[(2S,3S,4S,5S,6R)-2-[(2S,3S,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-7-[(2S,3R,4S,5S,6S)-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-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 1912a436-1e6b-4970-ad4a-8dc99557629d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3S,4S,5S,6R)-2-[(2S,3S,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-7-[(2S,3R,4S,5S,6S)-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-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=C(C=C1C=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)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1/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)O)O
• InChI: InChI=1S/C42H46O25/c43-11-23-28(52)32(56)35(59)40(62-23)60-16-9-21(50)27-22(10-16)61-36(15-3-5-18(47)20(49)8-15)37(31(27)55)66-42-39(34(58)30(54)25(13-45)64-42)67-41-38(33(57)29(53)24(12-44)63-41)65-26(51)6-2-14-1-4-17(46)19(48)7-14/h1-10,23-25,28-30,32-35,38-50,52-54,56-59H,11-13H2/b6-2+/t23-,24+,25+,28+,29+,30+,32-,33-,34-,35+,38-,39-,40+,41-,42-/m0/s1
• InChI Key: QBXRXORKIXERDE-JJPYBHRJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₆O₂₅
• Molecular Weight: 950.80 g/mol
• Exact Mass: 950.23281695 g/mol
• Topological Polar Surface Area (TPSA): 411.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -3.57
• H-Bond Acceptor: 25
• H-Bond Donor: 15
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5570	55.70%
Caco-2	-	0.8801	88.01%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5040	50.40%
OATP2B1 inhibitior	-	0.7125	71.25%
OATP1B1 inhibitior	+	0.9095	90.95%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7392	73.92%
P-glycoprotein inhibitior	+	0.7104	71.04%
P-glycoprotein substrate	-	0.5485	54.85%
CYP3A4 substrate	+	0.6881	68.81%
CYP2C9 substrate	-	0.8109	81.09%
CYP2D6 substrate	-	0.8693	86.93%
CYP3A4 inhibition	-	0.9209	92.09%
CYP2C9 inhibition	-	0.8990	89.90%
CYP2C19 inhibition	-	0.8708	87.08%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.9325	93.25%
CYP2C8 inhibition	+	0.8710	87.10%
CYP inhibitory promiscuity	-	0.7843	78.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6850	68.50%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.8335	83.35%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7059	70.59%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.6946	69.46%
skin sensitisation	-	0.8754	87.54%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9599	95.99%
Acute Oral Toxicity (c)	IV	0.4410	44.10%
Estrogen receptor binding	+	0.7655	76.55%
Androgen receptor binding	+	0.6696	66.96%
Thyroid receptor binding	+	0.5529	55.29%
Glucocorticoid receptor binding	-	0.4741	47.41%
Aromatase binding	+	0.5495	54.95%
PPAR gamma	+	0.7270	72.70%
Honey bee toxicity	-	0.6464	64.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9324	93.24%

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	99.82%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.56%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.53%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.98%	86.33%
CHEMBL3194	P02766	Transthyretin	94.22%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.83%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.28%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.23%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.60%	96.00%
CHEMBL2581	P07339	Cathepsin D	91.42%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.63%	97.09%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.38%	80.78%
CHEMBL3401	O75469	Pregnane X receptor	89.87%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.92%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.70%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.68%	86.92%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.90%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.21%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.53%	95.78%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.62%	97.28%
CHEMBL4208	P20618	Proteasome component C5	82.41%	90.00%

Plants that contains it

• Ranunculus biternatus

Cross-Links

• PubChem: 163050451
• LOTUS: LTS0244315
• wikiData: Q105218081