3-O-beta-D-glucopyranosyl-(1 → 2)-[beta-D-glucopyranosyl-(1 → 3)]- beta-D-fucopyranosyl-3beta,16alpha,23,28,29-pentahydroxyoleana-11,13(28)-diene
- Family: Plantae - Umbelliferae
- Kingdom: Plantae
-
Class: Saponin
- Subclass: Triterpene Saponin
| Canonical Smiles | OCC1OC(OC2C(OC(C(C2OC2OC(CO)C(C(C2O)O)O)O)C)O[C@H]2CC[C@]3(C([C@]2(C)CO)CC[C@@]2(C3C=CC3=C4C[C@](C)(CO)CC[C@@]4([C@@H](C[C@@]23C)O)CO)C)C)C(C(C1O)O)O |
|---|---|
| InChI | InChI=1S/C48H78O19/c1-22-31(55)38(66-40-36(60)34(58)32(56)25(17-49)63-40)39(67-41-37(61)35(59)33(57)26(18-50)64-41)42(62-22)65-30-10-11-44(3)27(45(30,4)20-52)9-12-46(5)28(44)8-7-23-24-15-43(2,19-51)13-14-48(24,21-53)29(54)16-47(23,46)6/h7-8,22,25-42,49-61H,9-21H2,1-6H3/t22?,25?,26?,27?,28?,29-,30+,31?,32?,33?,34?,35?,36?,37?,38?,39?,40?,41?,42?,43-,44+,45+,46-,47-,48-/m1/s1 |
| InChIKey | KWPHFSYEPKEHDX-AGFVTNIJSA-N |
| Formula | C48H78O19 |
| HBA | 19 |
| HBD | 13 |
| MW | 959.13 |
| Rotatable Bonds | 11 |
| TPSA | 318.37 |
| LogP | -1.52 |
| Number Rings | 8 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 67 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.92 |
| Exact Mass | 958.51 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Bupleurum rigidum | Umbelliferae | Plantae | 199748 |
Showing of synonyms
- Chelghoum M, Smati D, et al. (2018). Four new triterpene saponins from Bupleurum rigidum L. Phytochemistry Letters, 2018,27,223–228. [View]
No compound-protein relationship available.
SMILES: C1CCCC(C1=C23)CCC3C4C(C=C2)C5C(CC4)CC(CC5)OC6OCCC(OC7CCCCO7)C6OC8CCCCO8
Level: 3
Mol. Weight: 959.13 g/mol
SMILES: C1CCCC(C1=C23)CCC3C4C(C=C2)C5C(CC4)CC(CC5)OC(OCCC6)C6OC7CCCCO7
Level: 2
Mol. Weight: 959.13 g/mol
SMILES: C1CCCC(C1=C23)CCC3C4C(C=C2)C5C(CC4)CC(CC5)OC(OCC6)CC6OC7CCCCO7
Level: 2
Mol. Weight: 959.13 g/mol
SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3
Level: 2
Mol. Weight: 959.13 g/mol
SMILES: C1CCCC(C1=C23)CCC3C4C(C=C2)C5C(CC4)CC(CC5)OC6CCCCO6
Level: 1
Mol. Weight: 959.13 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 959.13 g/mol
SMILES: C1COCCC1OC2CCCCO2
Level: 1
Mol. Weight: 959.13 g/mol
SMILES: C1CCCC(C1=C23)CCC3C4C(C=C2)C5C(CC4)CCCC5
Level: 0
Mol. Weight: 959.13 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 959.13 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.61
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 5601.75
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 732949.39
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.8
- Plasma Protein Binding
- 25.23
- 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
- 1.58
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Toxic
- Bioconcentration Factor
- -17040.0
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.73
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- 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
- -1330266805.6
- Rat (Acute)
- 3.72
- Rat (Chronic Oral)
- 4.34
- Fathead Minnow
- 1679189.37
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Toxic
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 149613900.19
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- -72.32
- Log(P)
- -0.51
- Log S
- -2.03
- Log(Vapor Pressure)
- -4926569.59
- Melting Point
- 242.04
- pKa Acid
- -35807.17
- pKa Basic
- -266.31
No predicted protein targets found for this compound.