3-O-beta-D-glucopyranosyl-(1→2)-[4-O-sodium sulfate-beta-D-glucopyranosyl-(1→3)]-beta-D-fucopyranosyl-3beta,16alpha,23-trihydroxy-13,28-epoxyolean-11-ene
- Family: Plantae - Umbelliferae
- Kingdom: Plantae
-
Class: Saponin
- Subclass: Triterpene Saponin
| Canonical Smiles | [Na]OOS(=O)(=O)C1C(CO)OC(C(C1O)O)OC1C(OC2OC(CO)C(C(C2O)O)O)C(OC(C1O)C)O[C@H]1CC[C@]2(C([C@]1(C)CO)CC[C@@]1(C2C=C[C@]23[C@@]1(C)C[C@H]([C@@]1(C3CC(C)(C)CC1)CO2)O)C)C |
|---|---|
| InChI | InChI=1S/C48H78O21S.Na/c1-22-30(53)36(67-40-35(58)33(56)38(24(19-50)65-40)70(60,61)69-59)37(68-39-34(57)32(55)31(54)23(18-49)64-39)41(63-22)66-29-10-11-43(4)25(44(29,5)20-51)8-12-45(6)26(43)9-13-48-27-16-42(2,3)14-15-47(27,21-62-48)28(52)17-46(45,48)7;/h9,13,22-41,49-59H,8,10-12,14-21H2,1-7H3;/q;+1/p-1/t22?,23?,24?,25?,26?,27?,28-,29+,30?,31?,32?,33?,34?,35?,36?,37?,38?,39?,40?,41?,43+,44+,45-,46+,47-,48+;/m1./s1 |
| InChIKey | FBNQHNOQGRFCTD-FSVDSYOJSA-M |
| Formula | C48H77NaO21S |
| HBA | 21 |
| HBD | 10 |
| MW | 1045.18 |
| Rotatable Bonds | 12 |
| TPSA | 319.51 |
| LogP | -1.03 |
| Number Rings | 9 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 71 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.96 |
| Exact Mass | 1044.46 |
| 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(C1C234)(CO4)CCC3C5C(C=C2)C6C(CC5)CC(CC6)OC7OCCC(OC8CCCCO8)C7OC9CCCCO9
Level: 3
Mol. Weight: 1045.18 g/mol
SMILES: C1CCCC(C1C234)(CO4)CCC3C5C(C=C2)C6C(CC5)CC(CC6)OC(OCCC7)C7OC8CCCCO8
Level: 2
Mol. Weight: 1045.18 g/mol
SMILES: C1CCCC(C1C234)(CO4)CCC3C5C(C=C2)C6C(CC5)CC(CC6)OC(OCC7)CC7OC8CCCCO8
Level: 2
Mol. Weight: 1045.18 g/mol
SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3
Level: 2
Mol. Weight: 1045.18 g/mol
SMILES: C1CCCC(C1C234)(CO4)CCC3C5C(C=C2)C6C(CC5)CC(CC6)OC7CCCCO7
Level: 1
Mol. Weight: 1045.18 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 1045.18 g/mol
SMILES: C1COCCC1OC2CCCCO2
Level: 1
Mol. Weight: 1045.18 g/mol
SMILES: C1CCCC(C1C234)(CO4)CCC3C5C(C=C2)C6C(CC5)CCCC6
Level: 0
Mol. Weight: 1045.18 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 1045.18 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.95
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 36937.050
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 4828085.63
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.810
- Plasma Protein Binding
- 22.0
- 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
- Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 2.480
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -112285.470
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.550
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- 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
- -8762744813.210
- Rat (Acute)
- 3.580
- Rat (Chronic Oral)
- 19.250
- Fathead Minnow
- 11061106.130
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 985561001.300
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- -538.740
- Log(P)
- 1.33
- Log S
- -2.76
- Log(Vapor Pressure)
- -32453907.05
- Melting Point
- 200.49
- pKa Acid
- -236395.56
- pKa Basic
- -1896.19
No predicted protein targets found for this compound.