[(2R,3S,4S,5R,6S)-6-[(2S,3S,4S,5S)-2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 6fd5b455-e944-4d2d-853d-5fd51b7d0ca9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3S,4S,5S)-2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C41H44O22/c1-15-28(48)32(52)34(54)39(58-15)59-19-11-22(45)27-24(12-19)60-36(17-5-8-20(43)21(44)10-17)37(31(27)51)62-41-38(29(49)23(46)13-57-41)63-40-35(55)33(53)30(50)25(61-40)14-56-26(47)9-4-16-2-6-18(42)7-3-16/h2-12,15,23,25,28-30,32-35,38-46,48-50,52-55H,13-14H2,1H3/b9-4+/t15-,23-,25+,28-,29-,30+,32+,33-,34+,35+,38-,39-,40-,41-/m0/s1
• InChI Key: NFVVBGRTSOUXPW-XIFQWTLJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₄O₂₂
• Molecular Weight: 888.80 g/mol
• Exact Mass: 888.23242303 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.60
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5664	56.64%
Caco-2	-	0.8813	88.13%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5852	58.52%
OATP2B1 inhibitior	-	0.7141	71.41%
OATP1B1 inhibitior	+	0.8798	87.98%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6219	62.19%
P-glycoprotein inhibitior	+	0.6983	69.83%
P-glycoprotein substrate	+	0.6925	69.25%
CYP3A4 substrate	+	0.7154	71.54%
CYP2C9 substrate	-	0.8193	81.93%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	-	0.9465	94.65%
CYP2C9 inhibition	-	0.9017	90.17%
CYP2C19 inhibition	-	0.9061	90.61%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	-	0.9241	92.41%
CYP2C8 inhibition	+	0.8529	85.29%
CYP inhibitory promiscuity	-	0.8565	85.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6151	61.51%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9034	90.34%
Skin irritation	-	0.8328	83.28%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	+	0.5263	52.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7638	76.38%
Micronuclear	+	0.6933	69.33%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8820	88.20%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9883	98.83%
Acute Oral Toxicity (c)	III	0.6006	60.06%
Estrogen receptor binding	+	0.7875	78.75%
Androgen receptor binding	+	0.6532	65.32%
Thyroid receptor binding	+	0.5348	53.48%
Glucocorticoid receptor binding	+	0.6058	60.58%
Aromatase binding	+	0.5987	59.87%
PPAR gamma	+	0.7389	73.89%
Honey bee toxicity	-	0.6638	66.38%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9470	94.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.92%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.85%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.00%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.36%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.19%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.48%	95.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.72%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.15%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.53%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.35%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.27%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.17%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.85%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.71%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.48%	85.14%
CHEMBL4208	P20618	Proteasome component C5	88.43%	90.00%
CHEMBL3194	P02766	Transthyretin	88.23%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	87.92%	95.93%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.55%	80.78%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.53%	95.78%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.03%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.05%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.53%	94.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.12%	85.31%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.43%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.96%	95.89%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.40%	80.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.13%	91.71%

Plants that contains it

• Oxytropis myriophylla

Cross-Links

• PubChem: 162897915
• LOTUS: LTS0259349
• wikiData: Q105178707