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Quercetin-3-(2''-galloylglucoside)

Family: Plantae - Polygonaceae
Kingdom: Plantae
Class: Flavonoid

Canonical Smiles	OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)C(C([C@@H]1O)O)OC(=O)c1cc(O)c(c(c1)O)O
InChI	InChI=1S/C28H24O16/c29-8-18-21(37)23(39)26(43-27(40)10-4-15(34)20(36)16(35)5-10)28(42-18)44-25-22(38)19-14(33)6-11(30)7-17(19)41-24(25)9-1-2-12(31)13(32)3-9/h1-7,18,21,23,26,28-37,39H,8H2/t18-,21-,23?,26?,28+/m1/s1
InChIKey	PXGWEUQZDRUMRE-OATDPVDDSA-N
Formula	C₂₈H₂₄O₁₆
HBA	16
HBD	10
MW	616.48
Rotatable Bonds	6
TPSA	277.27
LogP	0.44
Number Rings	5
Number Aromatic Rings	4
Heavy Atom Count	44
Formal Charge	0
Fraction CSP3	0.21
Exact Mass	616.11
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Polygonum senegalense	Polygonaceae	Plantae	471708

Showing of synonyms

Midiwo JO, Owino NO, et al. (1994). Flavonoids of Polygonum senegalense Part III: Isolation of dihydrochalcone glucoside and quercetin glycosides.. Bulletin of the Chemical Society of Ethiopia,1994,8(2),79-84. [View] [PubMed]

No compound-protein relationship available.

SMILES: c1ccccc1C(=O)OC2C(OCCC2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 616.48 g/mol

SMILES: c1ccccc1C(=O)OC2C(OCCC2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 616.48 g/mol

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC4CCCCO4

Level: 2

Mol. Weight: 616.48 g/mol

SMILES: c1cccc(c12)occ(c2=O)OC3CCCCO3

Level: 1

Mol. Weight: 616.48 g/mol

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

Level: 1

Mol. Weight: 616.48 g/mol

SMILES: c1ccccc1C(=O)OC2CCCOC2

Level: 1

Mol. Weight: 616.48 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 616.48 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 616.48 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 616.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.38
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.360
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 14.12

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.790
Plasma Protein Binding: 58.09
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: 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: 12.800
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Safe
Bioconcentration Factor: -2.790
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.220
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.680
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: -21439.690
Rat (Acute): 2.570
Rat (Chronic Oral): 3.780
Fathead Minnow: 47.280
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Toxic

General Properties

Boiling Point: 486.920
Hydration Free Energy: -2.990
Log(D) at pH=7.4: 0.570
Log(P): 1.53
Log S: -4.5
Log(Vapor Pressure): -16.93
Melting Point: 224.29
pKa Acid: 7.06
pKa Basic: 7.38

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9731
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9731
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8961
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8961
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8733
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8733
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	4	0.8651
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	4	0.8651
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8455
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8455
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8439
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8439
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.8390
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.8390
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.8099
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.8099
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.8092
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.8092
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7956
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7956
Gag-Pol polyprotein	P03369	POL_HV1A2	Human immunodeficiency virus type 1 group M subtype B	3	0.7867
Gag-Pol polyprotein	P03369	POL_HV1A2	Human immunodeficiency virus type 1 group M subtype B	3	0.7867
Antitumor antibiotic C-1027 apoprotein	Q06110	CAGA_STRGL	Streptomyces globisporus	3	0.7833
Antitumor antibiotic C-1027 apoprotein	Q06110	CAGA_STRGL	Streptomyces globisporus	3	0.7833
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.7793
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.7793
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7762
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7762
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7749
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7749
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7739
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7739
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7705
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7705
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.7654
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.7654
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7555
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7555
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7491
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7491
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.7486
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.7486
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.7394
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.7394
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.7361
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.7361
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7261
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7261
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7121
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7121
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7118
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7118
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7115
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7115

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