7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxychromen-4-one

Details

• Internal ID: 823b26fa-0875-4f96-b0d6-c9210e7750cf
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxychromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)COC5C(C(C(O5)CO)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C26H28O15/c27-7-17-20(32)23(35)25(40-17)37-8-18-21(33)22(34)24(36)26(41-18)38-10-4-13(30)19-14(31)6-15(39-16(19)5-10)9-1-2-11(28)12(29)3-9/h1-6,17-18,20-30,32-36H,7-8H2/t17-,18-,20-,21-,22+,23-,24-,25-,26-/m1/s1
• InChI Key: DUJKQJGBZKOHJV-GDBQJHPQSA-N
• Popularity: 0 references 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): 245.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.78
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5737	57.37%
Caco-2	-	0.9295	92.95%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6767	67.67%
OATP2B1 inhibitior	-	0.5553	55.53%
OATP1B1 inhibitior	+	0.9500	95.00%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7069	70.69%
P-glycoprotein inhibitior	-	0.7331	73.31%
P-glycoprotein substrate	-	0.6635	66.35%
CYP3A4 substrate	+	0.5672	56.72%
CYP2C9 substrate	-	0.6709	67.09%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.8613	86.13%
CYP2C9 inhibition	-	0.8849	88.49%
CYP2C19 inhibition	-	0.8109	81.09%
CYP2D6 inhibition	-	0.9082	90.82%
CYP1A2 inhibition	-	0.8791	87.91%
CYP2C8 inhibition	+	0.7337	73.37%
CYP inhibitory promiscuity	-	0.5669	56.69%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6086	60.86%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.8230	82.30%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	+	0.5936	59.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7096	70.96%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.8821	88.21%
skin sensitisation	-	0.8881	88.81%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7776	77.76%
Acute Oral Toxicity (c)	III	0.5291	52.91%
Estrogen receptor binding	+	0.7500	75.00%
Androgen receptor binding	+	0.6246	62.46%
Thyroid receptor binding	-	0.5080	50.80%
Glucocorticoid receptor binding	-	0.5610	56.10%
Aromatase binding	+	0.6200	62.00%
PPAR gamma	+	0.7450	74.50%
Honey bee toxicity	-	0.6607	66.07%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.8457	84.57%

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	99.70%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.54%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.40%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.96%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.66%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.41%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.24%	86.92%
CHEMBL3194	P02766	Transthyretin	91.92%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.14%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	90.30%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.74%	86.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.55%	95.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.30%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.70%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.64%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.81%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.79%	96.21%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.99%	80.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.47%	95.89%

Plants that contains it

• Phlomis nissolii

Cross-Links

• PubChem: 163193330
• LOTUS: LTS0111348
• wikiData: Q104989254