3-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5,7-dihydroxy-2-[4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one

Details

• Internal ID: 58ec0799-dd6c-4678-9c03-2d483a8f38df
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5,7-dihydroxy-2-[4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): C1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC6C(C(C(C(O6)CO)O)O)O)CO)O)O)O)O)O
• SMILES (Isomeric): C1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC6C(C(C(C(O6)CO)O)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C32H38O21/c33-6-16-20(40)23(43)26(46)31(50-16)49-14-3-9(1-2-11(14)36)27-28(22(42)18-12(37)4-10(35)5-15(18)48-27)52-32-29(24(44)21(41)17(7-34)51-32)53-30-25(45)19(39)13(38)8-47-30/h1-5,13,16-17,19-21,23-26,29-41,43-46H,6-8H2
• InChI Key: PNRUTIKOCMXSIP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₂₁
• Molecular Weight: 758.60 g/mol
• Exact Mass: 758.19055822 g/mol
• Topological Polar Surface Area (TPSA): 345.00 Ų
• XlogP: -3.00
• Atomic LogP (AlogP): -4.60
• 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	-	0.5110	51.10%
Caco-2	-	0.9178	91.78%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.4988	49.88%
OATP2B1 inhibitior	-	0.7063	70.63%
OATP1B1 inhibitior	+	0.9021	90.21%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6727	67.27%
P-glycoprotein inhibitior	-	0.4501	45.01%
P-glycoprotein substrate	-	0.5362	53.62%
CYP3A4 substrate	+	0.6761	67.61%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.9373	93.73%
CYP2C9 inhibition	-	0.9644	96.44%
CYP2C19 inhibition	-	0.9395	93.95%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	-	0.9304	93.04%
CYP2C8 inhibition	+	0.8075	80.75%
CYP inhibitory promiscuity	-	0.8779	87.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6882	68.82%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.8990	89.90%
Skin irritation	-	0.8205	82.05%
Skin corrosion	-	0.9667	96.67%
Ames mutagenesis	+	0.5872	58.72%
Human Ether-a-go-go-Related Gene inhibition	+	0.6964	69.64%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.6620	66.20%
skin sensitisation	-	0.9071	90.71%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9263	92.63%
Acute Oral Toxicity (c)	III	0.4508	45.08%
Estrogen receptor binding	+	0.8200	82.00%
Androgen receptor binding	+	0.6066	60.66%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6806	68.06%
Aromatase binding	+	0.5284	52.84%
PPAR gamma	+	0.7392	73.92%
Honey bee toxicity	-	0.7071	70.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.7253	72.53%

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	99.53%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.20%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.09%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.98%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.80%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.79%	99.15%
CHEMBL220	P22303	Acetylcholinesterase	90.78%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.28%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.67%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.66%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.00%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.71%	86.92%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.67%	95.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.55%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.53%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.92%	86.33%
CHEMBL3194	P02766	Transthyretin	86.36%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	85.23%	94.73%
CHEMBL4208	P20618	Proteasome component C5	84.80%	90.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.46%	95.83%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.04%	95.53%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.45%	90.71%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.22%	80.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.04%	96.21%

Plants that contains it

• Aesculus chinensis
• Aesculus hippocastanum

Cross-Links

• PubChem: 74978171
• LOTUS: LTS0221559
• wikiData: Q105212140