[(2S,3S,4S,5S)-2-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,5-dihydroxyoxan-4-yl] acetate

Details

• Internal ID: 3a0d3c5e-df0f-4af7-8260-10e3b7c08f9b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3S,4S,5S)-2-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,5-dihydroxyoxan-4-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(COC(C1O)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O
• SMILES (Isomeric): CC(=O)O[C@H]1[C@H](CO[C@H]([C@H]1O)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
• InChI: InChI=1S/C28H30O16/c1-10(29)41-25-15(33)8-39-27(23(25)38)40-9-17-19(34)21(36)22(37)28(43-17)44-26-20(35)18-14(32)6-13(31)7-16(18)42-24(26)11-2-4-12(30)5-3-11/h2-7,15,17,19,21-23,25,27-28,30-34,36-38H,8-9H2,1H3/t15-,17+,19+,21-,22+,23-,25-,27-,28-/m0/s1
• InChI Key: ASKNNOPNSQXQPY-XIBVQPFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₀O₁₆
• Molecular Weight: 622.50 g/mol
• Exact Mass: 622.15338487 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.21
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5282	52.82%
Caco-2	-	0.9191	91.91%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6736	67.36%
OATP2B1 inhibitior	-	0.5728	57.28%
OATP1B1 inhibitior	+	0.8598	85.98%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6882	68.82%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.5684	56.84%
CYP3A4 substrate	+	0.6911	69.11%
CYP2C9 substrate	+	0.5319	53.19%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.9536	95.36%
CYP2C9 inhibition	-	0.9375	93.75%
CYP2C19 inhibition	-	0.9214	92.14%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.8992	89.92%
CYP2C8 inhibition	+	0.7736	77.36%
CYP inhibitory promiscuity	-	0.9323	93.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6861	68.61%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9018	90.18%
Skin irritation	-	0.8525	85.25%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4563	45.63%
Micronuclear	+	0.5874	58.74%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9200	92.00%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8838	88.38%
Acute Oral Toxicity (c)	III	0.5835	58.35%
Estrogen receptor binding	+	0.8127	81.27%
Androgen receptor binding	+	0.7052	70.52%
Thyroid receptor binding	-	0.5154	51.54%
Glucocorticoid receptor binding	+	0.5633	56.33%
Aromatase binding	+	0.6516	65.16%
PPAR gamma	+	0.7410	74.10%
Honey bee toxicity	-	0.7581	75.81%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9289	92.89%

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	99.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.68%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	98.03%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.86%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.88%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.26%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.08%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.04%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.62%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	89.96%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.85%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	87.60%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.57%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.25%	95.78%
CHEMBL4208	P20618	Proteasome component C5	82.89%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.48%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.14%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.65%	94.80%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.58%	80.33%
CHEMBL5255	O00206	Toll-like receptor 4	81.56%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.38%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.99%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.89%	99.23%

Plants that contains it

• Thalictrum atriplex

Cross-Links

• PubChem: 163067549
• LOTUS: LTS0154627
• wikiData: Q104917908