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Quercetin 3-O-glucosylxylose

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

Canonical Smiles	OC[C@H]1OC([C@@H]([C@H]1O)O)OC[C@H]1O[C@@H](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/C26H28O16/c27-6-14-17(32)21(36)25(40-14)38-7-15-18(33)20(35)22(37)26(41-15)42-24-19(34)16-12(31)4-9(28)5-13(16)39-23(24)8-1-2-10(29)11(30)3-8/h1-5,14-15,17-18,20-22,25-33,35-37H,6-7H2/t14-,15-,17+,18-,20+,21-,22-,25?,26+/m1/s1
InChIKey	ZFGBNYDDAJMWAZ-LUTVQGKPSA-N
Formula	C₂₆H₂₈O₁₆
HBA	16
HBD	10
MW	596.49
Rotatable Bonds	7
TPSA	269.43
LogP	-2.08
Number Rings	5
Number Aromatic Rings	3
Heavy Atom Count	42
Formal Charge	0
Fraction CSP3	0.42
Exact Mass	596.14
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Convolvulus althaeoides	Convolvulaceae	Plantae	267570

Showing of synonyms

Hrichi S, Chaabane-Banaoues R, et al. (2020). Effect of seasonal variation on the chemical composition and antioxidant and antifungal activities of Convolvulus althaeoides L. leaf extract. Arabian Journal of Chemistry, 2020, 13(6), 5651-5668. [View]

No compound-protein relationship available.

SMILES: O1CCCC1OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 596.49 g/mol

SMILES: O1CCCC1OCC2CCCC(O2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 596.49 g/mol

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

Level: 2

Mol. Weight: 596.49 g/mol

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

Level: 1

Mol. Weight: 596.49 g/mol

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

Level: 1

Mol. Weight: 596.49 g/mol

SMILES: O1CCCCC1COC2CCCO2

Level: 1

Mol. Weight: 596.49 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 596.49 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 596.49 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 596.49 g/mol

SMILES: C1CCOC1

Level: 0

Mol. Weight: 596.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.49
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.570
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 7.86

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.730
Plasma Protein Binding: 64.91
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: 11.930
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Safe
Bioconcentration Factor: -3.810
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.970
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.320
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: -10322.630
Rat (Acute): 2.310
Rat (Chronic Oral): 4.000
Fathead Minnow: 22.570
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 523.120
Hydration Free Energy: -3.040
Log(D) at pH=7.4: -0.860
Log(P): -0.36
Log S: -4.55
Log(Vapor Pressure): -12.42
Melting Point: 213.58
pKa Acid: 4.16
pKa Basic: 8.48

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	4	0.9019
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8990
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8966
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.8898
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8866
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.8850
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.8628
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.8507
Tyrosine-protein kinase JAK3	P52333	JAK3_HUMAN	Homo sapiens	3	0.8448
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8410
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.8337
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8315
Major pollen allergen Bet v 1-A	P15494	BEV1A_BETPN	Betula pendula	3	0.8298
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8250
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8249
Nodulin-13	P93330	NOD13_MEDTR	Medicago truncatula	3	0.8240
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.8207
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.8171
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8022
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.7955
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7953
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.7899
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.7882
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.7869
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7720
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7689
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7686
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7619
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	4	0.7587
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.7535
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.7515
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7486
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	3	0.7476
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase	P62617	ISPF_ECOLI	Escherichia coli	3	0.7460
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7458
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.7392
DNA topoisomerase 4 subunit B	H7C794	PARE_ENTFA	Enterococcus faecalis	3	0.7383
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	5	0.7371
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7340
Secoisolariciresinol dehydrogenase	Q94KL8	SILD_PODPE	Podophyllum peltatum	4	0.7224
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	6	0.7211
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	4	0.7209
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7147
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	4	0.7143
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7142
Orf1a polyprotein	Q692E5	Q692E5_CVHSA	SARS coronavirus TJF	2	0.7103
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7081
Cytosolic purine 5'-nucleotidase	P49902	5NTC_HUMAN	Homo sapiens	2	0.7072
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	4	0.7043
O-methyltransferase family 2	D5STZ7	D5STZ7_PLAL2	Planctopirus limnophila	4	0.7037
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7019
Beta-glucuronidase	P05804	BGLR_ECOLI	Escherichia coli	3	0.7017
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7011

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