[(2S,3S,4S,5R,6R)-6-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-5-hydroxy-2-methyl-4-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-3-yl] acetate

Details

• Internal ID: c4b539a7-dca8-4489-9047-898f4b406839
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3S,4S,5R,6R)-6-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-5-hydroxy-2-methyl-4-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O)OC6C(C(C(C(O6)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C41H48O23/c1-14-32(57-16(3)42)36(64-41-38(60-19(6)45)37(59-18(5)44)33(15(2)56-41)58-17(4)43)31(53)39(55-14)54-13-25-27(49)29(51)30(52)40(62-25)63-35-28(50)26-23(48)11-22(47)12-24(26)61-34(35)20-7-9-21(46)10-8-20/h7-12,14-15,25,27,29-33,36-41,46-49,51-53H,13H2,1-6H3/t14-,15-,25+,27+,29-,30+,31+,32-,33-,36-,37+,38+,39+,40-,41-/m0/s1
• InChI Key: KFDDVGSCUYDVLR-QRSXFULZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₈O₂₃
• Molecular Weight: 908.80 g/mol
• Exact Mass: 908.25863777 g/mol
• Topological Polar Surface Area (TPSA): 329.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.26
• H-Bond Acceptor: 23
• H-Bond Donor: 7
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5722	57.22%
Caco-2	-	0.8716	87.16%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7010	70.10%
OATP2B1 inhibitior	-	0.7092	70.92%
OATP1B1 inhibitior	+	0.8424	84.24%
OATP1B3 inhibitior	+	0.9026	90.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7161	71.61%
P-glycoprotein inhibitior	+	0.7256	72.56%
P-glycoprotein substrate	+	0.6107	61.07%
CYP3A4 substrate	+	0.6898	68.98%
CYP2C9 substrate	+	0.5319	53.19%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.9477	94.77%
CYP2C9 inhibition	-	0.9237	92.37%
CYP2C19 inhibition	-	0.9484	94.84%
CYP2D6 inhibition	-	0.9669	96.69%
CYP1A2 inhibition	-	0.9060	90.60%
CYP2C8 inhibition	+	0.8226	82.26%
CYP inhibitory promiscuity	-	0.8269	82.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6949	69.49%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.8540	85.40%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3776	37.76%
Micronuclear	+	0.6992	69.92%
Hepatotoxicity	-	0.5447	54.47%
skin sensitisation	-	0.9393	93.93%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7909	79.09%
Acute Oral Toxicity (c)	III	0.6145	61.45%
Estrogen receptor binding	+	0.8109	81.09%
Androgen receptor binding	+	0.6931	69.31%
Thyroid receptor binding	+	0.5479	54.79%
Glucocorticoid receptor binding	+	0.7500	75.00%
Aromatase binding	+	0.6557	65.57%
PPAR gamma	+	0.7678	76.78%
Honey bee toxicity	-	0.7085	70.85%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	0.9438	94.38%

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	99.50%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.42%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.22%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.28%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.77%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.94%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.43%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.21%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.96%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.78%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	90.21%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.17%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.47%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.14%	94.80%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.51%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.05%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.19%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.43%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.62%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.43%	94.42%
CHEMBL3194	P02766	Transthyretin	81.25%	90.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.08%	93.65%

Plants that contains it

• Camellia reticulata

Cross-Links

• PubChem: 162986712
• LOTUS: LTS0257454
• wikiData: Q105140316