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

Details

• Internal ID: 2602d6b4-4769-4c92-9aed-a0a438efc152
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[5-hydroxy-4-oxo-7-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[4-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-3-yl]oxyoxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC=C(C=C6)OC7C(C(C(C(O7)CO)O)O)O)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=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[C@H]5[C@@H]([C@@H]([C@@H]([C@@H](O5)CO)O)O)O)C6=CC=C(C=C6)O[C@H]7[C@@H]([C@@H]([C@@H]([C@@H](O7)CO)O)O)O)CO)O)O)O
• InChI: InChI=1S/C43H48O24/c1-59-22-10-16(2-8-20(22)47)3-9-27(49)66-40-35(56)31(52)26(15-46)65-43(40)67-39-32(53)28-21(48)11-19(61-42-37(58)34(55)30(51)25(14-45)64-42)12-23(28)62-38(39)17-4-6-18(7-5-17)60-41-36(57)33(54)29(50)24(13-44)63-41/h2-12,24-26,29-31,33-37,40-48,50-52,54-58H,13-15H2,1H3/b9-3+/t24-,25-,26+,29+,30+,31+,33+,34+,35+,36+,37+,40+,41+,42+,43-/m0/s1
• InChI Key: XDQCEAKLWIPMLQ-YFQZWWFKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₄₈O₂₄
• Molecular Weight: 948.80 g/mol
• Exact Mass: 948.25355239 g/mol
• Topological Polar Surface Area (TPSA): 380.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -3.32
• H-Bond Acceptor: 24
• H-Bond Donor: 13
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5206	52.06%
Caco-2	-	0.8776	87.76%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5187	51.87%
OATP2B1 inhibitior	-	0.7101	71.01%
OATP1B1 inhibitior	+	0.8978	89.78%
OATP1B3 inhibitior	+	0.9869	98.69%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9239	92.39%
P-glycoprotein inhibitior	+	0.7278	72.78%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6862	68.62%
CYP2C9 substrate	-	0.8144	81.44%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.9297	92.97%
CYP2C9 inhibition	-	0.8537	85.37%
CYP2C19 inhibition	-	0.8635	86.35%
CYP2D6 inhibition	-	0.9435	94.35%
CYP1A2 inhibition	-	0.9248	92.48%
CYP2C8 inhibition	+	0.8685	86.85%
CYP inhibitory promiscuity	-	0.7541	75.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6400	64.00%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.8356	83.56%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.5728	57.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.8062	80.62%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9612	96.12%
Acute Oral Toxicity (c)	III	0.5949	59.49%
Estrogen receptor binding	+	0.7513	75.13%
Androgen receptor binding	+	0.6817	68.17%
Thyroid receptor binding	+	0.5648	56.48%
Glucocorticoid receptor binding	+	0.5976	59.76%
Aromatase binding	-	0.4939	49.39%
PPAR gamma	+	0.7392	73.92%
Honey bee toxicity	-	0.7084	70.84%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8772	87.72%

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	99.76%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.27%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.55%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.95%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.72%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.24%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.15%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.36%	85.14%
CHEMBL3194	P02766	Transthyretin	93.18%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.00%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.39%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.08%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.36%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.66%	95.50%
CHEMBL2581	P07339	Cathepsin D	90.43%	98.95%
CHEMBL4208	P20618	Proteasome component C5	88.14%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.07%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.93%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	86.79%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.90%	80.78%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.74%	95.64%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.33%	95.78%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.94%	97.28%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.33%	92.62%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.76%	96.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.48%	94.33%
CHEMBL1907	P15144	Aminopeptidase N	80.29%	93.31%

Plants that contains it

• Allium tuberosum

Cross-Links

• PubChem: 162921857
• LOTUS: LTS0126076
• wikiData: Q105325999