2-(3,4-Dihydroxyphenyl)-3,5-dihydroxy-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: ad13e809-f0d4-4689-be25-e466fdd90beb
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): C1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C26H28O16/c27-10-2-1-8(3-11(10)28)24-21(35)19(33)16-12(29)4-9(5-14(16)41-24)40-26-23(37)20(34)18(32)15(42-26)7-39-25-22(36)17(31)13(30)6-38-25/h1-5,13,15,17-18,20,22-23,25-32,34-37H,6-7H2
• InChI Key: CKTYBTRYMOEPOK-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: -1.70
• Atomic LogP (AlogP): -2.08
• 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	-	0.4617	46.17%
Caco-2	-	0.9225	92.25%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6348	63.48%
OATP2B1 inhibitior	-	0.5564	55.64%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.8755	87.55%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7258	72.58%
P-glycoprotein inhibitior	-	0.6837	68.37%
P-glycoprotein substrate	-	0.5366	53.66%
CYP3A4 substrate	+	0.6646	66.46%
CYP2C9 substrate	-	0.6831	68.31%
CYP2D6 substrate	-	0.8574	85.74%
CYP3A4 inhibition	-	0.9216	92.16%
CYP2C9 inhibition	-	0.9563	95.63%
CYP2C19 inhibition	-	0.9069	90.69%
CYP2D6 inhibition	-	0.9175	91.75%
CYP1A2 inhibition	-	0.9253	92.53%
CYP2C8 inhibition	+	0.8578	85.78%
CYP inhibitory promiscuity	-	0.8943	89.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6832	68.32%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.8994	89.94%
Skin irritation	-	0.8248	82.48%
Skin corrosion	-	0.9684	96.84%
Ames mutagenesis	+	0.7036	70.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7139	71.39%
Micronuclear	+	0.6174	61.74%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9031	90.31%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9766	97.66%
Acute Oral Toxicity (c)	III	0.4775	47.75%
Estrogen receptor binding	+	0.7655	76.55%
Androgen receptor binding	+	0.6227	62.27%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5715	57.15%
Aromatase binding	+	0.6114	61.14%
PPAR gamma	+	0.7340	73.40%
Honey bee toxicity	-	0.7310	73.10%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.8955	89.55%

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	99.86%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.60%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.62%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.20%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.58%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.67%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.58%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.47%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.29%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.35%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.82%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.14%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.32%	95.78%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	87.78%	80.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.24%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.03%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.22%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.05%	95.56%
CHEMBL3194	P02766	Transthyretin	82.19%	90.71%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.83%	95.53%
CHEMBL4208	P20618	Proteasome component C5	81.66%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.83%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.79%	99.17%

Plants that contains it

• Cephalaria gigantea

Cross-Links

• PubChem: 5920724
• LOTUS: LTS0179562
• wikiData: Q104962803