[(2S,3S,4R,5S,6S)-5-hydroxy-6-[5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-2-methyl-4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] acetate

Details

• Internal ID: 1fb626e8-6f9b-4531-9aa2-702342ccabb6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3S,4R,5S,6S)-5-hydroxy-6-[5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-2-methyl-4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)OC4C(C(C(C(O4)CO)O)O)O)O)C5=CC=C(C=C5)OC)O)OC6C(C(C(CO6)O)O)O)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H]([C@@H]([C@@H](O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)C5=CC=C(C=C5)OC)O)O[C@@H]6[C@H]([C@@H]([C@H](CO6)O)O)O)OC(=O)C
• InChI: InChI=1S/C40H50O20/c1-15(2)6-11-20-23(56-39-31(50)29(48)27(46)24(13-41)57-39)12-21(43)25-28(47)36(34(58-35(20)25)18-7-9-19(52-5)10-8-18)60-40-32(51)37(33(16(3)54-40)55-17(4)42)59-38-30(49)26(45)22(44)14-53-38/h6-10,12,16,22,24,26-27,29-33,37-41,43-46,48-51H,11,13-14H2,1-5H3/t16-,22-,24+,26+,27+,29-,30-,31+,32-,33-,37+,38+,39+,40-/m0/s1
• InChI Key: OQCRMRUPRKFSAM-JHCPRUJNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₀O₂₀
• Molecular Weight: 850.80 g/mol
• Exact Mass: 850.28954398 g/mol
• Topological Polar Surface Area (TPSA): 299.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -0.90
• H-Bond Acceptor: 20
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8175	81.75%
Caco-2	-	0.9014	90.14%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5378	53.78%
OATP2B1 inhibitior	-	0.7160	71.60%
OATP1B1 inhibitior	+	0.8462	84.62%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9433	94.33%
P-glycoprotein inhibitior	+	0.7052	70.52%
P-glycoprotein substrate	+	0.6602	66.02%
CYP3A4 substrate	+	0.7104	71.04%
CYP2C9 substrate	-	0.6377	63.77%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.9264	92.64%
CYP2C9 inhibition	-	0.7817	78.17%
CYP2C19 inhibition	-	0.7890	78.90%
CYP2D6 inhibition	-	0.8584	85.84%
CYP1A2 inhibition	-	0.8036	80.36%
CYP2C8 inhibition	+	0.7093	70.93%
CYP inhibitory promiscuity	-	0.8542	85.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7103	71.03%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.8095	80.95%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.5028	50.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7751	77.51%
Micronuclear	-	0.5067	50.67%
Hepatotoxicity	-	0.6073	60.73%
skin sensitisation	-	0.8517	85.17%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8946	89.46%
Acute Oral Toxicity (c)	III	0.6351	63.51%
Estrogen receptor binding	+	0.8074	80.74%
Androgen receptor binding	+	0.6604	66.04%
Thyroid receptor binding	+	0.5528	55.28%
Glucocorticoid receptor binding	+	0.6594	65.94%
Aromatase binding	+	0.5499	54.99%
PPAR gamma	+	0.7364	73.64%
Honey bee toxicity	-	0.6606	66.06%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9578	95.78%

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	99.93%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.97%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.96%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.77%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.18%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.64%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.11%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.76%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.20%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.12%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.14%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.67%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	89.03%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.50%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	86.84%	91.49%
CHEMBL4208	P20618	Proteasome component C5	86.76%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.31%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	85.89%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.27%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.51%	97.09%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	84.19%	87.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.66%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.86%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.36%	92.62%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.04%	94.42%

Plants that contains it

• Epimedium sempervirens

Cross-Links

• PubChem: 162924039
• LOTUS: LTS0164610
• wikiData: Q105196715