3-O-alpha-l-rhamnopyranosyl-(1→6)-beta-D-glucopyranosyljujubogenin-20-O-(2,3,4-O-triacetyl)-alpha-L-rhamnopyranoside
- Family: Plantae - Rhamnaceae
- Kingdom: Plantae
-
Class: Saponin
- Subclass: Dammarane Saponin
| Canonical Smiles | CC(=C[C@@H]1O[C@@]23OC[C@@]4(C2)[C@@H]([C@H]3[C@@](C1)(C)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C)CC[C@H]1[C@@]4(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)C |
|---|---|
| InChI | InChI=1S/C54H84O20/c1-24(2)19-30-20-52(12,74-48-44(70-29(7)57)43(69-28(6)56)42(26(4)67-48)68-27(5)55)45-31-13-14-34-50(10)17-16-35(49(8,9)33(50)15-18-51(34,11)53(31)22-54(45,73-30)65-23-53)72-47-41(63)39(61)37(59)32(71-47)21-64-46-40(62)38(60)36(58)25(3)66-46/h19,25-26,30-48,58-63H,13-18,20-23H2,1-12H3/t25-,26-,30-,31+,32+,33-,34+,35-,36-,37+,38+,39-,40+,41+,42-,43+,44+,45-,46+,47-,48-,50-,51+,52-,53-,54-/m0/s1 |
| InChIKey | QBFHRMPOFOZKOQ-WSCWRHILSA-N |
| Formula | C54H84O20 |
| HBA | 20 |
| HBD | 6 |
| MW | 1053.25 |
| Rotatable Bonds | 11 |
| TPSA | 274.12 |
| LogP | 3.1 |
| Number Rings | 9 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 74 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.91 |
| Exact Mass | 1052.56 |
| 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: O1CCCCC1OCC2CCCC(O2)OC(C3)CCC4C3CCC5C4CCC(C567)C8C(C6)(OC7)OCCC8OC9CCCCO9
Level: 3
Mol. Weight: 1053.25 g/mol
SMILES: O1CCCCC1OCC2CCCC(O2)OC(C3)CCC4C3CCC5C4CCC(C567)C8C(C6)(OC7)OCCC8
Level: 2
Mol. Weight: 1053.25 g/mol
SMILES: O1CCCCC1OC2CCOC(C3)(OC4)C2C(C345)CCC6C5CCC7C6CCC(C7)OC8CCCCO8
Level: 2
Mol. Weight: 1053.25 g/mol
SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCC(C6)OC7CCCCO7
Level: 1
Mol. Weight: 1053.25 g/mol
SMILES: C1CCCC2C1CCC3C2CCC(C345)C6C(C4)(OC5)OCCC6OC7CCCCO7
Level: 1
Mol. Weight: 1053.25 g/mol
SMILES: O1CCCCC1COC2CCCCO2
Level: 1
Mol. Weight: 1053.25 g/mol
SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCCC6
Level: 0
Mol. Weight: 1053.25 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 1053.25 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.78
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- 134243.01
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 17544778.81
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.61
- Plasma Protein Binding
- 103.3
- 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
- Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 2.0
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -408049.93
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.69
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 4.05
- 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
- -31842929707.22
- Rat (Acute)
- 4.38
- Rat (Chronic Oral)
- 69.81
- Fathead Minnow
- 40194953.8
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 3581443034.41
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- -1970.67
- Log(P)
- 4.64
- Log S
- -4.59
- Log(Vapor Pressure)
- -117934934.29
- Melting Point
- 224.91
- pKa Acid
- -859248.3
- pKa Basic
- -6889.72