2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2R,3S,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxolan-2-yl]chromen-4-one

Details

• Internal ID: 38cbcede-8f47-48de-af33-1b43c9901375
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2R,3S,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxolan-2-yl]chromen-4-one
• SMILES (Canonical): C1C(C(C(C(O1)OC2C(C(OC2C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)CO)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@@H]2C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)CO)O)O)O)O
• InChI: InChI=1S/C25H26O14/c26-6-16-20(33)24(39-25-22(35)19(32)13(31)7-36-25)23(38-16)18-12(30)5-15-17(21(18)34)11(29)4-14(37-15)8-1-2-9(27)10(28)3-8/h1-5,13,16,19-20,22-28,30-35H,6-7H2/t13-,16-,19+,20-,22-,23-,24+,25+/m1/s1
• InChI Key: LSHJORFPRQVMOA-TUMKRPRASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₁₄
• Molecular Weight: 550.50 g/mol
• Exact Mass: 550.13225550 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6369	63.69%
Caco-2	-	0.9300	93.00%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5979	59.79%
OATP2B1 inhibitior	-	0.5519	55.19%
OATP1B1 inhibitior	+	0.8973	89.73%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4627	46.27%
P-glycoprotein inhibitior	-	0.6662	66.62%
P-glycoprotein substrate	-	0.6303	63.03%
CYP3A4 substrate	+	0.6551	65.51%
CYP2C9 substrate	-	0.6621	66.21%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.8728	87.28%
CYP2C9 inhibition	-	0.9368	93.68%
CYP2C19 inhibition	-	0.8851	88.51%
CYP2D6 inhibition	-	0.8929	89.29%
CYP1A2 inhibition	-	0.8992	89.92%
CYP2C8 inhibition	+	0.6930	69.30%
CYP inhibitory promiscuity	-	0.7531	75.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6124	61.24%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.8985	89.85%
Skin irritation	-	0.8157	81.57%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4751	47.51%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.7446	74.46%
skin sensitisation	-	0.8860	88.60%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9415	94.15%
Acute Oral Toxicity (c)	III	0.5932	59.32%
Estrogen receptor binding	+	0.8260	82.60%
Androgen receptor binding	+	0.7264	72.64%
Thyroid receptor binding	+	0.6103	61.03%
Glucocorticoid receptor binding	+	0.5686	56.86%
Aromatase binding	+	0.6655	66.55%
PPAR gamma	+	0.7932	79.32%
Honey bee toxicity	-	0.6659	66.59%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.7875	78.75%

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	99.90%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.36%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	97.20%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.11%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.23%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.36%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.63%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.28%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.55%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.77%	83.57%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.61%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.65%	86.33%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	86.01%	80.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.13%	95.83%
CHEMBL3401	O75469	Pregnane X receptor	83.97%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.67%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.95%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.03%	95.89%

Plants that contains it

• Sasa cernua

Cross-Links

• PubChem: 163090459
• LOTUS: LTS0225840
• wikiData: Q105156519