[(2S,3R,4R,5S,6R)-6-[5-[3-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7-dihydroxy-4-oxochromen-2-yl]-2-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: 50e51a21-9e1e-45cf-b913-7e18095da088
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid 3p-O-p-coumaroyl glycosides
• IUPAC Name: [(2S,3R,4R,5S,6R)-6-[5-[3-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7-dihydroxy-4-oxochromen-2-yl]-2-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3=C(C=CC(=C3)C4=C(C(=O)C5=C(C=C(C=C5O4)O)O)OC6C(C(C(C(O6)CO)O)O)OC(=O)C=CC7=CC(=C(C(=C7)OC)O)OC)OC8C(C(C(C(O8)CO)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)/C=C/C(=O)OC[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)OC3=C(C=CC(=C3)C4=C(C(=O)C5=C(C=C(C=C5O4)O)O)O[C@@H]6[C@H]([C@@H]([C@H]([C@@H](O6)CO)O)O)OC(=O)/C=C/C7=CC(=C(C(=C7)OC)O)OC)O[C@@H]8[C@H]([C@@H]([C@H]([C@@H](O8)CO)O)O)O)O)O)O
• InChI: InChI=1S/C55H60O30/c1-73-29-11-21(12-30(74-2)39(29)62)5-9-36(60)77-20-35-43(66)46(69)49(72)54(83-35)80-27-15-23(7-8-26(27)79-53-48(71)45(68)41(64)33(18-56)81-53)50-51(44(67)38-25(59)16-24(58)17-28(38)78-50)85-55-52(47(70)42(65)34(19-57)82-55)84-37(61)10-6-22-13-31(75-3)40(63)32(14-22)76-4/h5-17,33-35,41-43,45-49,52-59,62-66,68-72H,18-20H2,1-4H3/b9-5+,10-6+/t33-,34-,35-,41-,42-,43-,45+,46+,47+,48-,49-,52-,53-,54-,55+/m0/s1
• InChI Key: MSTNHYRQLRIDJE-SXJIRQGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₆₀O₃₀
• Molecular Weight: 1201.00 g/mol
• Exact Mass: 1200.31694049 g/mol
• Topological Polar Surface Area (TPSA): 454.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -1.62
• H-Bond Acceptor: 30
• H-Bond Donor: 14
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5284	52.84%
Caco-2	-	0.8600	86.00%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4963	49.63%
OATP2B1 inhibitior	-	0.7205	72.05%
OATP1B1 inhibitior	+	0.8358	83.58%
OATP1B3 inhibitior	+	0.9721	97.21%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9024	90.24%
P-glycoprotein inhibitior	+	0.7437	74.37%
P-glycoprotein substrate	+	0.6331	63.31%
CYP3A4 substrate	+	0.7030	70.30%
CYP2C9 substrate	-	0.8144	81.44%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.9320	93.20%
CYP2C9 inhibition	-	0.8977	89.77%
CYP2C19 inhibition	-	0.9209	92.09%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.9398	93.98%
CYP2C8 inhibition	+	0.9039	90.39%
CYP inhibitory promiscuity	-	0.7831	78.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6541	65.41%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.8479	84.79%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.6137	61.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7885	78.85%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.6351	63.51%
skin sensitisation	-	0.8995	89.95%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9704	97.04%
Acute Oral Toxicity (c)	III	0.6211	62.11%
Estrogen receptor binding	+	0.7146	71.46%
Androgen receptor binding	+	0.6788	67.88%
Thyroid receptor binding	+	0.6319	63.19%
Glucocorticoid receptor binding	+	0.7028	70.28%
Aromatase binding	+	0.6131	61.31%
PPAR gamma	+	0.7733	77.33%
Honey bee toxicity	-	0.6919	69.19%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9012	90.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.79%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.77%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.67%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.99%	96.09%
CHEMBL3194	P02766	Transthyretin	95.60%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.51%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.05%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.31%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.74%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.46%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.99%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.98%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.82%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	91.43%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.27%	85.14%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	86.31%	98.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.45%	97.09%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.50%	80.78%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.24%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.53%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	83.19%	94.75%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.44%	97.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.53%	95.78%
CHEMBL5255	O00206	Toll-like receptor 4	81.09%	92.50%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.00%	95.53%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.41%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163191678
• LOTUS: LTS0015957
• wikiData: Q105171405