2-[4,5-Dihydroxy-2-(3,4,5-trihydroxyoxan-2-yl)oxyphenyl]-5-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 38bbd726-7e10-4665-87dc-71868b1c9456
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-[4,5-dihydroxy-2-(3,4,5-trihydroxyoxan-2-yl)oxyphenyl]-5-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): C1C(C(C(C(O1)OC2=CC(=C(C=C2C3=CC(=O)C4=C(C=C(C=C4O3)OC5C(C(C(C(O5)CO)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1C(C(C(C(O1)OC2=CC(=C(C=C2C3=CC(=O)C4=C(C=C(C=C4O3)OC5C(C(C(C(O5)CO)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C26H28O16/c27-6-18-21(34)22(35)24(37)26(42-18)39-8-1-12(30)19-13(31)5-15(40-17(19)2-8)9-3-10(28)11(29)4-16(9)41-25-23(36)20(33)14(32)7-38-25/h1-5,14,18,20-30,32-37H,6-7H2
• InChI Key: AANLEWIAEUDQBM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₆
• Molecular Weight: 596.50 g/mol
• Exact Mass: 596.13773480 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.43
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5110	51.10%
Caco-2	-	0.9212	92.12%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.4988	49.88%
OATP2B1 inhibitior	-	0.5516	55.16%
OATP1B1 inhibitior	+	0.9060	90.60%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6410	64.10%
P-glycoprotein inhibitior	-	0.5524	55.24%
P-glycoprotein substrate	-	0.6007	60.07%
CYP3A4 substrate	+	0.6393	63.93%
CYP2C9 substrate	-	0.6709	67.09%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.9373	93.73%
CYP2C9 inhibition	-	0.9644	96.44%
CYP2C19 inhibition	-	0.9395	93.95%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	-	0.9304	93.04%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8779	87.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6882	68.82%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.8657	86.57%
Skin irritation	-	0.8205	82.05%
Skin corrosion	-	0.9667	96.67%
Ames mutagenesis	+	0.5836	58.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7602	76.02%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.9071	90.71%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9126	91.26%
Acute Oral Toxicity (c)	III	0.4508	45.08%
Estrogen receptor binding	+	0.7559	75.59%
Androgen receptor binding	+	0.5902	59.02%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5863	58.63%
Aromatase binding	-	0.5080	50.80%
PPAR gamma	+	0.7410	74.10%
Honey bee toxicity	-	0.5930	59.30%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7149	71.49%
Fish aquatic toxicity	+	0.7253	72.53%

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	99.57%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.54%	91.49%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.34%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.23%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.81%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.59%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.57%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	92.31%	94.45%
CHEMBL3194	P02766	Transthyretin	92.04%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.56%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.87%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.63%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.46%	90.71%
CHEMBL4208	P20618	Proteasome component C5	84.54%	90.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.29%	95.78%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.23%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.19%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	82.44%	94.73%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.35%	80.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.01%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.01%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.81%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.49%	86.33%

Plants that contains it

• Taraxacum mongolicum

Cross-Links

• PubChem: 14841190
• LOTUS: LTS0249358
• wikiData: Q105370045