
CHEMBL3194	P02766	Transthyretin	93.88%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.24%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.26%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.50%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	90.42%	94.73%
CHEMBL2581	P07339	Cathepsin D	85.12%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.77%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.71%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.17%	90.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.86%	80.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.38%	92.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.70%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.35%	95.89%

Plants that contains it

• Veronica persica
• Veronica pulvinaris

Cross-Links

• PubChem: 101673719
• LOTUS: LTS0230112
• wikiData: Q105176685