3-[6-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: 5675ab99-0d7f-407e-9987-4a82441f62fa
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O)(CO)O
• SMILES (Isomeric): C1C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O)(CO)O
• InChI: InChI=1S/C26H28O15/c27-8-26(36)9-38-25(23(26)35)37-7-15-17(31)19(33)20(34)24(40-15)41-22-18(32)16-13(30)5-12(29)6-14(16)39-21(22)10-1-3-11(28)4-2-10/h1-6,15,17,19-20,23-25,27-31,33-36H,7-9H2
• InChI Key: LDTHJMJBNIWQMR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₅
• Molecular Weight: 580.50 g/mol
• Exact Mass: 580.14282018 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.78
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6622	66.22%
Caco-2	-	0.9187	91.87%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6721	67.21%
OATP2B1 inhibitior	-	0.5597	55.97%
OATP1B1 inhibitior	+	0.8866	88.66%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6192	61.92%
P-glycoprotein inhibitior	-	0.4737	47.37%
P-glycoprotein substrate	+	0.5068	50.68%
CYP3A4 substrate	+	0.6778	67.78%
CYP2C9 substrate	-	0.8271	82.71%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.8530	85.30%
CYP2C9 inhibition	-	0.9230	92.30%
CYP2C19 inhibition	-	0.8294	82.94%
CYP2D6 inhibition	-	0.9000	90.00%
CYP1A2 inhibition	-	0.9163	91.63%
CYP2C8 inhibition	+	0.8504	85.04%
CYP inhibitory promiscuity	-	0.8529	85.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5862	58.62%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8902	89.02%
Skin irritation	-	0.8146	81.46%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4486	44.86%
Micronuclear	+	0.5774	57.74%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8779	87.79%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7078	70.78%
Acute Oral Toxicity (c)	III	0.5035	50.35%
Estrogen receptor binding	+	0.8265	82.65%
Androgen receptor binding	+	0.7062	70.62%
Thyroid receptor binding	+	0.5638	56.38%
Glucocorticoid receptor binding	+	0.6669	66.69%
Aromatase binding	+	0.7433	74.33%
PPAR gamma	+	0.7925	79.25%
Honey bee toxicity	-	0.7467	74.67%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.8637	86.37%

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	99.72%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.69%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.99%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.09%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.68%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.54%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.28%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.70%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.75%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	89.45%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.93%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.82%	86.92%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.73%	95.64%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.27%	95.83%
CHEMBL220	P22303	Acetylcholinesterase	84.99%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	84.79%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	84.05%	94.73%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	83.95%	96.69%
CHEMBL242	Q92731	Estrogen receptor beta	83.86%	98.35%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.16%	80.33%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.71%	95.53%
CHEMBL4530	P00488	Coagulation factor XIII	82.68%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.52%	100.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.37%	95.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.33%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.11%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.22%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.14%	96.09%

Plants that contains it

• Solidago altissima
• Wisteria floribunda

Cross-Links

• PubChem: 45359361
• LOTUS: LTS0250422
• wikiData: Q105150369