[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methyl 3-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate

Details

• Internal ID: 4605c005-a683-40b2-9a92-a4b90bb182eb
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid 3-O-p-coumaroyl glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methyl 3-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C2=C(C=C3C(=CC(=CC3=[O+]2)O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)COC(=O)C=CC6=CC(=C(C=C6)O)OC7C(C(C(C(O7)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2=C(C=C3C(=CC(=CC3=[O+]2)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)C=CC6=CC(=C(C=C6)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C43H48O24/c1-59-24-9-17(4-6-20(24)47)40-26(12-19-22(61-40)10-18(46)11-23(19)62-41-37(56)34(53)31(50)27(13-44)65-41)64-43-39(58)36(55)33(52)29(67-43)15-60-30(49)7-3-16-2-5-21(48)25(8-16)63-42-38(57)35(54)32(51)28(14-45)66-42/h2-12,27-29,31-39,41-45,50-58H,13-15H2,1H3,(H2-,46,47,48,49)/p+1/t27-,28-,29-,31-,32-,33-,34+,35+,36+,37-,38-,39-,41-,42-,43-/m1/s1
• InChI Key: MRYLLGRTCPVXBO-CKUBBGCWSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₄₉O₂₄+
• Molecular Weight: 949.80 g/mol
• Exact Mass: 949.26137743 g/mol
• Topological Polar Surface Area (TPSA): 375.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.69
• H-Bond Acceptor: 23
• H-Bond Donor: 14
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6886	68.86%
Caco-2	-	0.8709	87.09%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Nucleus	0.4442	44.42%
OATP2B1 inhibitior	-	0.7162	71.62%
OATP1B1 inhibitior	+	0.8746	87.46%
OATP1B3 inhibitior	+	0.9775	97.75%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9110	91.10%
P-glycoprotein inhibitior	+	0.7273	72.73%
P-glycoprotein substrate	-	0.6171	61.71%
CYP3A4 substrate	+	0.6641	66.41%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8573	85.73%
CYP3A4 inhibition	-	0.9532	95.32%
CYP2C9 inhibition	-	0.8872	88.72%
CYP2C19 inhibition	-	0.8386	83.86%
CYP2D6 inhibition	-	0.9147	91.47%
CYP1A2 inhibition	-	0.8974	89.74%
CYP2C8 inhibition	+	0.8605	86.05%
CYP inhibitory promiscuity	-	0.6620	66.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6304	63.04%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9018	90.18%
Skin irritation	-	0.8165	81.65%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	+	0.5063	50.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8274	82.74%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.8951	89.51%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8583	85.83%
Acute Oral Toxicity (c)	III	0.6281	62.81%
Estrogen receptor binding	+	0.7254	72.54%
Androgen receptor binding	+	0.6730	67.30%
Thyroid receptor binding	+	0.5945	59.45%
Glucocorticoid receptor binding	+	0.6794	67.94%
Aromatase binding	+	0.5384	53.84%
PPAR gamma	+	0.7399	73.99%
Honey bee toxicity	-	0.7481	74.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.8331	83.31%

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	99.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.88%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.90%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.81%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.59%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.32%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.72%	89.62%
CHEMBL3194	P02766	Transthyretin	91.10%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	90.88%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.43%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.73%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.97%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.40%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	85.30%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.11%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.69%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.23%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.96%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.80%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.05%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.14%	85.14%
CHEMBL3438	Q05513	Protein kinase C zeta	80.81%	88.48%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.79%	94.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.15%	97.28%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 101695775
• LOTUS: LTS0268926
• wikiData: Q105171006