[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 28b11831-2602-46bb-b0eb-c54b3bc17855
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid 3-O-p-coumaroyl glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1C(C(C(C(O1)OC2C(C(C(OC2OC3=C([O+]=C4C=C(C=C(C4=C3)OC5C(C(C(C(O5)CO)O)O)O)O)C6=CC(=C(C=C6)O)O)COC(=O)C=CC7=CC=C(C=C7)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H]([C@H]([C@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C([O+]=C4C=C(C=C(C4=C3)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)C6=CC(=C(C=C6)O)O)COC(=O)C=CC7=CC=C(C=C7)O)O)O)O)O)O
• InChI: InChI=1S/C41H44O22/c42-13-27-31(50)33(52)36(55)40(61-27)59-25-11-19(44)10-24-20(25)12-26(37(58-24)17-4-7-21(45)22(46)9-17)60-41-38(63-39-35(54)30(49)23(47)14-57-39)34(53)32(51)28(62-41)15-56-29(48)8-3-16-1-5-18(43)6-2-16/h1-12,23,27-28,30-36,38-42,47,49-55H,13-15H2,(H3-,43,44,45,46,48)/p+1/t23-,27+,28+,30+,31+,32+,33-,34-,35+,36+,38+,39+,40+,41+/m0/s1
• InChI Key: JSYDBTWJIIAZPU-PHRCOFGRSA-O
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₅O₂₂+
• Molecular Weight: 889.80 g/mol
• Exact Mass: 889.24024806 g/mol
• Topological Polar Surface Area (TPSA): 346.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.71
• H-Bond Acceptor: 21
• H-Bond Donor: 13
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6367	63.67%
Caco-2	-	0.8931	89.31%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Nucleus	0.5006	50.06%
OATP2B1 inhibitior	-	0.7127	71.27%
OATP1B1 inhibitior	+	0.8698	86.98%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7029	70.29%
P-glycoprotein inhibitior	+	0.6758	67.58%
P-glycoprotein substrate	+	0.5510	55.10%
CYP3A4 substrate	+	0.7051	70.51%
CYP2C9 substrate	-	0.8045	80.45%
CYP2D6 substrate	-	0.8622	86.22%
CYP3A4 inhibition	-	0.9455	94.55%
CYP2C9 inhibition	-	0.9499	94.99%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.8868	88.68%
CYP1A2 inhibition	-	0.9106	91.06%
CYP2C8 inhibition	+	0.8522	85.22%
CYP inhibitory promiscuity	-	0.8452	84.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6676	66.76%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.8069	80.69%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7328	73.28%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.8537	85.37%
skin sensitisation	-	0.8667	86.67%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9370	93.70%
Acute Oral Toxicity (c)	III	0.4851	48.51%
Estrogen receptor binding	+	0.7716	77.16%
Androgen receptor binding	+	0.6438	64.38%
Thyroid receptor binding	+	0.5367	53.67%
Glucocorticoid receptor binding	-	0.4848	48.48%
Aromatase binding	+	0.5415	54.15%
PPAR gamma	+	0.7181	71.81%
Honey bee toxicity	-	0.6518	65.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.8664	86.64%

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	99.75%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.41%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.72%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.37%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.85%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.97%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.41%	97.09%
CHEMBL3194	P02766	Transthyretin	92.88%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	92.14%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	90.59%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.49%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.45%	99.15%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.90%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.61%	94.45%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.18%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.80%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.37%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.08%	86.92%
CHEMBL206	P03372	Estrogen receptor alpha	85.34%	97.64%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.20%	83.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.07%	92.94%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.63%	97.28%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.39%	95.78%
CHEMBL5255	O00206	Toll-like receptor 4	83.05%	92.50%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	82.53%	96.69%
CHEMBL4208	P20618	Proteasome component C5	81.75%	90.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	81.70%	97.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.36%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.22%	93.10%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.77%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	80.21%	94.73%

Plants that contains it

• Sambucus canadensis

Cross-Links

• PubChem: 163191117
• LOTUS: LTS0039542
• wikiData: Q105134642