Select a section from the left sidebar
Luteolin-8-C-glucopyranosyl-7-O-rhamnopyranoside
- Family: Plantae - Commelinaceae
- Kingdom: Plantae
-
Class: Flavonoid
- Subclass: Flavanol Glycoside
| Canonical Smiles | COC1OC([C@H]([C@@H]([C@H]1O)O)O)c1c(O[C@@H]2OC(C)[C@H]([C@@H](C2O)O)O)cc(c2c1OC(CC2=O)c1ccc(c(c1)O)O)O |
|---|---|
| InChI | InChI=1S/C27H32O15/c1-8-18(32)19(33)23(37)27(39-8)41-15-7-13(31)16-12(30)6-14(9-3-4-10(28)11(29)5-9)40-24(16)17(15)25-21(35)20(34)22(36)26(38-2)42-25/h3-5,7-8,14,18-23,25-29,31-37H,6H2,1-2H3/t8?,14?,18-,19+,20+,21+,22-,23?,25?,26?,27+/m1/s1 |
| InChIKey | LLPRROBCFNTLMU-UMPFCUFBSA-N |
| Formula | C27H32O15 |
| HBA | 15 |
| HBD | 9 |
| MW | 596.54 |
| Rotatable Bonds | 5 |
| TPSA | 245.29 |
| LogP | -1.16 |
| Number Rings | 5 |
| Number Aromatic Rings | 2 |
| Heavy Atom Count | 42 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.52 |
| Exact Mass | 596.17 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Callisia fragrans | Commelinaceae | Plantae | 428217 |
Showing of synonyms
Luteolin-8-C-glucopyranosyl-7-O-rhamnopyranoside
No compound-protein relationship available.
SMILES: O1CCCCC1Oc(cc2)c(C3CCCCO3)c(c24)OC(CC4=O)c5ccccc5
Level: 3
Mol. Weight: 596.54 g/mol
SMILES: O=C1CCOc(c12)c(C3CCCCO3)c(cc2)OC4CCCCO4
Level: 2
Mol. Weight: 596.54 g/mol
SMILES: c1ccccc1C(CC2=O)Oc(c23)cc(cc3)OC4CCCCO4
Level: 2
Mol. Weight: 596.54 g/mol
SMILES: O1CCCCC1c(ccc2)c(c23)OC(CC3=O)c4ccccc4
Level: 2
Mol. Weight: 596.54 g/mol
SMILES: O=C1CCOc(c12)cc(cc2)OC3CCCCO3
Level: 1
Mol. Weight: 596.54 g/mol
SMILES: O=C1CCOc(c12)c(ccc2)C3CCCCO3
Level: 1
Mol. Weight: 596.54 g/mol
SMILES: c1cccc(c12)OC(CC2=O)c3ccccc3
Level: 1
Mol. Weight: 596.54 g/mol
SMILES: c1cccc(c12)OCCC2=O
Level: 0
Mol. Weight: 596.54 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 596.54 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 596.54 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.7
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- -5.350
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 5.66
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.720
- Plasma Protein Binding
- 29.69
- 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
- 11.110
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -4.300
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.790
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 5.960
- 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
- -8651.630
- Rat (Acute)
- 2.230
- Rat (Chronic Oral)
- 4.530
- Fathead Minnow
- 18.060
- 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
- 503.760
- Hydration Free Energy
- -2.940
- Log(D) at pH=7.4
- -0.310
- Log(P)
- -0.82
- Log S
- -4.63
- Log(Vapor Pressure)
- -11.75
- Melting Point
- 195.88
- pKa Acid
- 3.96
- pKa Basic
- 6.95
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.8315 |
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.8195 |
| rRNA N-glycosylase | D9J2T9 | D9J2T9_MOMBA | Momordica balsamina | 3 | 0.7989 |
| Serine/threonine-protein kinase pim-1 | P11309 | PIM1_HUMAN | Homo sapiens | 3 | 0.7923 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.7834 |
| Maltose/maltodextrin-binding periplasmic protein | P0AEX9 | MALE_ECOLI | Escherichia coli | 3 | 0.7558 |
| Nitric oxide synthase, inducible | P29477 | NOS2_MOUSE | Mus musculus | 3 | 0.7489 |
| Nitric oxide synthase, inducible | P29477 | NOS2_MOUSE | Mus musculus | 3 | 0.7448 |
| Phenylalanine-4-hydroxylase | P00439 | PH4H_HUMAN | Homo sapiens | 3 | 0.7372 |
| Basic phospholipase A2 VRV-PL-VIIIa | P59071 | PA2B8_DABRR | Daboia russelii | 4 | 0.7313 |
| Eukaryotic translation initiation factor 4E-1 | P29557 | IF4E1_WHEAT | Triticum aestivum | 4 | 0.7275 |
| Polyribonucleotide nucleotidyltransferase | A7ZS61 | PNP_ECO24 | Escherichia coli O139:H28 | 3 | 0.7248 |
| Pancreatic alpha-amylase | P04746 | AMYP_HUMAN | Homo sapiens | 3 | 0.7239 |
| Nitric oxide synthase, inducible | P29477 | NOS2_MOUSE | Mus musculus | 3 | 0.7181 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 2 | 0.7115 |
| Kinesin heavy chain | Q41460 | Q41460_SOLTU | Solanum tuberosum | 3 | 0.7054 |