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

Details

• Internal ID: 219eca5c-e01b-4bb1-b272-785dbff64828
• 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-3,5-dimethoxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)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)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)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)O)O
• InChI: InChI=1S/C38H40O19/c1-50-23-9-17(10-24(51-2)29(23)43)36-25(13-20-21(53-36)11-19(41)12-22(20)54-37-34(48)32(46)30(44)26(14-39)56-37)55-38-35(49)33(47)31(45)27(57-38)15-52-28(42)8-5-16-3-6-18(40)7-4-16/h3-13,26-27,30-35,37-39,44-49H,14-15H2,1-2H3,(H2-,40,41,42,43)/p+1/t26-,27-,30-,31-,32+,33+,34-,35-,37-,38-/m1/s1
• InChI Key: KGEHZUCHEKVXEU-GRFZEYSCSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₁O₁₉+
• Molecular Weight: 801.70 g/mol
• Exact Mass: 801.22420407 g/mol
• Topological Polar Surface Area (TPSA): 285.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.14
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7097	70.97%
Caco-2	-	0.8811	88.11%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Nucleus	0.4435	44.35%
OATP2B1 inhibitior	+	0.5650	56.50%
OATP1B1 inhibitior	+	0.8312	83.12%
OATP1B3 inhibitior	+	0.9733	97.33%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6735	67.35%
P-glycoprotein inhibitior	+	0.6991	69.91%
P-glycoprotein substrate	-	0.5376	53.76%
CYP3A4 substrate	+	0.6684	66.84%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8573	85.73%
CYP3A4 inhibition	-	0.9351	93.51%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.8674	86.74%
CYP2D6 inhibition	-	0.9170	91.70%
CYP1A2 inhibition	-	0.9085	90.85%
CYP2C8 inhibition	+	0.8750	87.50%
CYP inhibitory promiscuity	-	0.6676	66.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6697	66.97%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.8261	82.61%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.5737	57.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8352	83.52%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8966	89.66%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8789	87.89%
Acute Oral Toxicity (c)	III	0.6468	64.68%
Estrogen receptor binding	+	0.7827	78.27%
Androgen receptor binding	+	0.6463	64.63%
Thyroid receptor binding	+	0.5593	55.93%
Glucocorticoid receptor binding	+	0.7044	70.44%
Aromatase binding	+	0.5682	56.82%
PPAR gamma	+	0.6714	67.14%
Honey bee toxicity	-	0.7434	74.34%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.8607	86.07%

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	98.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.55%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.13%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.05%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.67%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.82%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.02%	89.62%
CHEMBL3194	P02766	Transthyretin	90.73%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.89%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.01%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.41%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.27%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.24%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.44%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.37%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	83.08%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.05%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.33%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.61%	92.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.04%	95.50%

Plants that contains it

• Oxalis triangularis

Cross-Links

• PubChem: 101087211
• LOTUS: LTS0185633
• wikiData: Q105140722