[(2R,3S,4S,5R,6S)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4-dihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: b53f8f0b-17cc-4ce8-99ef-c8bf3c5cbb14
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4-dihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C(=C4)O)OC)O)O)OC5C(C(CO5)(CO)O)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C(=C4)O)OC)O)O)O[C@H]5[C@@H]([C@](CO5)(CO)O)O)O)O
• InChI: InChI=1S/C29H32O17/c1-11(31)41-8-20-22(36)23(37)25(46-28-26(38)29(39,9-30)10-42-28)27(45-20)43-13-5-14(32)21-15(33)7-18(44-19(21)6-13)12-3-16(34)24(40-2)17(35)4-12/h3-7,20,22-23,25-28,30,32,34-39H,8-10H2,1-2H3/t20-,22-,23+,25-,26+,27-,28+,29-/m1/s1
• InChI Key: VWXAAMROKPFVIO-WJPRWVBUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₇
• Molecular Weight: 652.60 g/mol
• Exact Mass: 652.16394955 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.20
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7106	71.06%
Caco-2	-	0.8872	88.72%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5613	56.13%
OATP2B1 inhibitior	-	0.7131	71.31%
OATP1B1 inhibitior	+	0.9057	90.57%
OATP1B3 inhibitior	+	0.9650	96.50%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8025	80.25%
P-glycoprotein inhibitior	+	0.6150	61.50%
P-glycoprotein substrate	+	0.5638	56.38%
CYP3A4 substrate	+	0.6928	69.28%
CYP2C9 substrate	-	0.8258	82.58%
CYP2D6 substrate	-	0.8730	87.30%
CYP3A4 inhibition	-	0.8802	88.02%
CYP2C9 inhibition	-	0.9109	91.09%
CYP2C19 inhibition	-	0.9054	90.54%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.9029	90.29%
CYP2C8 inhibition	+	0.6592	65.92%
CYP inhibitory promiscuity	-	0.8802	88.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9193	91.93%
Skin irritation	-	0.8120	81.20%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.5364	53.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7220	72.20%
Micronuclear	+	0.5533	55.33%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8838	88.38%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8644	86.44%
Acute Oral Toxicity (c)	III	0.6347	63.47%
Estrogen receptor binding	+	0.8620	86.20%
Androgen receptor binding	+	0.6041	60.41%
Thyroid receptor binding	+	0.5706	57.06%
Glucocorticoid receptor binding	+	0.6626	66.26%
Aromatase binding	+	0.6465	64.65%
PPAR gamma	+	0.7181	71.81%
Honey bee toxicity	-	0.6943	69.43%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8666	86.66%

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	99.80%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.71%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.93%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.78%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	95.59%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.11%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.65%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.58%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.21%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.65%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.57%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.12%	94.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.89%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.70%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.66%	86.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.87%	97.28%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.00%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	83.80%	91.49%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.67%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.60%	97.21%
CHEMBL5255	O00206	Toll-like receptor 4	82.83%	92.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.58%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	81.71%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.30%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.00%	95.89%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.55%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.29%	99.17%
CHEMBL4208	P20618	Proteasome component C5	80.03%	90.00%

Plants that contains it

• Paullinia pinnata

Cross-Links

• PubChem: 10556231
• LOTUS: LTS0185145
• wikiData: Q105298318