3-O-alpha-L-rhamnopyranosyl-(1→2)-[(4-sulfo)-beta-D-glucopyranosyl-(1→3)]-alpha-L-arabinopyranosyljujubogenin
- Family: Plantae - Rhamnaceae
- Kingdom: Plantae
-
Class: Saponin
- Subclass: Dammarane Saponin
| Canonical Smiles | OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)CO[C@H]([C@@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@H]3[C@@]42CO[C@]2(C4)[C@@H]3[C@@](C)(O)C[C@@H](O2)C=C(C)C)C)C)[C@@H]([C@H]([C@@H]1OS(=O)(=O)O)O)O |
|---|---|
| InChI | InChI=1S/C47H76O20S/c1-21(2)15-23-16-45(8,55)38-24-9-10-28-43(6)13-12-29(42(4,5)27(43)11-14-44(28,7)46(24)19-47(38,66-23)60-20-46)63-41-37(65-39-33(53)31(51)30(50)22(3)61-39)35(25(49)18-59-41)64-40-34(54)32(52)36(26(17-48)62-40)67-68(56,57)58/h15,22-41,48-55H,9-14,16-20H2,1-8H3,(H,56,57,58)/t22-,23-,24+,25-,26+,27-,28+,29-,30-,31+,32+,33+,34+,35-,36+,37+,38-,39-,40-,41-,43-,44+,45-,46-,47-/m0/s1 |
| InChIKey | GESNVBQCZNXLIQ-YTAUNOPHSA-N |
| Formula | C47H76O20S |
| HBA | 19 |
| HBD | 9 |
| MW | 993.17 |
| Rotatable Bonds | 10 |
| TPSA | 299.28 |
| LogP | 0.82 |
| Number Rings | 9 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 68 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.96 |
| Exact Mass | 992.47 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Ziziphus lotus | Rhamnaceae | Plantae | 345809 |
Showing of synonyms
No compound-protein relationship available.
SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCC(C6)OC7OCCC(OC8CCCCO8)C7OC9CCCCO9
Level: 3
Mol. Weight: 993.17 g/mol
SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCC(C6)OC(OCCC7)C7OC8CCCCO8
Level: 2
Mol. Weight: 993.17 g/mol
SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCC(C6)OC(OCC7)CC7OC8CCCCO8
Level: 2
Mol. Weight: 993.17 g/mol
SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3
Level: 2
Mol. Weight: 993.17 g/mol
SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCC(C6)OC7CCCCO7
Level: 1
Mol. Weight: 993.17 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 993.17 g/mol
SMILES: C1COCCC1OC2CCCCO2
Level: 1
Mol. Weight: 993.17 g/mol
SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCCC6
Level: 0
Mol. Weight: 993.17 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 993.17 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.08
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 8471.070
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 1107992.14
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.980
- Plasma Protein Binding
- 92.74
- 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
- Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- -0.330
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Toxic
- Bioconcentration Factor
- -25764.410
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -1.110
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 4.050
- 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
- -2010954331.390
- Rat (Acute)
- 2.680
- Rat (Chronic Oral)
- 6.030
- Fathead Minnow
- 2538406.340
- 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
- 226172303.820
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- -104.730
- Log(P)
- 0.73
- Log S
- -1.73
- Log(Vapor Pressure)
- -7447601.37
- Melting Point
- 208.9
- pKa Acid
- -54187.04
- pKa Basic
- -406.37