22-O-methyl-parvispinoside A
- Family: Plantae - Zygophyllaceae
- Kingdom: Plantae
-
Class: Saponin
- Subclass: Steroidal Glycoside
| Canonical Smiles | OC[C@@H]1O[C@H](O[C@H]2C[C@@H]3CC[C@@H]4[C@H]([C@@]3(C[C@@H]2O)C)CC[C@@]2([C@H]4C[C@H]3[C@@H]2[C@@H]([C@@](O3)(OC)CC[C@@H](CO[C@H]2O[C@@H](CO)[C@@H](C([C@H]2O)O)O)C)C)C)[C@@H]([C@H]([C@@H]1O[C@H]1O[C@@H](CO)[C@@H]([C@@H]([C@H]1O[C@H]1O[C@@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@H]1OC[C@@H]([C@@H]([C@H]1O)O)O)O)O)O |
|---|---|
| InChI | InChI=1S/C57H96O29/c1-21(19-76-50-44(72)40(68)37(65)31(15-58)79-50)8-11-57(75-5)22(2)35-30(86-57)13-26-24-7-6-23-12-29(27(62)14-56(23,4)25(24)9-10-55(26,35)3)78-52-46(74)42(70)47(34(18-61)82-52)83-54-49(85-53-45(73)41(69)38(66)32(16-59)80-53)48(39(67)33(17-60)81-54)84-51-43(71)36(64)28(63)20-77-51/h21-54,58-74H,6-20H2,1-5H3/t21-,22-,23-,24+,25+,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-,37-,38+,39-,40?,41-,42+,43+,44+,45+,46+,47+,48-,49+,50-,51+,52-,53+,54+,55+,56+,57+/m0/s1 |
| InChIKey | OHUANDSGGHTLAK-LKOVMJRWSA-N |
| Formula | C57H96O29 |
| HBA | 29 |
| HBD | 17 |
| MW | 1245.37 |
| Rotatable Bonds | 19 |
| TPSA | 454.67 |
| LogP | -5.87 |
| Number Rings | 10 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 86 |
| Formal Charge | 0 |
| Fraction CSP3 | 1.0 |
| Exact Mass | 1244.6 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Tribulus species | Tribulaceae | Plantae | 43873 |
| 2 | Tribulus parvispinus | Zygophyllaceae | Plantae | 2603131 |
Showing of synonyms
- Perrone A, Plaza A, et al. (2005). Cytotoxic furostanol saponins and a megastigmane glucoside from Tribulus parvispinus. Journal of Natural Products,2005,68(10),1549-1553. [View] [PubMed]
- Hamed AI, Janda B, et al. (2012). Profiles of steroidal saponins from the aerial parts of Tribulus pentandrus, T. megistopterus subsp. pterocarpus and T. parvispinus by LC-ESI-MS/MS. Phytochemical Analysis,2012,23(6),613-621. [View] [PubMed]
No compound-protein relationship available.
SMILES: O1CCCCC1OCCCCC(C2)OC3CC(C4C23)C5C(CC4)C6C(CC5)CC(CC6)OC(OC7)CCC7OC8OCCC(OC9CCCCO9)C8OC1CCCCO1
Level: 5
Mol. Weight: 1245.37 g/mol
SMILES: O1CCCCC1OCCCCC(C2)OC3CC(C4C23)C5C(CC4)C6C(CC5)CC(CC6)OC(OC7)CCC7OC(OCCC8)C8OC9CCCCO9
Level: 4
Mol. Weight: 1245.37 g/mol
SMILES: O1CCCCC1OCCCCC(C2)OC3CC(C4C23)C5C(CC4)C6C(CC5)CC(CC6)OC(OC7)CCC7OC(OCC8)CC8OC9CCCCO9
Level: 4
Mol. Weight: 1245.37 g/mol
SMILES: C1COC2CC(C3C12)C4C(CC3)C5C(CC4)CC(CC5)OC(OC6)CCC6OC7OCCC(OC8CCCCO8)C7OC9CCCCO9
Level: 4
Mol. Weight: 1245.37 g/mol
SMILES: O1CCCCC1OCCCCC(C2)OC3CC(C4C23)C5C(CC4)C6C(CC5)CC(CC6)OC(OC7)CCC7OC8CCCCO8
Level: 3
Mol. Weight: 1245.37 g/mol
SMILES: C1COC2CC(C3C12)C4C(CC3)C5C(CC4)CC(CC5)OC(OC6)CCC6OC(OCCC7)C7OC8CCCCO8
Level: 3
Mol. Weight: 1245.37 g/mol
SMILES: C1COC2CC(C3C12)C4C(CC3)C5C(CC4)CC(CC5)OC(OC6)CCC6OC(OCC7)CC7OC8CCCCO8
Level: 3
Mol. Weight: 1245.37 g/mol
SMILES: O1CCCCC1OC2C(OC3CCCCO3)CCOC2OC4CCCOC4
Level: 3
Mol. Weight: 1245.37 g/mol
SMILES: O1CCCCC1OCCCCC(C2)OC3CC(C4C23)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7
Level: 2
Mol. Weight: 1245.37 g/mol
SMILES: C1COC2CC(C3C12)C4C(CC3)C5C(CC4)CC(CC5)OC(OC6)CCC6OC7CCCCO7
Level: 2
Mol. Weight: 1245.37 g/mol
SMILES: O1CCCCC1OC2CC(OCC2)OC3CCCOC3
Level: 2
Mol. Weight: 1245.37 g/mol
SMILES: O1CCCCC1OC2C(OCCC2)OC3CCCOC3
Level: 2
Mol. Weight: 1245.37 g/mol
SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3
Level: 2
Mol. Weight: 1245.37 g/mol
SMILES: O1CCCCC1OCCCCC(C2)OC3CC(C4C23)C5C(CC4)C6C(CC5)CCCC6
Level: 1
Mol. Weight: 1245.37 g/mol
SMILES: C1COC2CC(C3C12)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6
Level: 1
Mol. Weight: 1245.37 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 1245.37 g/mol
SMILES: C1COCCC1OC2CCCCO2
Level: 1
Mol. Weight: 1245.37 g/mol
SMILES: C1COC2CC(C3C12)C4C(CC3)C5C(CC4)CCCC5
Level: 0
Mol. Weight: 1245.37 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 1245.37 g/mol
Absorption
- Caco-2 (logPapp)
- -6.6
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 2676124242.710
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 349737844149.52
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.600
- Plasma Protein Binding
- 53.31
- 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
- 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
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 1.630
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -8134109184.920
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -3321.600
- Liver Injury II
- Safe
- 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
- -634757324664361.750
- Rat (Acute)
- 4.190
- Rat (Chronic Oral)
- 1361498.510
- Fathead Minnow
- 801245752155.560
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Toxic
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 71392602165702.641
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- -39687152.630
- Log(P)
- -4622.82
- Log S
- -1.64
- Log(Vapor Pressure)
- -2350922195649.31
- Melting Point
- -711414.08
- pKa Acid
- -17130175542.5
- pKa Basic
- -137811743.83