[6-[3-[3-[4,5-Dihydroxy-3-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxy]-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: 98b8d324-bcae-4f34-9768-80e14cc257e4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [6-[3-[3-[4,5-dihydroxy-3-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxy]-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 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=CC(=C4C(=C3)OC(=C(C4=O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)OC(=O)C=CC7=CC(=C(C(=C7)OC)O)OC)C8=CC=C(C=C8)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)OC(=O)C=CC7=CC(=C(C(=C7)OC)O)OC)C8=CC=C(C=C8)O)O)O)O)O
• InChI: InChI=1S/C55H60O29/c1-72-29-13-22(14-30(73-2)39(29)62)5-11-36(60)76-21-35-43(66)45(68)48(71)53(81-35)77-26-17-27(59)38-28(18-26)78-49(24-7-9-25(58)10-8-24)50(44(38)67)83-55-52(47(70)42(65)34(20-57)80-55)84-54-51(46(69)41(64)33(19-56)79-54)82-37(61)12-6-23-15-31(74-3)40(63)32(16-23)75-4/h5-18,33-35,41-43,45-48,51-59,62-66,68-71H,19-21H2,1-4H3
• InChI Key: QBWZDTGBTDQSSQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₆₀O₂₉
• Molecular Weight: 1185.00 g/mol
• Exact Mass: 1184.32202587 g/mol
• Topological Polar Surface Area (TPSA): 434.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): -0.97
• H-Bond Acceptor: 29
• H-Bond Donor: 13
• 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	-	0.8596	85.96%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.4963	49.63%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.8606	86.06%
OATP1B3 inhibitior	+	0.9721	97.21%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8081	80.81%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.6461	64.61%
CYP3A4 substrate	+	0.7093	70.93%
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	+	0.8726	87.26%
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	-	0.8976	89.76%
Skin irritation	-	0.8479	84.79%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7493	74.93%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8995	89.95%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9578	95.78%
Acute Oral Toxicity (c)	III	0.6211	62.11%
Estrogen receptor binding	+	0.7258	72.58%
Androgen receptor binding	+	0.6928	69.28%
Thyroid receptor binding	+	0.6307	63.07%
Glucocorticoid receptor binding	+	0.6919	69.19%
Aromatase binding	+	0.6061	60.61%
PPAR gamma	+	0.7682	76.82%
Honey bee toxicity	-	0.6562	65.62%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.56%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.77%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.07%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.93%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.88%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	95.73%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.62%	95.64%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.52%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.60%	94.00%
CHEMBL3194	P02766	Transthyretin	93.54%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.16%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.30%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.16%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.52%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.79%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.75%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.19%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.25%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.80%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	85.29%	92.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.95%	99.15%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.91%	97.28%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.54%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.15%	95.89%

Plants that contains it

• Brassica napus

Cross-Links

• PubChem: 163056032
• LOTUS: LTS0123596
• wikiData: Q105218053