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

Details

• Internal ID: e25ae26b-08c9-4711-8875-0ba6e5c1827f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1C(C(C(O1)OC2C(C(C(OC2OC3=CC4=C(C=C3)C(=O)C=C(O4)C5=CC=C(C=C5)O)CO)O)O)O)(CO)O
• SMILES (Isomeric): C1C(C(C(O1)OC2C(C(C(OC2OC3=CC4=C(C=C3)C(=O)C=C(O4)C5=CC=C(C=C5)O)CO)O)O)O)(CO)O
• InChI: InChI=1S/C26H28O13/c27-9-19-20(31)21(32)22(39-25-23(33)26(34,10-28)11-35-25)24(38-19)36-14-5-6-15-16(30)8-17(37-18(15)7-14)12-1-3-13(29)4-2-12/h1-8,19-25,27-29,31-34H,9-11H2
• InChI Key: SGIXWAYRFJGILB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₃
• Molecular Weight: 548.50 g/mol
• Exact Mass: 548.15299094 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.19
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5874	58.74%
Caco-2	-	0.9219	92.19%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6429	64.29%
OATP2B1 inhibitior	-	0.5618	56.18%
OATP1B1 inhibitior	+	0.9199	91.99%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8203	82.03%
P-glycoprotein inhibitior	-	0.5155	51.55%
P-glycoprotein substrate	-	0.5970	59.70%
CYP3A4 substrate	+	0.6804	68.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8466	84.66%
CYP3A4 inhibition	-	0.8440	84.40%
CYP2C9 inhibition	-	0.9319	93.19%
CYP2C19 inhibition	-	0.8680	86.80%
CYP2D6 inhibition	-	0.9030	90.30%
CYP1A2 inhibition	-	0.9212	92.12%
CYP2C8 inhibition	+	0.6979	69.79%
CYP inhibitory promiscuity	-	0.8119	81.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5235	52.35%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9126	91.26%
Skin irritation	-	0.8079	80.79%
Skin corrosion	-	0.9542	95.42%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4836	48.36%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8881	88.81%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7623	76.23%
Acute Oral Toxicity (c)	III	0.5720	57.20%
Estrogen receptor binding	+	0.7925	79.25%
Androgen receptor binding	+	0.7472	74.72%
Thyroid receptor binding	+	0.5464	54.64%
Glucocorticoid receptor binding	+	0.5911	59.11%
Aromatase binding	+	0.7443	74.43%
PPAR gamma	+	0.8229	82.29%
Honey bee toxicity	-	0.6418	64.18%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.7344	73.44%

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	99.71%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	98.27%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.50%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.63%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.57%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	95.82%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.52%	97.09%
CHEMBL242	Q92731	Estrogen receptor beta	94.78%	98.35%
CHEMBL2581	P07339	Cathepsin D	94.06%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.31%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.48%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.96%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.56%	95.89%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	89.46%	96.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.50%	92.94%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.81%	97.28%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.34%	95.53%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.54%	94.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.39%	86.33%
CHEMBL4530	P00488	Coagulation factor XIII	85.30%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.60%	99.23%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.05%	95.83%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.33%	80.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.54%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.53%	96.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.02%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.76%	97.36%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.59%	94.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.05%	95.78%

Plants that contains it

• Glycyrrhiza aspera

Cross-Links

• PubChem: 74193861
• LOTUS: LTS0020252
• wikiData: Q105252363