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

Details

• Internal ID: 90d0bcff-b89d-4926-947f-4b61a4d0eb1c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3R,4S,5S,6R)-2-[[(2S,3R,4R,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-hydroxy-6-methyl-5-[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2OC(=O)C)O)OCC3C(C(C(C(O3)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)O)O)O)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2[C@H](O[C@H]([C@@H]([C@@H]2OC(=O)C)O)OC[C@H]3[C@@H]([C@H]([C@H]([C@@H](O3)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)O)O)O)C)O)O)O
• InChI: InChI=1S/C35H42O20/c1-11-21(40)24(43)26(45)34(49-11)54-29-12(2)50-33(28(47)32(29)51-13(3)36)48-10-19-22(41)25(44)27(46)35(53-19)55-31-23(42)20-17(39)8-16(38)9-18(20)52-30(31)14-4-6-15(37)7-5-14/h4-9,11-12,19,21-22,24-29,32-35,37-41,43-47H,10H2,1-3H3/t11-,12+,19-,21-,22-,24-,25+,26+,27+,28+,29-,32-,33+,34-,35-/m0/s1
• InChI Key: XPKGZGVHRJPRJJ-BJTIVRNPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₂O₂₀
• Molecular Weight: 782.70 g/mol
• Exact Mass: 782.22694372 g/mol
• Topological Polar Surface Area (TPSA): 310.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.97
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 9

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	-	0.8862	88.62%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7010	70.10%
OATP2B1 inhibitior	-	0.5686	56.86%
OATP1B1 inhibitior	+	0.8525	85.25%
OATP1B3 inhibitior	+	0.9026	90.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5558	55.58%
P-glycoprotein inhibitior	+	0.6429	64.29%
P-glycoprotein substrate	+	0.6517	65.17%
CYP3A4 substrate	+	0.6841	68.41%
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	+	0.8077	80.77%
CYP inhibitory promiscuity	-	0.8269	82.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6949	69.49%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9041	90.41%
Skin irritation	-	0.8540	85.40%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3877	38.77%
Micronuclear	+	0.6992	69.92%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9393	93.93%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8790	87.90%
Acute Oral Toxicity (c)	III	0.6145	61.45%
Estrogen receptor binding	+	0.7931	79.31%
Androgen receptor binding	+	0.6411	64.11%
Thyroid receptor binding	+	0.5343	53.43%
Glucocorticoid receptor binding	+	0.6723	67.23%
Aromatase binding	+	0.5660	56.60%
PPAR gamma	+	0.7354	73.54%
Honey bee toxicity	-	0.7118	71.18%
Biodegradation	-	0.8250	82.50%
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	99.45%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.32%	89.00%
CHEMBL2581	P07339	Cathepsin D	98.29%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	96.44%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.84%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.41%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.99%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	94.09%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.25%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.28%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.73%	85.14%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.97%	95.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.31%	95.89%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.51%	81.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.05%	95.56%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.83%	94.42%
CHEMBL3194	P02766	Transthyretin	82.67%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.36%	99.15%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.32%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.89%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.23%	94.45%

Plants that contains it

• Actinidia polygama

Cross-Links

• PubChem: 163044764
• LOTUS: LTS0201454
• wikiData: Q105338569