7-[(2S,3R,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one

Details

• Internal ID: 028fcb26-9fd4-4e00-86c3-2220348dd4e1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
• IUPAC Name: 7-[(2S,3R,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
• SMILES (Canonical): C1C(C(C(O1)OC2=C(C(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)C5C(C(C(C(O5)CO)O)O)O)O)(CO)O
• SMILES (Isomeric): C1[C@]([C@H]([C@@H](O1)OC2=C(C(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)(CO)O
• InChI: InChI=1S/C26H28O15/c27-6-16-19(32)21(34)22(35)23(40-16)18-15(41-25-24(36)26(37,7-28)8-38-25)5-14-17(20(18)33)12(31)4-13(39-14)9-1-2-10(29)11(30)3-9/h1-5,16,19,21-25,27-30,32-37H,6-8H2/t16-,19-,21+,22-,23+,24+,25+,26+/m1/s1
• InChI Key: YXIOTWOIJIXKTK-ZNJCRIHTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₅
• Molecular Weight: 580.50 g/mol
• Exact Mass: 580.14282018 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.09
• H-Bond Acceptor: 15
• 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	+	0.6445	64.45%
Caco-2	-	0.9213	92.13%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6268	62.68%
OATP2B1 inhibitior	-	0.5610	56.10%
OATP1B1 inhibitior	+	0.8813	88.13%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8320	83.20%
P-glycoprotein inhibitior	-	0.5148	51.48%
P-glycoprotein substrate	-	0.5395	53.95%
CYP3A4 substrate	+	0.6622	66.22%
CYP2C9 substrate	-	0.8232	82.32%
CYP2D6 substrate	-	0.8600	86.00%
CYP3A4 inhibition	-	0.8434	84.34%
CYP2C9 inhibition	-	0.9185	91.85%
CYP2C19 inhibition	-	0.8482	84.82%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	+	0.7732	77.32%
CYP inhibitory promiscuity	-	0.8029	80.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5523	55.23%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.8978	89.78%
Skin irritation	-	0.8084	80.84%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	+	0.5972	59.72%
Human Ether-a-go-go-Related Gene inhibition	+	0.7175	71.75%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8757	87.57%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8495	84.95%
Acute Oral Toxicity (c)	III	0.5556	55.56%
Estrogen receptor binding	+	0.8060	80.60%
Androgen receptor binding	+	0.7242	72.42%
Thyroid receptor binding	+	0.5492	54.92%
Glucocorticoid receptor binding	+	0.5573	55.73%
Aromatase binding	+	0.6708	67.08%
PPAR gamma	+	0.7757	77.57%
Honey bee toxicity	-	0.6584	65.84%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7847	78.47%

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	99.92%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.33%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.53%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.31%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	95.34%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.31%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.82%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.48%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.88%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.03%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.06%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.51%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	86.45%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.05%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.21%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.66%	86.33%
CHEMBL4530	P00488	Coagulation factor XIII	84.37%	96.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.86%	95.83%
CHEMBL3401	O75469	Pregnane X receptor	81.69%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.00%	97.36%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.07%	80.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163046861
• LOTUS: LTS0158204
• wikiData: Q105367719