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Quercetin 3-methyl ether 7-O-beta-D-galactopyranoside

Family: Plantae - Rhamnaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavonol Glycoside

Canonical Smiles	OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(c(c3=O)OC)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@H]1O)O)O
InChI	InChI=1S/C22H22O12/c1-31-21-17(28)15-12(26)5-9(32-22-19(30)18(29)16(27)14(7-23)34-22)6-13(15)33-20(21)8-2-3-10(24)11(25)4-8/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3/t14-,16+,18+,19-,22-/m1/s1
InChIKey	LKXBGSZMRNJAST-LDZBLPKXSA-N
Formula	C₂₂H₂₂O₁₂
HBA	12
HBD	7
MW	478.41
Rotatable Bonds	5
TPSA	199.51
LogP	-0.24
Number Rings	4
Number Aromatic Rings	3
Heavy Atom Count	34
Formal Charge	0
Fraction CSP3	0.32
Exact Mass	478.11
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Rhamnus disperma	Rhamnaceae	Plantae	1813078

Showing of synonyms

Marzouk M, El-Toumy S, et al. (1999). Polyphenolic metabolites of Rhamnus disperma. Phytochemistry, 1999, 52(5), 943-946. [View]

Pubchem: 100998068

Zinc: ZINC000059768131

Nmrshiftdb2: 60022932

No compound-protein relationship available.

SMILES: c1ccccc1-c(cc2=O)oc(c23)cc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 478.41 g/mol

SMILES: O=c1ccoc(c12)cc(cc2)OC3CCCCO3

Level: 1

Mol. Weight: 478.41 g/mol

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 478.41 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 478.41 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 478.41 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 478.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.65
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.400
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 1.05

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.870
Plasma Protein Binding: 83.71
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Non-Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Non-Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 13.860
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -1.670
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.000
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.470
Micronucleos: Toxic
NR-AhR: Toxic
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -186.930
Rat (Acute): 2.340
Rat (Chronic Oral): 4.000
Fathead Minnow: 4.170
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 617.000
Hydration Free Energy: -3.660
Log(D) at pH=7.4: 0.480
Log(P): 0.41
Log S: -4.55
Log(Vapor Pressure): -12.25
Melting Point: 214.54
pKa Acid: 5.35
pKa Basic: 6.18

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.9540
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.9251
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9220
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	4	0.9111
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.8980
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.8770
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	4	0.8736
Glycogen phosphorylase, muscle form	P00489	PYGM_RABIT	Oryctolagus cuniculus	3	0.8718
Type II methyltransferase M.TaqI	P14385	MTTA_THEAQ	Thermus aquaticus	4	0.8669
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.8575
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	5	0.8574
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8559
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8536
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8474
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8448
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.8425
histidine kinase	O32393	O32393_ARTPT	Arthrospira platensis	3	0.8421
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	4	0.8334
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8322
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8290
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8285
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8257
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.8235
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8221
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8179
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.8162
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.8149
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8126
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.8124
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8104
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.8029
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.8021
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8001
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7995
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7947
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7925
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7908
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7885
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7859
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7856
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.7852
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	3	0.7800
Fibroblast growth factor receptor 1	P11362	FGFR1_HUMAN	Homo sapiens	3	0.7771
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7770
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	3	0.7748
Mitogen-activated protein kinase kinase kinase 5	Q99683	M3K5_HUMAN	Homo sapiens	3	0.7747
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7732
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7720
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7719
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.7704
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	3	0.7677
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7662
Serine/threonine-protein kinase toxin HipA	P23874	HIPA_ECOLI	Escherichia coli	3	0.7659
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7655
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7611
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7591
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.7589
Phytohormone-binding protein CSBP	A0A1S3THR8	PHBP_VIGRR	Vigna radiata var. radiata	3	0.7584
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.7576
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7568
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7557
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7547
Dihydroflavonol 4-reductase	P51110	DFRA_VITVI	Vitis vinifera	4	0.7539
Genome polyprotein	Q2YHF0	POLG_DEN4T	Dengue virus type 4	3	0.7479
NADPH--cytochrome P450 reductase	P00388	NCPR_RAT	Rattus norvegicus	4	0.7465
Cytosine-specific methyltransferase	Q8EVR5	Q8EVR5_MYCPE	Mycoplasma penetrans	4	0.7439
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7398
NADPH--cytochrome P450 reductase	P00388	NCPR_RAT	Rattus norvegicus	4	0.7393
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7384
NAD-dependent protein deacetylase	Q9WYW0	NPD_THEMA	Thermotoga maritima	3	0.7339
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.7328
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7326
Replicase polyprotein 1ab	P0C6X7	R1AB_CVHSA	Human SARS coronavirus	4	0.7323
DNA mismatch repair protein Msh2	P43246	MSH2_HUMAN	Homo sapiens	3	0.7308
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7281
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	4	0.7250
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	3	0.7248
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7240
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7239
DNA topoisomerase 4 subunit B	H7C794	PARE_ENTFA	Enterococcus faecalis	3	0.7232
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7229
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7224
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7206
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7188
Ribosomal RNA large subunit methyltransferase J	P37634	RLMJ_ECOLI	Escherichia coli	4	0.7185
Metallo-beta-lactamase type 2	C7C422	BLAN1_KLEPN	Klebsiella pneumoniae	2	0.7176
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7174
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7171
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7165
DNA mismatch repair protein MutS	P23909	MUTS_ECOLI	Escherichia coli	3	0.7163
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7156
Tannase	B3Y018	B3Y018_LACPN	Lactiplantibacillus plantarum	4	0.7155
Peripheral plasma membrane protein CASK	O14936	CSKP_HUMAN	Homo sapiens	3	0.7149
Beta-galactosidase	P00722	BGAL_ECOLI	Escherichia coli	3	0.7141
Oxygenase	Q194P4	Q194P4_STRAA	Streptomyces argillaceus	3	0.7138
DNA polymerase theta	O75417	DPOLQ_HUMAN	Homo sapiens	4	0.7137
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	3	0.7129
Cyclic GMP-AMP phosphodiesterase SMPDL3A	Q92484	ASM3A_HUMAN	Homo sapiens	2	0.7119
Hygromycin-B 4-O-kinase	P00557	KHYB_ECOLX	Escherichia coli	3	0.7117
Hygromycin-B 4-O-kinase	P00557	KHYB_ECOLX	Escherichia coli	3	0.7086
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7082
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.7076
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	3	0.7076
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7074
DNA mismatch repair protein MutS	P23909	MUTS_ECOLI	Escherichia coli	3	0.7072
Methyltransferase	D0VX01	D0VX01_WSLV	Wesselsbron virus	4	0.7068
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7061
5-cytosine DNA methyltransferase	Q6Q386	Q6Q386_ENTHI	Entamoeba histolytica	4	0.7060
Eukaryotic translation initiation factor 4E-1	P29557	IF4E1_WHEAT	Triticum aestivum	4	0.7058
Maltokinase	A1TH50	MAK_MYCVP	Mycolicibacterium vanbaalenii	3	0.7047
Methyltransferase domain-containing protein	O57965	O57965_PYRHO	Pyrococcus horikoshii	4	0.7041
Nucleoprotein	P33469	NCAP_CVHOC	Human coronavirus OC43	3	0.7031
Glucose-1-phosphate thymidylyltransferase	Q9HU22	Q9HU22_PSEAE	Pseudomonas aeruginosa	4	0.7015
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7004
Methyltransferase	D0VX01	D0VX01_WSLV	Wesselsbron virus	4	0.7000

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