7-[3,5-Dihydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,8-dihydroxy-2-(4-hydroxyphenyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 991f5adf-9539-441b-a604-fe5dab61e001
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[3,5-dihydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,8-dihydroxy-2-(4-hydroxyphenyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C3=C(C(=C2)O)C(=O)C(=C(O3)C4=CC=C(C=C4)O)OC5C(C(C(C(O5)CO)O)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C(C3=C(C(=C2)O)C(=O)C(=C(O3)C4=CC=C(C=C4)O)OC5C(C(C(C(O5)CO)O)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O
• InChI: InChI=1S/C33H40O21/c1-9-17(38)29(53-31-24(45)22(43)18(39)14(7-34)50-31)26(47)33(48-9)49-13-6-12(37)16-21(42)30(54-32-25(46)23(44)19(40)15(8-35)51-32)27(52-28(16)20(13)41)10-2-4-11(36)5-3-10/h2-6,9,14-15,17-19,22-26,29,31-41,43-47H,7-8H2,1H3
• InChI Key: NALYKMHLYRUSER-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₂₁
• Molecular Weight: 772.70 g/mol
• Exact Mass: 772.20620828 g/mol
• Topological Polar Surface Area (TPSA): 345.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -4.21
• H-Bond Acceptor: 21
• H-Bond Donor: 13
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5372	53.72%
Caco-2	-	0.9034	90.34%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6684	66.84%
OATP2B1 inhibitior	-	0.7155	71.55%
OATP1B1 inhibitior	+	0.8753	87.53%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8235	82.35%
P-glycoprotein inhibitior	-	0.4401	44.01%
P-glycoprotein substrate	-	0.5124	51.24%
CYP3A4 substrate	+	0.6482	64.82%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.9550	95.50%
CYP2C9 inhibition	-	0.9252	92.52%
CYP2C19 inhibition	-	0.9129	91.29%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.8948	89.48%
CYP2C8 inhibition	+	0.7372	73.72%
CYP inhibitory promiscuity	-	0.6991	69.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6759	67.59%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9056	90.56%
Skin irritation	-	0.8374	83.74%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	+	0.5072	50.72%
Human Ether-a-go-go-Related Gene inhibition	+	0.8362	83.62%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9289	92.89%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8092	80.92%
Acute Oral Toxicity (c)	III	0.5567	55.67%
Estrogen receptor binding	+	0.8188	81.88%
Androgen receptor binding	+	0.6197	61.97%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5161	51.61%
Aromatase binding	+	0.5618	56.18%
PPAR gamma	+	0.7128	71.28%
Honey bee toxicity	-	0.7227	72.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8024	80.24%

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	99.63%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.57%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.22%	94.00%
CHEMBL2581	P07339	Cathepsin D	97.19%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.65%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.61%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.69%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	88.55%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	88.25%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.11%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.49%	96.21%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.79%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.66%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.68%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.97%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.94%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.82%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.50%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	82.51%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.39%	85.14%
CHEMBL3194	P02766	Transthyretin	82.07%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.52%	90.71%

Plants that contains it

• Rhodiola rosea

Cross-Links

• PubChem: 163059538
• LOTUS: LTS0066197
• wikiData: Q105176405