[(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: e5acb6b0-5037-4d43-9f99-158ad5c3e507
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=CC(=O)OC2C(C(C(OC2OC3C(C(C(OC3OC4=C(OC5=CC(=CC(=C5C4=O)O)OC6C(C(C(C(O6)CO)O)O)O)C7=CC(=C(C=C7)O)O)CO)O)O)CO)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)/C=C/C(=O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3OC4=C(OC5=CC(=CC(=C5C4=O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C7=CC(=C(C=C7)O)O)CO)O)O)CO)O)O
• InChI: InChI=1S/C44H50O26/c1-61-22-7-15(8-23(62-2)29(22)52)3-6-27(51)68-40-35(58)31(54)25(13-46)66-43(40)70-41-36(59)32(55)26(14-47)67-44(41)69-39-33(56)28-20(50)10-17(63-42-37(60)34(57)30(53)24(12-45)65-42)11-21(28)64-38(39)16-4-5-18(48)19(49)9-16/h3-11,24-26,30-32,34-37,40-50,52-55,57-60H,12-14H2,1-2H3/b6-3+/t24-,25-,26-,30-,31-,32-,34+,35+,36+,37-,40-,41-,42-,43+,44+/m1/s1
• InChI Key: SGQPSZYQOGDJOC-CNEWHDBPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₀O₂₆
• Molecular Weight: 994.80 g/mol
• Exact Mass: 994.25903170 g/mol
• Topological Polar Surface Area (TPSA): 410.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -3.25
• H-Bond Acceptor: 26
• H-Bond Donor: 14
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5340	53.40%
Caco-2	-	0.8713	87.13%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5166	51.66%
OATP2B1 inhibitior	-	0.7202	72.02%
OATP1B1 inhibitior	+	0.8961	89.61%
OATP1B3 inhibitior	+	0.9824	98.24%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7644	76.44%
P-glycoprotein inhibitior	+	0.7340	73.40%
P-glycoprotein substrate	+	0.6011	60.11%
CYP3A4 substrate	+	0.7017	70.17%
CYP2C9 substrate	-	0.8152	81.52%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.9031	90.31%
CYP2C9 inhibition	-	0.8732	87.32%
CYP2C19 inhibition	-	0.8905	89.05%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	-	0.9355	93.55%
CYP2C8 inhibition	+	0.8844	88.44%
CYP inhibitory promiscuity	-	0.7496	74.96%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6813	68.13%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9011	90.11%
Skin irritation	-	0.8436	84.36%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6794	67.94%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8927	89.27%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9639	96.39%
Acute Oral Toxicity (c)	III	0.6240	62.40%
Estrogen receptor binding	+	0.7794	77.94%
Androgen receptor binding	+	0.6524	65.24%
Thyroid receptor binding	+	0.5645	56.45%
Glucocorticoid receptor binding	+	0.6196	61.96%
Aromatase binding	+	0.5667	56.67%
PPAR gamma	+	0.7530	75.30%
Honey bee toxicity	-	0.6496	64.96%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8986	89.86%

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	99.78%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.73%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.66%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	96.45%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.42%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.54%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.38%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.92%	95.56%
CHEMBL3194	P02766	Transthyretin	92.83%	90.71%
CHEMBL2581	P07339	Cathepsin D	92.63%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.88%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	91.86%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.62%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.25%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.83%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.69%	86.92%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.43%	80.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.67%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.76%	94.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.25%	95.64%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.20%	97.28%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.05%	97.36%
CHEMBL4208	P20618	Proteasome component C5	81.83%	90.00%

Plants that contains it

• Brassica napus

Cross-Links

• PubChem: 100917770
• LOTUS: LTS0053011
• wikiData: Q105252520