Quercetin-3-O-(2gal-alpha-rhamnosyl)-beta-glucosyl-(1→6)-beta-galactoside
- Family: Plantae - Solanaceae
- Kingdom: Plantae
-
Class: Flavonoid
- Subclass: Flavonol Glycoside
| Canonical Smiles | OC[C@@H]1O[C@H](OC[C@@H]2O[C@@H]([C@H]([C@@H]([C@@H]2O)O)O[C@H]2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)c2c(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/C33H40O20/c1-9-20(39)24(43)28(47)33(49-9)53-31-26(45)22(41)17(8-48-32-27(46)25(44)21(40)16(7-34)52-32)51-30(31)19-23(42)18-14(38)5-11(35)6-15(18)50-29(19)10-2-3-12(36)13(37)4-10/h2-6,9,16-17,20-22,24-28,30-41,43-47H,7-8H2,1H3/t9-,16+,17+,20-,21+,22-,24+,25-,26-,27+,28+,30-,31+,32+,33-/m1/s1 |
| InChIKey | VNEADBMQBZWFHD-VYSJJLFKSA-N |
| Formula | C33H40O20 |
| HBA | 20 |
| HBD | 13 |
| MW | 756.66 |
| Rotatable Bonds | 8 |
| TPSA | 339.35 |
| LogP | -3.53 |
| Number Rings | 6 |
| Number Aromatic Rings | 3 |
| Heavy Atom Count | 53 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.55 |
| Exact Mass | 756.21 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Solanum nigrum | Solanaceae | Plantae | 4112 |
Showing of synonyms
- A.M. Nawwar M, M.D. El-Mousallamy A, et al. (1989). Quercetin 3-Glycosides From The Leaves of Solanum Nigrum. Phytochemistry, 1989, 28(6), 1755-1757. [View]
No compound-protein relationship available.
SMILES: O1CCCCC1OCC(O2)CCC(OC3CCCCO3)C2c(c4=O)c(-c5ccccc5)oc(c46)cccc6
Level: 4
Mol. Weight: 756.66 g/mol
SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)c(c4=O)coc(c45)cccc5
Level: 3
Mol. Weight: 756.66 g/mol
SMILES: O1CCCCC1OCC2CCCC(O2)c(c3=O)c(-c4ccccc4)oc(c35)cccc5
Level: 3
Mol. Weight: 756.66 g/mol
SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)C4C(CCCO4)OC5CCCCO5
Level: 3
Mol. Weight: 756.66 g/mol
SMILES: O1CCCCC1OCC2CCCC(O2)c(c3=O)coc(c34)cccc4
Level: 2
Mol. Weight: 756.66 g/mol
SMILES: c1cccc(c12)occ(c2=O)C3C(CCCO3)OC4CCCCO4
Level: 2
Mol. Weight: 756.66 g/mol
SMILES: c1cccc(c12)oc(c(c2=O)C3CCCCO3)-c4ccccc4
Level: 2
Mol. Weight: 756.66 g/mol
SMILES: O1CCCCC1OCC2CCC(CO2)OC3CCCCO3
Level: 2
Mol. Weight: 756.66 g/mol
SMILES: c1cccc(c12)occ(c2=O)C3CCCCO3
Level: 1
Mol. Weight: 756.66 g/mol
SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3
Level: 1
Mol. Weight: 756.66 g/mol
SMILES: O1CCCCC1COC2CCCCO2
Level: 1
Mol. Weight: 756.66 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 756.66 g/mol
SMILES: c1cccc(c12)occc2=O
Level: 0
Mol. Weight: 756.66 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 756.66 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 756.66 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.44
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 0.710
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 939.2
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.630
- Plasma Protein Binding
- 53.09
- 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
- 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
- 8.920
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- -21.210
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.760
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 6.350
- 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
- -1699156.440
- Rat (Acute)
- 2.520
- Rat (Chronic Oral)
- 4.770
- Fathead Minnow
- 2153.390
- 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
- 184126.360
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- -1.690
- Log(P)
- -1.38
- Log S
- -4.35
- Log(Vapor Pressure)
- -6016.5
- Melting Point
- 202.79
- pKa Acid
- -12.52
- pKa Basic
- 9.38
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Leucoanthocyanidin dioxygenase | Q96323 | LDOX_ARATH | Arabidopsis thaliana | 5 | 0.8925 |
| Heat shock protein HSP 90-alpha | P07900 | HS90A_HUMAN | Homo sapiens | 3 | 0.8714 |
| Bromodomain-containing protein 2 | P25440 | BRD2_HUMAN | Homo sapiens | 3 | 0.8503 |
| Nitric oxide synthase oxygenase | O34453 | NOSO_BACSU | Bacillus subtilis | 4 | 0.8192 |
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.8008 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.7663 |
| Disks large homolog 1 | Q12959 | DLG1_HUMAN | Homo sapiens | 4 | 0.7627 |
| Gag-Pol polyprotein | P12497 | POL_HV1N5 | Human immunodeficiency virus type 1 group M subtype B | 3 | 0.7621 |
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.7484 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 2 | 0.7417 |
| Nitric oxide synthase oxygenase | O34453 | NOSO_BACSU | Bacillus subtilis | 3 | 0.7238 |
| Basic phospholipase A2 VRV-PL-VIIIa | P59071 | PA2B8_DABRR | Daboia russelii | 2 | 0.7232 |
| Glutathione S-transferase | P46088 | GST_NOTSL | Nototodarus sloanii | 4 | 0.7224 |
| Putative b-glycan phosphorylase | Q21MB1 | Q21MB1_SACD2 | Saccharophagus degradans | 4 | 0.7143 |