bis[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxan-2-yl]methyl] propanedioate

Details

• Internal ID: b7719337-33d5-4979-98bf-a899c403e034
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: bis[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxyoxan-2-yl]methyl] propanedioate
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C=C3OC4C(C(C(C(O4)COC(=O)CC(=O)OCC5C(C(C(C(O5)OC6=CC(=CC7=C6C(=O)C=C(O7)C8=CC=C(C=C8)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C=C3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)CC(=O)OC[C@@H]5[C@H]([C@@H]([C@H]([C@@H](O5)OC6=CC(=CC7=C6C(=O)C=C(O7)C8=CC=C(C=C8)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C45H40O22/c46-20-5-1-18(2-6-20)26-13-24(50)36-28(62-26)9-22(48)11-30(36)64-44-42(58)40(56)38(54)32(66-44)16-60-34(52)15-35(53)61-17-33-39(55)41(57)43(59)45(67-33)65-31-12-23(49)10-29-37(31)25(51)14-27(63-29)19-3-7-21(47)8-4-19/h1-14,32-33,38-49,54-59H,15-17H2/t32-,33-,38-,39-,40+,41+,42-,43-,44-,45-/m1/s1
• InChI Key: OJMNYBJRMLIOMY-NLSYAMFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₄₀O₂₂
• Molecular Weight: 932.80 g/mol
• Exact Mass: 932.20112290 g/mol
• Topological Polar Surface Area (TPSA): 344.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.61
• H-Bond Acceptor: 22
• H-Bond Donor: 10
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6619	66.19%
Caco-2	-	0.8655	86.55%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6979	69.79%
OATP2B1 inhibitior	-	0.7135	71.35%
OATP1B1 inhibitior	+	0.8756	87.56%
OATP1B3 inhibitior	+	0.9622	96.22%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6937	69.37%
P-glycoprotein inhibitior	+	0.7416	74.16%
P-glycoprotein substrate	-	0.7274	72.74%
CYP3A4 substrate	+	0.6188	61.88%
CYP2C9 substrate	-	0.6119	61.19%
CYP2D6 substrate	-	0.8561	85.61%
CYP3A4 inhibition	-	0.9144	91.44%
CYP2C9 inhibition	-	0.8973	89.73%
CYP2C19 inhibition	-	0.8515	85.15%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.7868	78.68%
CYP inhibitory promiscuity	-	0.8542	85.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5882	58.82%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8978	89.78%
Skin irritation	-	0.8397	83.97%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6505	65.05%
Micronuclear	+	0.6659	66.59%
Hepatotoxicity	-	0.7696	76.96%
skin sensitisation	-	0.9245	92.45%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7696	76.96%
Acute Oral Toxicity (c)	III	0.4573	45.73%
Estrogen receptor binding	+	0.7033	70.33%
Androgen receptor binding	+	0.7374	73.74%
Thyroid receptor binding	+	0.5674	56.74%
Glucocorticoid receptor binding	+	0.6089	60.89%
Aromatase binding	+	0.5809	58.09%
PPAR gamma	+	0.7322	73.22%
Honey bee toxicity	-	0.7642	76.42%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7399	73.99%
Fish aquatic toxicity	+	0.9481	94.81%

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	99.16%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	96.79%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.11%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.79%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.02%	95.64%
CHEMBL2581	P07339	Cathepsin D	91.29%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.71%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.98%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.53%	85.14%
CHEMBL3194	P02766	Transthyretin	87.92%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	87.74%	83.82%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.72%	95.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.60%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.27%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	86.88%	94.73%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	86.80%	97.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.86%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.56%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.03%	96.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.77%	96.09%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	81.32%	89.23%
CHEMBL5255	O00206	Toll-like receptor 4	80.98%	92.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.85%	95.83%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.56%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.40%	97.09%

Plants that contains it

• Equisetum arvense

Cross-Links

• PubChem: 162893441
• LOTUS: LTS0139270
• wikiData: Q105193157