[(2S)-2-[4-[(2S,3R,4S,5S,6R)-3-[(2S,3S,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5-hydroxy-4-oxo-2,3-dihydrochromen-7-yl] (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: 3fc05e34-90d8-462d-b7f6-20bfc4af45a8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(2S)-2-[4-[(2S,3R,4S,5S,6R)-3-[(2S,3S,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5-hydroxy-4-oxo-2,3-dihydrochromen-7-yl] (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• InChI: InChI=1S/C37H40O18/c1-48-25-9-17(10-26(49-2)30(25)43)3-8-28(42)51-20-11-21(40)29-22(41)13-23(53-24(29)12-20)18-4-6-19(7-5-18)52-35-33(32(45)31(44)27(14-38)54-35)55-36-34(46)37(47,15-39)16-50-36/h3-12,23,27,31-36,38-40,43-47H,13-16H2,1-2H3/b8-3+/t23-,27+,31+,32-,33+,34+,35+,36-,37+/m0/s1
• InChI Key: PSZFXLHZWDZQMH-VFVVEGKBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₀O₁₈
• Molecular Weight: 772.70 g/mol
• Exact Mass: 772.22146442 g/mol
• Topological Polar Surface Area (TPSA): 270.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.08
• H-Bond Acceptor: 18
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7004	70.04%
Caco-2	-	0.8714	87.14%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.5797	57.97%
OATP2B1 inhibitior	-	0.7158	71.58%
OATP1B1 inhibitior	+	0.8831	88.31%
OATP1B3 inhibitior	+	0.9685	96.85%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9555	95.55%
P-glycoprotein inhibitior	+	0.7309	73.09%
P-glycoprotein substrate	+	0.6008	60.08%
CYP3A4 substrate	+	0.7136	71.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8678	86.78%
CYP3A4 inhibition	-	0.8009	80.09%
CYP2C9 inhibition	-	0.8644	86.44%
CYP2C19 inhibition	-	0.8596	85.96%
CYP2D6 inhibition	-	0.9210	92.10%
CYP1A2 inhibition	-	0.9189	91.89%
CYP2C8 inhibition	+	0.7376	73.76%
CYP inhibitory promiscuity	-	0.7816	78.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5380	53.80%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.8125	81.25%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7687	76.87%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8337	83.37%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6641	66.41%
Acute Oral Toxicity (c)	III	0.5990	59.90%
Estrogen receptor binding	+	0.7725	77.25%
Androgen receptor binding	+	0.6015	60.15%
Thyroid receptor binding	+	0.5799	57.99%
Glucocorticoid receptor binding	+	0.6632	66.32%
Aromatase binding	+	0.5869	58.69%
PPAR gamma	+	0.7349	73.49%
Honey bee toxicity	-	0.6185	61.85%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8920	89.20%

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	99.87%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.71%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.59%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.85%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.33%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.19%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.17%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.23%	96.00%
CHEMBL4208	P20618	Proteasome component C5	93.16%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.36%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.42%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.06%	91.07%
CHEMBL2243	O00519	Anandamide amidohydrolase	89.70%	97.53%
CHEMBL2581	P07339	Cathepsin D	89.48%	98.95%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.69%	92.68%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.48%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.34%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.79%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.70%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.64%	95.93%
CHEMBL3194	P02766	Transthyretin	84.94%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.17%	97.36%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.66%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.66%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.47%	92.62%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.74%	97.28%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.15%	95.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.15%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.96%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.53%	97.14%

Plants that contains it

• Viscum album

Cross-Links

• PubChem: 163188768
• LOTUS: LTS0086896
• wikiData: Q104888503