C-glycoside schaftoside
- Family: Plantae - Rosaceae
- Kingdom: Plantae
-
Class: Flavonoid
- Subclass: Flavone Glycoside
| Canonical Smiles | OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)c([C@@H]2OC[C@@H]([C@@H]([C@H]2O)O)O)c2c(c1O)c(=O)cc(o2)c1ccc(cc1C1(O)[C@H](O)C(CO)O[C@H]([C@H]1O)Oc1ccccc1CO)O |
|---|---|
| InChI | InChI=1S/C39H44O21/c40-9-13-3-1-2-4-19(13)59-38-37(54)39(55,36(53)22(11-42)60-38)16-7-14(43)5-6-15(16)20-8-17(44)23-28(48)24(35-32(52)30(50)27(47)21(10-41)58-35)29(49)25(33(23)57-20)34-31(51)26(46)18(45)12-56-34/h1-8,18,21-22,26-27,30-32,34-38,40-43,45-55H,9-12H2/t18-,21+,22?,26-,27+,30-,31+,32+,34-,35-,36+,37+,38+,39?/m0/s1 |
| InChIKey | BYSCHRIDOAJGGN-IGLUOSHMSA-N |
| Formula | C39H44O21 |
| HBA | 21 |
| HBD | 15 |
| MW | 848.76 |
| Rotatable Bonds | 9 |
| TPSA | 370.58 |
| LogP | -3.56 |
| Number Rings | 7 |
| Number Aromatic Rings | 4 |
| Heavy Atom Count | 60 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.46 |
| Exact Mass | 848.24 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Eriobotrya japonica | Rosaceae | Plantae | 32224 |
Showing of synonyms
- (2003). Flavonoids from Eriobotrya japonica (Rosaceae) growing in Tunisia. Biochemical Systematics and Ecology, 2003, 31(1), 99-101. [View]
No compound-protein relationship available.
SMILES: O1CCCCC1c(c2)cc(C3CCCCO3)c(c24)oc(cc4=O)-c5c(cccc5)C6CC(OCC6)Oc7ccccc7
Level: 5
Mol. Weight: 848.76 g/mol
SMILES: O1CCCCC1c(ccc2)c(c23)oc(cc3=O)-c4c(cccc4)C5CC(OCC5)Oc6ccccc6
Level: 4
Mol. Weight: 848.76 g/mol
SMILES: O1CCCCC1c(c2)ccc(c23)oc(cc3=O)-c4c(cccc4)C5CC(OCC5)Oc6ccccc6
Level: 4
Mol. Weight: 848.76 g/mol
SMILES: O1CCCCC1c(c2)cc(C3CCCCO3)c(c24)oc(cc4=O)-c5c(cccc5)C6CCOCC6
Level: 4
Mol. Weight: 848.76 g/mol
SMILES: c1cccc(c12)oc(cc2=O)-c3c(cccc3)C4CC(OCC4)Oc5ccccc5
Level: 3
Mol. Weight: 848.76 g/mol
SMILES: c1ccccc1-c(cc2=O)oc(c23)c(C4CCCCO4)cc(c3)C5CCCCO5
Level: 3
Mol. Weight: 848.76 g/mol
SMILES: O1CCCCC1c(ccc2)c(c23)oc(cc3=O)-c4c(cccc4)C5CCOCC5
Level: 3
Mol. Weight: 848.76 g/mol
SMILES: O1CCCCC1c(c2)ccc(c23)oc(cc3=O)-c4c(cccc4)C5CCOCC5
Level: 3
Mol. Weight: 848.76 g/mol
SMILES: O=c1ccoc(c12)c(C3CCCCO3)cc(c2)C4CCCCO4
Level: 2
Mol. Weight: 848.76 g/mol
SMILES: c1ccccc1-c(cc2=O)oc(c23)ccc(c3)C4CCCCO4
Level: 2
Mol. Weight: 848.76 g/mol
SMILES: c1cccc(c12)oc(cc2=O)-c3c(cccc3)C4CCOCC4
Level: 2
Mol. Weight: 848.76 g/mol
SMILES: O1CCCCC1c(ccc2)c(c23)oc(cc3=O)-c4ccccc4
Level: 2
Mol. Weight: 848.76 g/mol
SMILES: c1ccccc1C2CC(OCC2)Oc3ccccc3
Level: 2
Mol. Weight: 848.76 g/mol
SMILES: O=c1ccoc(c12)ccc(c2)C3CCCCO3
Level: 1
Mol. Weight: 848.76 g/mol
SMILES: O=c1ccoc(c12)c(ccc2)C3CCCCO3
Level: 1
Mol. Weight: 848.76 g/mol
SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3
Level: 1
Mol. Weight: 848.76 g/mol
SMILES: c1ccccc1OC2CCCCO2
Level: 1
Mol. Weight: 848.76 g/mol
SMILES: c1ccccc1C2CCOCC2
Level: 1
Mol. Weight: 848.76 g/mol
SMILES: c1cccc(c12)occc2=O
Level: 0
Mol. Weight: 848.76 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 848.76 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 848.76 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.21
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 268.190
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 36013.0
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.530
- Plasma Protein Binding
- 53.3
- 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
- 3.900
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -830.490
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.080
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 4.640
- 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
- -65350673.230
- Rat (Acute)
- 2.850
- Rat (Chronic Oral)
- 5.690
- Fathead Minnow
- 82498.960
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 7342360.770
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- -2.220
- Log(P)
- -1.62
- Log S
- -4.15
- Log(Vapor Pressure)
- -241673.62
- Melting Point
- 211.05
- pKa Acid
- -1702.84
- pKa Basic
- 10.34
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Geranylgeranyl transferase type-2 subunit alpha | Q08602 | PGTA_RAT | Rattus norvegicus | 3 | 0.8318 |
| Caspase-6 | P55212 | CASP6_HUMAN | Homo sapiens | 3 | 0.7629 |
| Proto-oncogene tyrosine-protein kinase Src | P00523 | SRC_CHICK | Gallus gallus | 3 | 0.7385 |
| Gag-Pol polyprotein | P03366 | POL_HV1B1 | Human immunodeficiency virus type 1 group M subtype B | 4 | 0.7260 |
| Putative b-glycan phosphorylase | Q21MB1 | Q21MB1_SACD2 | Saccharophagus degradans | 4 | 0.7218 |
| Interstitial collagenase | P03956 | MMP1_HUMAN | Homo sapiens | 4 | 0.7119 |
| Riboflavin synthase | P0AFU8 | RISA_ECOLI | Escherichia coli | 4 | 0.7030 |