[(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4-oxochromen-3-yl]oxy-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 59ff7deb-28e1-4307-aa21-1cd4b1d5c161
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4-oxochromen-3-yl]oxy-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(C(OC2OCC3C(C(C(C(O3)OC4=C(OC5=C(C4=O)C(=C(C(=C5)O)OC)O)C6=CC(=C(C=C6)O)OC)OC7C(C(CO7)(CO)O)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]2OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC4=C(OC5=C(C4=O)C(=C(C(=C5)O)OC)O)C6=CC(=C(C=C6)O)OC)O[C@H]7[C@@H]([C@](CO7)(CO)O)O)O)O)CO)O)O)O
• InChI: InChI=1S/C44H50O25/c1-59-22-10-17(4-7-19(22)47)5-9-27(50)67-38-33(55)29(51)25(13-45)65-41(38)62-14-26-30(52)34(56)39(69-43-40(57)44(58,15-46)16-63-43)42(66-26)68-37-32(54)28-24(12-21(49)36(61-3)31(28)53)64-35(37)18-6-8-20(48)23(11-18)60-2/h4-12,25-26,29-30,33-34,38-43,45-49,51-53,55-58H,13-16H2,1-3H3/b9-5+/t25-,26-,29-,30-,33+,34+,38-,39-,40+,41-,42+,43+,44-/m1/s1
• InChI Key: OWEXXLIDPNHERV-NWIMZWSJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₀O₂₅
• Molecular Weight: 978.90 g/mol
• Exact Mass: 978.26411708 g/mol
• Topological Polar Surface Area (TPSA): 378.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.96
• H-Bond Acceptor: 25
• H-Bond Donor: 12
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7071	70.71%
Caco-2	-	0.8706	87.06%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5517	55.17%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8528	85.28%
OATP1B3 inhibitior	+	0.9616	96.16%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6233	62.33%
P-glycoprotein inhibitior	+	0.7310	73.10%
P-glycoprotein substrate	+	0.6869	68.69%
CYP3A4 substrate	+	0.7268	72.68%
CYP2C9 substrate	-	0.8150	81.50%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.8411	84.11%
CYP2C9 inhibition	-	0.8795	87.95%
CYP2C19 inhibition	-	0.8897	88.97%
CYP2D6 inhibition	-	0.9335	93.35%
CYP1A2 inhibition	-	0.9174	91.74%
CYP2C8 inhibition	+	0.8541	85.41%
CYP inhibitory promiscuity	-	0.7910	79.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5199	51.99%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.8119	81.19%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6028	60.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6961	69.61%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8460	84.60%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.9788	97.88%
Acute Oral Toxicity (c)	III	0.5632	56.32%
Estrogen receptor binding	+	0.7894	78.94%
Androgen receptor binding	+	0.6667	66.67%
Thyroid receptor binding	+	0.5475	54.75%
Glucocorticoid receptor binding	+	0.6584	65.84%
Aromatase binding	+	0.6200	62.00%
PPAR gamma	+	0.7671	76.71%
Honey bee toxicity	-	0.6622	66.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8951	89.51%

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	99.91%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.25%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.96%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.90%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.20%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.86%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.30%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.73%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.14%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.64%	94.33%
CHEMBL4302	P08183	P-glycoprotein 1	89.72%	92.98%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.29%	86.92%
CHEMBL2581	P07339	Cathepsin D	88.19%	98.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.71%	80.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.98%	99.15%
CHEMBL3194	P02766	Transthyretin	85.86%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.80%	99.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.80%	97.28%
CHEMBL4208	P20618	Proteasome component C5	84.45%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.35%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	84.30%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.76%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.36%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.71%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.67%	95.83%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.95%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	80.49%	94.73%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.43%	96.90%
CHEMBL340	P08684	Cytochrome P450 3A4	80.03%	91.19%

Plants that contains it

• Spinacia oleracea

Cross-Links

• PubChem: 101714008
• LOTUS: LTS0115547
• wikiData: Q105201964