3-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one

Details

• Internal ID: e53438fa-98af-4afb-b122-017dd9d166a6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(CO4)(CO)O)O)C5=CC=C(C=C5)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(CO4)(CO)O)O)C5=CC=C(C=C5)O)O)O)O)O
• InChI: InChI=1S/C26H28O14/c1-10-17(30)19(32)20(33)24(37-10)38-13-6-14(29)16-15(7-13)39-21(11-2-4-12(28)5-3-11)22(18(16)31)40-25-23(34)26(35,8-27)9-36-25/h2-7,10,17,19-20,23-25,27-30,32-35H,8-9H2,1H3
• InChI Key: SVQKJHRWPYLYKM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₄
• Molecular Weight: 564.50 g/mol
• Exact Mass: 564.14790556 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6822	68.22%
Caco-2	-	0.8977	89.77%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6873	68.73%
OATP2B1 inhibitior	-	0.5606	56.06%
OATP1B1 inhibitior	+	0.9211	92.11%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8947	89.47%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.5491	54.91%
CYP3A4 substrate	+	0.6747	67.47%
CYP2C9 substrate	-	0.8407	84.07%
CYP2D6 substrate	-	0.8650	86.50%
CYP3A4 inhibition	-	0.8804	88.04%
CYP2C9 inhibition	-	0.9020	90.20%
CYP2C19 inhibition	-	0.8493	84.93%
CYP2D6 inhibition	-	0.9267	92.67%
CYP1A2 inhibition	-	0.8913	89.13%
CYP2C8 inhibition	+	0.8061	80.61%
CYP inhibitory promiscuity	-	0.7619	76.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5384	53.84%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.8921	89.21%
Skin irritation	-	0.8152	81.52%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	+	0.5263	52.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7409	74.09%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8842	88.42%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7253	72.53%
Acute Oral Toxicity (c)	III	0.6434	64.34%
Estrogen receptor binding	+	0.7777	77.77%
Androgen receptor binding	+	0.7012	70.12%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6686	66.86%
Aromatase binding	+	0.6309	63.09%
PPAR gamma	+	0.7039	70.39%
Honey bee toxicity	-	0.7667	76.67%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.7925	79.25%

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	99.64%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.05%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.35%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.08%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.92%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	94.30%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.92%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.54%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.13%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	89.07%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.16%	90.71%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	87.17%	96.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.26%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.15%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.90%	97.36%
CHEMBL242	Q92731	Estrogen receptor beta	85.62%	98.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.59%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.37%	95.89%
CHEMBL4208	P20618	Proteasome component C5	85.36%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.25%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	83.76%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.57%	86.92%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.29%	92.94%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.18%	95.83%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.24%	95.53%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.81%	100.00%

Plants that contains it

• Vicia faba

Cross-Links

• PubChem: 162972367
• LOTUS: LTS0245853
• wikiData: Q105262372