3-O-beta-D-glucopyranosyl-(1→6)-[beta-D-glucopyranosyl-(1→2)]-[alpha-L-rhamnopyranosyl-(1→4)]-beta-D-glucopyranosyl-3beta,16beta,28-trihydroxy-23-oxoolean-12-ene
- Family: Plantae - Apiaceae
- Kingdom: Plantae
-
Class: Saponin
- Subclass: Triterpenoid Saponin
| Canonical Smiles | OCC1OC(OC2C(OC(C(C2O)OC2OC(C)C(C(C2O)O)O)COC2OC(CO)C(C(C2O)O)O)O[C@H]2CC[C@]3(C([C@]2(C)C=O)CC[C@@]2(C3CC=C3[C@@]2(C)C[C@@H]([C@@]2(C3CC(C)(C)CC2)CO)O)C)C)C(C(C1O)O)O |
|---|---|
| InChI | InChI=1S/C54H88O23/c1-23-33(60)36(63)40(67)46(71-23)76-43-28(20-70-45-39(66)37(64)34(61)26(18-55)72-45)74-48(44(42(43)69)77-47-41(68)38(65)35(62)27(19-56)73-47)75-32-11-12-50(4)29(51(32,5)21-57)10-13-52(6)30(50)9-8-24-25-16-49(2,3)14-15-54(25,22-58)31(59)17-53(24,52)7/h8,21,23,25-48,55-56,58-69H,9-20,22H2,1-7H3/t23?,25?,26?,27?,28?,29?,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 | PKLVJJXTPQQNGB-DSZRQXBZSA-N |
| Formula | C54H88O23 |
| HBA | 23 |
| HBD | 14 |
| MW | 1105.27 |
| Rotatable Bonds | 13 |
| TPSA | 374.13 |
| LogP | -2.38 |
| Number Rings | 9 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 77 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.94 |
| Exact Mass | 1104.57 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Bupleurum spinosum | Apiaceae | Plantae | 199135 |
Showing of synonyms
No compound-protein relationship available.
SMILES: O1CCCCC1OCC2C(OC3CCCCO3)CC(OC4CCCCO4)C(O2)OC(CC5)CC(CC6)C5C(CC7)C6C(C=78)CCC9C8CCCC9
Level: 4
Mol. Weight: 1105.27 g/mol
SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)OC(CC4)CC(CC5)C4C(CC6)C5C(C=67)CCC8C7CCCC8
Level: 3
Mol. Weight: 1105.27 g/mol
SMILES: O1CCCCC1OCC2C(OC3CCCCO3)CCC(O2)OC(CC4)CC(CC5)C4C(CC6)C5C(C=67)CCC8C7CCCC8
Level: 3
Mol. Weight: 1105.27 g/mol
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(C6OC7CCCCO7)OCC(C6)OC8CCCCO8
Level: 3
Mol. Weight: 1105.27 g/mol
SMILES: O1CCCCC1OCC2C(OC3CCCCO3)CC(CO2)OC4CCCCO4
Level: 3
Mol. Weight: 1105.27 g/mol
SMILES: O1CCCCC1OCC2CCCC(O2)OC(CC3)CC(CC4)C3C(CC5)C4C(C=56)CCC7C6CCCC7
Level: 2
Mol. Weight: 1105.27 g/mol
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCCC6)C6OC7CCCCO7
Level: 2
Mol. Weight: 1105.27 g/mol
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OC6)CCC6OC7CCCCO7
Level: 2
Mol. Weight: 1105.27 g/mol
SMILES: O1CCCCC1OCC2CCC(CO2)OC3CCCCO3
Level: 2
Mol. Weight: 1105.27 g/mol
SMILES: O1CCCCC1OCC2C(CCCO2)OC3CCCCO3
Level: 2
Mol. Weight: 1105.27 g/mol
SMILES: O1CCCCC1OC2CC(COC2)OC3CCCCO3
Level: 2
Mol. Weight: 1105.27 g/mol
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6
Level: 1
Mol. Weight: 1105.27 g/mol
SMILES: O1CCCCC1COC2CCCCO2
Level: 1
Mol. Weight: 1105.27 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 1105.27 g/mol
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5
Level: 0
Mol. Weight: 1105.27 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 1105.27 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.56
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 645190.54
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 84319757.6
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.71
- Plasma Protein Binding
- 16.68
- 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
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 1.22
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -1961081.8
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -1.58
- 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
- -153036289032.4
- Rat (Acute)
- 3.85
- Rat (Chronic Oral)
- 328.12
- Fathead Minnow
- 193175591.54
- 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
- 17212334502.1
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- -9562.15
- Log(P)
- -1.52
- Log S
- -2.25
- Log(Vapor Pressure)
- -566793473.04
- Melting Point
- 234.6
- pKa Acid
- -4129882.87
- pKa Basic
- -33217.87
No predicted protein targets found for this compound.