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

Details

• Internal ID: ac8b889b-08f5-43b3-8888-d9af3f459137
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-7-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5S)-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=C(C(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@@H]([C@@H]([C@@H](O1)OC[C@H]2[C@H]([C@@H]([C@@H]([C@@H](O2)OC3=C(C(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C26H28O16/c27-9-2-1-8(3-10(9)28)13-4-11(29)17-14(40-13)5-15(19(32)21(17)34)41-26-24(37)22(35)20(33)16(42-26)7-39-25-23(36)18(31)12(30)6-38-25/h1-5,12,16,18,20,22-28,30-37H,6-7H2/t12-,16-,18-,20+,22-,23-,24-,25-,26+/m0/s1
• InChI Key: YUCWMYFQANRBHW-SKYSANOCSA-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: -1.90
• 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	-	0.9195	91.95%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6348	63.48%
OATP2B1 inhibitior	-	0.5578	55.78%
OATP1B1 inhibitior	+	0.8740	87.40%
OATP1B3 inhibitior	+	0.8755	87.55%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6449	64.49%
P-glycoprotein inhibitior	-	0.6697	66.97%
P-glycoprotein substrate	-	0.5352	53.52%
CYP3A4 substrate	+	0.6355	63.55%
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	+	0.7133	71.33%
CYP inhibitory promiscuity	-	0.8943	89.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6832	68.32%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.8981	89.81%
Skin irritation	-	0.8248	82.48%
Skin corrosion	-	0.9684	96.84%
Ames mutagenesis	+	0.6136	61.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7266	72.66%
Micronuclear	+	0.6174	61.74%
Hepatotoxicity	-	0.8446	84.46%
skin sensitisation	-	0.9031	90.31%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9754	97.54%
Acute Oral Toxicity (c)	III	0.4775	47.75%
Estrogen receptor binding	+	0.7466	74.66%
Androgen receptor binding	+	0.6663	66.63%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5500	55.00%
Aromatase binding	+	0.6075	60.75%
PPAR gamma	+	0.7321	73.21%
Honey bee toxicity	-	0.6656	66.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6549	65.49%
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	99.81%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.45%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	97.22%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.07%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.75%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.33%	85.14%
CHEMBL220	P22303	Acetylcholinesterase	93.21%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.98%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.65%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.18%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.92%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.86%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.43%	95.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.12%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.85%	90.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.47%	95.83%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.41%	95.78%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.15%	96.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.98%	96.09%
CHEMBL3194	P02766	Transthyretin	85.25%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	84.71%	94.73%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.76%	80.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.62%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.57%	99.17%

Plants that contains it

• Veronica stenophylla

Cross-Links

• PubChem: 163106793
• LOTUS: LTS0018856
• wikiData: Q105362614