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

Details

• Internal ID: 3b2307e6-8519-4058-956e-763f4c879e47
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)CO)O)OC6C(C(C(C(O6)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C(=O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)CO)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O
• InChI: InChI=1S/C36H36O18/c37-13-22-26(44)29(47)30(48)35(50-22)53-32-27(45)23(14-38)51-36(34(32)52-24(43)10-3-15-1-6-17(39)7-2-15)54-33-28(46)25-20(42)11-19(41)12-21(25)49-31(33)16-4-8-18(40)9-5-16/h1-12,22-23,26-27,29-30,32,34-42,44-45,47-48H,13-14H2/b10-3+/t22-,23-,26-,27-,29+,30-,32+,34-,35+,36+/m1/s1
• InChI Key: OPVAVTLBHGDXFL-IJPYMWTJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₆O₁₈
• Molecular Weight: 756.70 g/mol
• Exact Mass: 756.19016430 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): -0.45
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5570	55.70%
Caco-2	-	0.9157	91.57%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5040	50.40%
OATP2B1 inhibitior	-	0.7044	70.44%
OATP1B1 inhibitior	+	0.8615	86.15%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8649	86.49%
P-glycoprotein inhibitior	+	0.6518	65.18%
P-glycoprotein substrate	-	0.5471	54.71%
CYP3A4 substrate	+	0.6755	67.55%
CYP2C9 substrate	-	0.8095	80.95%
CYP2D6 substrate	-	0.8711	87.11%
CYP3A4 inhibition	-	0.9209	92.09%
CYP2C9 inhibition	-	0.8990	89.90%
CYP2C19 inhibition	-	0.8708	87.08%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.9325	93.25%
CYP2C8 inhibition	+	0.8890	88.90%
CYP inhibitory promiscuity	-	0.7843	78.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6850	68.50%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.8335	83.35%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	+	0.6063	60.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7397	73.97%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.6912	69.12%
skin sensitisation	-	0.8754	87.54%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8964	89.64%
Acute Oral Toxicity (c)	IV	0.4410	44.10%
Estrogen receptor binding	+	0.8374	83.74%
Androgen receptor binding	+	0.7343	73.43%
Thyroid receptor binding	+	0.5409	54.09%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5340	53.40%
PPAR gamma	+	0.7740	77.40%
Honey bee toxicity	-	0.6804	68.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9324	93.24%

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	99.70%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.58%	89.00%
CHEMBL3194	P02766	Transthyretin	95.69%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.66%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.52%	95.64%
CHEMBL2581	P07339	Cathepsin D	93.42%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.19%	99.17%
CHEMBL242	Q92731	Estrogen receptor beta	90.42%	98.35%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.18%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.85%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.52%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	88.35%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	87.66%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.81%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.51%	86.92%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.99%	95.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.32%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.29%	95.50%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	84.13%	88.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.54%	97.09%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.12%	97.53%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.93%	94.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.58%	91.71%

Plants that contains it

• Allium triquetrum

Cross-Links

• PubChem: 11228017
• LOTUS: LTS0220773
• wikiData: Q105196580