5-Hydroxy-2-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 36f43db6-7ce9-45f7-b8b1-e83b0af8bafa
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5-hydroxy-2-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[3,4,5-trihydroxy-6-[(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(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC=C(C=C6)O)O)O)O)O)O)O
• SMILES (Isomeric): C1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC=C(C=C6)O)O)O)O)O)O)O
• InChI: InChI=1S/C32H38O20/c33-7-16-20(38)23(41)26(44)31(50-16)48-12-5-13(35)18-15(6-12)49-28(10-1-3-11(34)4-2-10)29(22(18)40)52-32-27(45)24(42)21(39)17(51-32)9-47-30-25(43)19(37)14(36)8-46-30/h1-6,14,16-17,19-21,23-27,30-39,41-45H,7-9H2
• InChI Key: MNQQDRMNWCFBMZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₂₀
• Molecular Weight: 742.60 g/mol
• Exact Mass: 742.19564360 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -4.31
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4890	48.90%
Caco-2	-	0.9151	91.51%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5627	56.27%
OATP2B1 inhibitior	-	0.7056	70.56%
OATP1B1 inhibitior	+	0.9047	90.47%
OATP1B3 inhibitior	+	0.9196	91.96%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8427	84.27%
P-glycoprotein inhibitior	-	0.4422	44.22%
P-glycoprotein substrate	-	0.5517	55.17%
CYP3A4 substrate	+	0.6554	65.54%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.9250	92.50%
CYP2C9 inhibition	-	0.9629	96.29%
CYP2C19 inhibition	-	0.9230	92.30%
CYP2D6 inhibition	-	0.9229	92.29%
CYP1A2 inhibition	-	0.9257	92.57%
CYP2C8 inhibition	+	0.7620	76.20%
CYP inhibitory promiscuity	-	0.9036	90.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7172	71.72%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.8971	89.71%
Skin irritation	-	0.8286	82.86%
Skin corrosion	-	0.9694	96.94%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7683	76.83%
Micronuclear	+	0.5474	54.74%
Hepatotoxicity	-	0.7196	71.96%
skin sensitisation	-	0.9072	90.72%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9005	90.05%
Acute Oral Toxicity (c)	III	0.4544	45.44%
Estrogen receptor binding	+	0.7883	78.83%
Androgen receptor binding	+	0.6222	62.22%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6129	61.29%
Aromatase binding	+	0.5313	53.13%
PPAR gamma	+	0.7243	72.43%
Honey bee toxicity	-	0.7318	73.18%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.8235	82.35%

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	99.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.49%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.09%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.61%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.56%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	94.18%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.07%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.78%	99.15%
CHEMBL220	P22303	Acetylcholinesterase	92.12%	94.45%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.29%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.93%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.21%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.78%	95.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.73%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	87.94%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.73%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.38%	95.83%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	84.82%	80.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.66%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.58%	99.17%
CHEMBL242	Q92731	Estrogen receptor beta	81.71%	98.35%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.48%	95.89%

Plants that contains it

• Corydalis bungeana

Cross-Links

• PubChem: 162898016
• LOTUS: LTS0225146
• wikiData: Q105168532