3-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxy-3-[(2R,3R,4R,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: 8e5cd2aa-9488-4ee1-a404-a26a2ad30fe1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxy-3-[(2R,3R,4R,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• InChI: InChI=1S/C37H46O24/c1-10-19(42)30(58-34-26(49)20(43)15(41)8-53-34)28(51)35(55-10)54-9-17-21(44)24(47)32(60-36-27(50)23(46)25(48)33(52)61-36)37(57-17)59-31-22(45)18-14(40)6-13(39)7-16(18)56-29(31)11-2-4-12(38)5-3-11/h2-7,10,15,17,19-21,23-28,30,32-44,46-52H,8-9H2,1H3/t10-,15+,17+,19-,20-,21-,23+,24-,25+,26+,27+,28+,30+,32+,33+,34-,35+,36+,37-/m0/s1
• InChI Key: LUNHMOXPJRDEKM-DYJWHQCISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₆O₂₄
• Molecular Weight: 874.70 g/mol
• Exact Mass: 874.23790233 g/mol
• Topological Polar Surface Area (TPSA): 383.00 Ų
• XlogP: -4.50
• Atomic LogP (AlogP): -5.15
• H-Bond Acceptor: 24
• H-Bond Donor: 14
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5635	56.35%
Caco-2	-	0.8928	89.28%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6570	65.70%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8527	85.27%
OATP1B3 inhibitior	+	0.9190	91.90%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5779	57.79%
P-glycoprotein inhibitior	+	0.6070	60.70%
P-glycoprotein substrate	+	0.7096	70.96%
CYP3A4 substrate	+	0.7048	70.48%
CYP2C9 substrate	-	0.6795	67.95%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.9513	95.13%
CYP2C9 inhibition	-	0.9536	95.36%
CYP2C19 inhibition	-	0.9338	93.38%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	-	0.9091	90.91%
CYP2C8 inhibition	+	0.8236	82.36%
CYP inhibitory promiscuity	-	0.8349	83.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6383	63.83%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9051	90.51%
Skin irritation	-	0.8252	82.52%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7286	72.86%
Micronuclear	+	0.6933	69.33%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9218	92.18%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9675	96.75%
Acute Oral Toxicity (c)	III	0.6372	63.72%
Estrogen receptor binding	+	0.8034	80.34%
Androgen receptor binding	+	0.6346	63.46%
Thyroid receptor binding	+	0.5228	52.28%
Glucocorticoid receptor binding	-	0.4693	46.93%
Aromatase binding	+	0.5407	54.07%
PPAR gamma	+	0.7452	74.52%
Honey bee toxicity	-	0.6982	69.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5050	50.50%
Fish aquatic toxicity	+	0.8359	83.59%

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	99.74%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.12%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.22%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.07%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	96.63%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.43%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.59%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.84%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.66%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.25%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.86%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	85.60%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.42%	97.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	84.58%	80.33%
CHEMBL4208	P20618	Proteasome component C5	84.54%	90.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.46%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.39%	99.17%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	84.39%	92.78%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.92%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.73%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	83.67%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.49%	86.92%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.15%	93.10%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.14%	94.80%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.11%	95.83%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.06%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.65%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.77%	97.36%

Plants that contains it

• Astragalus caprinus

Cross-Links

• PubChem: 162938777
• LOTUS: LTS0251934
• wikiData: Q105157562