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

Details

• Internal ID: 91ee3ffa-e7c2-4268-b812-aa789fd4e072
• 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-[3-hydroxy-4-[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)OC6C(C(C(C(O6)CO)O)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)OC6C(C(C(C(O6)CO)O)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)49-14-2-1-9(3-11(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: MJVZRKIMYKVPBR-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	-	0.9147	91.47%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.4988	49.88%
OATP2B1 inhibitior	-	0.7072	70.72%
OATP1B1 inhibitior	+	0.9093	90.93%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6892	68.92%
P-glycoprotein inhibitior	+	0.5732	57.32%
P-glycoprotein substrate	+	0.5151	51.51%
CYP3A4 substrate	+	0.6763	67.63%
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	+	0.8252	82.52%
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	-	0.8992	89.92%
Skin irritation	-	0.8205	82.05%
Skin corrosion	-	0.9667	96.67%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7859	78.59%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.6245	62.45%
skin sensitisation	-	0.9071	90.71%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9279	92.79%
Acute Oral Toxicity (c)	III	0.4508	45.08%
Estrogen receptor binding	+	0.8011	80.11%
Androgen receptor binding	+	0.5902	59.02%
Thyroid receptor binding	-	0.4883	48.83%
Glucocorticoid receptor binding	-	0.6704	67.04%
Aromatase binding	+	0.5447	54.47%
PPAR gamma	+	0.7524	75.24%
Honey bee toxicity	-	0.6963	69.63%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
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	99.06%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.51%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.08%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.54%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.53%	91.49%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.48%	95.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.05%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.86%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.83%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.95%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.22%	95.64%
CHEMBL1937	Q92769	Histone deacetylase 2	89.17%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.77%	99.17%
CHEMBL3194	P02766	Transthyretin	87.46%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.93%	86.92%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	85.41%	95.53%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.15%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.48%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.02%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.94%	95.83%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.62%	83.57%
CHEMBL4208	P20618	Proteasome component C5	83.22%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.94%	96.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.83%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.55%	95.89%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.22%	80.33%

Plants that contains it

• Aesculus hippocastanum

Cross-Links

• PubChem: 162923292
• LOTUS: LTS0028959
• wikiData: Q105165695