(3beta)-3-{[6-deoxy-alpha-L-mannopyranosyl-(1→2)-alpha-L-arabinopyranosyl-(1→2)-beta-D-glucopyranurosonyl]oxy}urs-20-en-28-oic acid 28-(2-O-sulfo-beta-D-glucopyranosyl) ester
- Family: Plantae - Zygophyllaceae
- Kingdom: Plantae
-
Class: Saponin
- Subclass: Triterpene Glycoside
| Canonical Smiles | OC[C@H]1O[C@@H](OC(=O)[C@@]23CC=C([C@@H](C3C3[C@](CC2)(C)[C@]2(C)CCC4[C@](C2CC3)(C)CC[C@@H](C4(C)C)O[C@H]2O[C@@H](C(=O)O)[C@@H]([C@H]([C@@H]2O[C@H]2OC[C@H]([C@H]([C@@H]2O[C@H]2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)O)O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)OS(=O)(=O)O |
|---|---|
| InChI | InChI=1S/C53H84O25S/c1-21-11-16-53(48(66)77-47-42(78-79(67,68)69)35(60)33(58)26(19-54)72-47)18-17-51(7)24(30(53)22(21)2)9-10-28-50(6)14-13-29(49(4,5)27(50)12-15-52(28,51)8)73-46-41(37(62)36(61)39(74-46)43(64)65)76-45-40(32(57)25(55)20-70-45)75-44-38(63)34(59)31(56)23(3)71-44/h11,22-42,44-47,54-63H,9-10,12-20H2,1-8H3,(H,64,65)(H,67,68,69)/t22-,23+,24?,25+,26+,27?,28?,29-,30?,31+,32+,33+,34-,35-,36+,37+,38-,39+,40-,41-,42+,44+,45+,46-,47-,50-,51+,52+,53-/m0/s1 |
| InChIKey | OUIZLVDOAJSZKN-RBGYGPSXSA-N |
| Formula | C53H84O25S |
| HBA | 23 |
| HBD | 12 |
| MW | 1153.3 |
| Rotatable Bonds | 12 |
| TPSA | 394.11 |
| LogP | -0.59 |
| Number Rings | 9 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 79 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.92 |
| Exact Mass | 1152.5 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Zygophyllum geslini | Zygophyllaceae | Plantae | 66651 |
Showing of synonyms
- Smati D, Mitaine‐Offer A, et al. (2007). Ursane-Type Triterpene Saponins from Zygophyllum geslini. Helvetica Chimica Acta, 2007,90(4),712-719. [View]
No compound-protein relationship available.
SMILES: O1CCCCC1OC(=O)C23C(CC=CC2)C4C(CC3)C5C(CC4)C6C(CC5)CC(CC6)OC(OCCC7)C7OC(OCCC8)C8OC9CCCCO9
Level: 4
Mol. Weight: 1153.3 g/mol
SMILES: O1CCCCC1OC(=O)C23C(CC=CC2)C4C(CC3)C5C(CC4)C6C(CC5)CC(CC6)OC(OCCC7)C7OC8CCCCO8
Level: 3
Mol. Weight: 1153.3 g/mol
SMILES: C1C=CCC(CC2)C1C3CCC(C4C23)C5C(CC4)CC(CC5)OC(OCCC6)C6OC(OCCC7)C7OC8CCCCO8
Level: 3
Mol. Weight: 1153.3 g/mol
SMILES: O1CCCCC1OC(=O)C23C(CC=CC2)C4C(CC3)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7
Level: 2
Mol. Weight: 1153.3 g/mol
SMILES: C1C=CCC(CC2)C1C3CCC(C4C23)C5C(CC4)CC(CC5)OC(OCCC6)C6OC7CCCCO7
Level: 2
Mol. Weight: 1153.3 g/mol
SMILES: O1CCCCC1OC2C(OCCC2)OC3CCCOC3
Level: 2
Mol. Weight: 1153.3 g/mol
SMILES: O1CCCCC1OC(=O)C23C(CC=CC2)C4C(CC3)C5C(CC4)C6C(CC5)CCCC6
Level: 1
Mol. Weight: 1153.3 g/mol
SMILES: C1C=CCC(CC2)C1C3CCC(C4C23)C5C(CC4)CC(CC5)OC6CCCCO6
Level: 1
Mol. Weight: 1153.3 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 1153.3 g/mol
SMILES: C1C=CCC(CC2)C1C3CCC(C4C23)C5C(CC4)CCCC5
Level: 0
Mol. Weight: 1153.3 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 1153.3 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.18
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 1251240.540
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 163523497.45
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.970
- Plasma Protein Binding
- 84.36
- 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
- 0.850
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -3803183.280
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -2.940
- 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
- -296787305267.880
- Rat (Acute)
- 2.170
- Rat (Chronic Oral)
- 637.670
- Fathead Minnow
- 374631084.620
- 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
- 33380337588.260
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- -18538.720
- Log(P)
- -3.07
- Log S
- -1.87
- Log(Vapor Pressure)
- -1099197753.96
- Melting Point
- 205.51
- pKa Acid
- -8009305.22
- pKa Basic
- -64411.24
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Mexicain | P84346 | MEX1_JACME | Jacaratia mexicana | 3 | 0.7794 |