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Quercetin 3-O-beta-D-glucupyranuronide

Family: Plantae - Tamaricaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavonoid Glycoside

Canonical Smiles	OC[C@H]1OC(OC2C(Oc3c(C2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C21H22O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-27,29-30H,6H2/t13-,15-,17+,18-,19?,20?,21?/m1/s1
InChIKey	FVQOMEDMFUMIMO-JPCJGGCMSA-N
Formula	C₂₁H₂₂O₁₂
HBA	12
HBD	8
MW	466.4
Rotatable Bonds	4
TPSA	206.6
LogP	-0.99
Number Rings	4
Number Aromatic Rings	2
Heavy Atom Count	33
Formal Charge	0
Fraction CSP3	0.38
Exact Mass	466.11
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Tamarix nilotica	Tamaricaceae	Plantae	189799
2	Tamarix nilotica	Tamaricaceae	Plantae	189799

Showing of synonyms

Abouzid SF, Ali SA, et al. (2009). A new ferulic acid ester and other constituents from Tamarix nilotica leaves. Chemical and Pharmaceutical Bulletin,2009,57(7),740-742. [View] [PubMed]
AbouZid S (2013). Chemical and biological studies on Tamarix nilotica growing in Egypt. Planta Medica,2013,79-PI3. [View]

Pubchem: 118599821

Nmrshiftdb2: 70051507

No compound-protein relationship available.

SMILES: c1cccc(c12)OC(c3ccccc3)C(C2=O)OC4CCCCO4

Level: 2

Mol. Weight: 466.4 g/mol

SMILES: c1cccc(c12)OCC(C2=O)OC3CCCCO3

Level: 1

Mol. Weight: 466.4 g/mol

SMILES: c1cccc(c12)OC(CC2=O)c3ccccc3

Level: 1

Mol. Weight: 466.4 g/mol

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 466.4 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 466.4 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 466.4 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.92
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.71
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 0.03

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.69
Plasma Protein Binding: 43.76
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: 15.49
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -2.86
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.68
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.11
Micronucleos: Toxic
NR-AhR: Safe
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: -106.83
Rat (Acute): 2.27
Rat (Chronic Oral): 4.03
Fathead Minnow: 3.77
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: 635.84
Hydration Free Energy: -4.64
Log(D) at pH=7.4: -0.16
Log(P): -0.2
Log S: -3.54
Log(Vapor Pressure): -12.79
Melting Point: 187.77
pKa Acid: 4.61
pKa Basic: 7.66

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.8834
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.8834
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8786
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8786
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.8580
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.8580
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.8293
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.8293
Nodulin-13	P93330	NOD13_MEDTR	Medicago truncatula	3	0.8237
Nodulin-13	P93330	NOD13_MEDTR	Medicago truncatula	3	0.8237
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.8140
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.8140
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.8011
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.8011
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7990
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7990
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7953
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7953
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7921
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7921
Stromelysin-1	P08254	MMP3_HUMAN	Homo sapiens	3	0.7908
Stromelysin-1	P08254	MMP3_HUMAN	Homo sapiens	3	0.7908
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7830
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7830
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7791
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7791
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	3	0.7775
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	3	0.7775
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7757
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7757
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.7719
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.7719
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7716
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7716
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7711
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7711
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7707
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7707
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.7611
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.7611
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7561
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7561
beta-glucosidase	Q92AS9	Q92AS9_LISIN	Listeria innocua serovar 6a	3	0.7511
beta-glucosidase	Q92AS9	Q92AS9_LISIN	Listeria innocua serovar 6a	3	0.7511
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.7506
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.7506
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7496
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7496
Acetyl-CoA carboxylase 2	O00763	ACACB_HUMAN	Homo sapiens	4	0.7446
Acetyl-CoA carboxylase 2	O00763	ACACB_HUMAN	Homo sapiens	4	0.7446
Periplasmic pH-dependent serine endoprotease DegQ	P39099	DEGQ_ECOLI	Escherichia coli	4	0.7415
Periplasmic pH-dependent serine endoprotease DegQ	P39099	DEGQ_ECOLI	Escherichia coli	4	0.7415
HTH-type transcriptional regulator QacR	P0A0N4	QACR_STAAU	Staphylococcus aureus	4	0.7379
HTH-type transcriptional regulator QacR	P0A0N4	QACR_STAAU	Staphylococcus aureus	4	0.7379
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7369
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7369
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7365
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7365
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase	P62617	ISPF_ECOLI	Escherichia coli	3	0.7331
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase	P62617	ISPF_ECOLI	Escherichia coli	3	0.7331
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Q81LL4	MTNN_BACAN	Bacillus anthracis	3	0.7312
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Q81LL4	MTNN_BACAN	Bacillus anthracis	3	0.7312
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7290
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7290
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	3	0.7263
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	3	0.7263
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7133
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7133
Dihydrofolate reductase	P0ABQ4	DYR_ECOLI	Escherichia coli	4	0.7130
Dihydrofolate reductase	P0ABQ4	DYR_ECOLI	Escherichia coli	4	0.7130
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7126
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7126
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7120
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7120
O-methyltransferase family 2	D5STZ7	D5STZ7_PLAL2	Planctopirus limnophila	4	0.7120
O-methyltransferase family 2	D5STZ7	D5STZ7_PLAL2	Planctopirus limnophila	4	0.7120
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7101
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7101
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7094
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7094
Heat shock protein HSP 90-beta	P08238	HS90B_HUMAN	Homo sapiens	3	0.7086
Heat shock protein HSP 90-beta	P08238	HS90B_HUMAN	Homo sapiens	3	0.7086
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7040
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7040
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7023
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7023
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.7007
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.7007
Serine/threonine-protein kinase PLK1	P53350	PLK1_HUMAN	Homo sapiens	3	0.7006
Serine/threonine-protein kinase PLK1	P53350	PLK1_HUMAN	Homo sapiens	3	0.7006

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