[(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 916e109c-0551-47f4-9ff7-98ff06c30a53
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC(=C(C2=O)OC3C(C(C(C(O3)CO)O)O)OC4C(C(CO4)(COC(=O)C=CC5=CC=C(C=C5)O)O)O)C6=CC=C(C=C6)O)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC(=C(C2=O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O[C@H]4[C@@H]([C@](CO4)(COC(=O)/C=C/C5=CC=C(C=C5)O)O)O)C6=CC=C(C=C6)O)O
• InChI: InChI=1S/C36H36O17/c1-47-21-12-22(40)26-23(13-21)50-30(18-5-9-20(39)10-6-18)31(28(26)43)52-34-32(29(44)27(42)24(14-37)51-34)53-35-33(45)36(46,16-49-35)15-48-25(41)11-4-17-2-7-19(38)8-3-17/h2-13,24,27,29,32-35,37-40,42,44-46H,14-16H2,1H3/b11-4+/t24-,27-,29+,32-,33+,34+,35+,36-/m1/s1
• InChI Key: UWRVNAYXPMAZQA-DYYPYGAYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₆O₁₇
• Molecular Weight: 740.70 g/mol
• Exact Mass: 740.19524968 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.49
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7084	70.84%
Caco-2	-	0.8896	88.96%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5890	58.90%
OATP2B1 inhibitior	-	0.7133	71.33%
OATP1B1 inhibitior	+	0.8668	86.68%
OATP1B3 inhibitior	+	0.9744	97.44%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7825	78.25%
P-glycoprotein inhibitior	+	0.6832	68.32%
P-glycoprotein substrate	+	0.6210	62.10%
CYP3A4 substrate	+	0.7130	71.30%
CYP2C9 substrate	-	0.8150	81.50%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.8400	84.00%
CYP2C9 inhibition	-	0.8388	83.88%
CYP2C19 inhibition	-	0.8253	82.53%
CYP2D6 inhibition	-	0.9123	91.23%
CYP1A2 inhibition	-	0.9178	91.78%
CYP2C8 inhibition	+	0.8370	83.70%
CYP inhibitory promiscuity	-	0.7981	79.81%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4932	49.32%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9135	91.35%
Skin irritation	-	0.8099	80.99%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6422	64.22%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.5841	58.41%
skin sensitisation	-	0.8399	83.99%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.9031	90.31%
Acute Oral Toxicity (c)	III	0.6079	60.79%
Estrogen receptor binding	+	0.8229	82.29%
Androgen receptor binding	+	0.7844	78.44%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6238	62.38%
Aromatase binding	+	0.6293	62.93%
PPAR gamma	+	0.7045	70.45%
Honey bee toxicity	-	0.7050	70.50%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8698	86.98%

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	99.78%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.34%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.39%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.22%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.71%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.94%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.15%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.78%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.61%	98.95%
CHEMBL3922	P50579	Methionine aminopeptidase 2	90.55%	97.28%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.74%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.86%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.14%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.68%	94.33%
CHEMBL4208	P20618	Proteasome component C5	86.63%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.17%	95.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.76%	99.15%
CHEMBL3194	P02766	Transthyretin	84.57%	90.71%
CHEMBL242	Q92731	Estrogen receptor beta	84.56%	98.35%
CHEMBL1951	P21397	Monoamine oxidase A	83.36%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	83.02%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.87%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.70%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.80%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.51%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.18%	95.89%

Plants that contains it

• Phyllolobium chinense

Cross-Links

• PubChem: 10439990
• LOTUS: LTS0004864
• wikiData: Q105280523