3-O-beta-D-glucopyranosyl-(1→6)-[alpha-L-rhamnopyranosyl(1→4)]-beta-D-glucopyranosyl-3beta,16beta,28-trihydroxyolean-12-ene-23-oic-acid
- Family: Plantae - Apiaceae
- Kingdom: Plantae
-
Class: Saponin
- Subclass: Triterpenoid Saponin
| Canonical Smiles | OCC1OC(OCC2OC(O[C@H]3CC[C@]4(C([C@]3(C)C(=O)O)CC[C@@]3(C4CC=C4[C@@]3(C)C[C@@H]([C@@]3(C4CC(C)(C)CC3)CO)O)C)C)C(C(C2OC2OC(C)C(C(C2O)O)O)O)O)C(C(C1O)O)O |
|---|---|
| InChI | InChI=1S/C48H78O19/c1-21-30(52)32(54)36(58)40(63-21)67-38-25(19-62-39-35(57)33(55)31(53)24(18-49)64-39)65-41(37(59)34(38)56)66-29-11-12-44(4)26-9-8-22-23-16-43(2,3)14-15-48(23,20-50)28(51)17-46(22,6)45(26,5)13-10-27(44)47(29,7)42(60)61/h8,21,23-41,49-59H,9-20H2,1-7H3,(H,60,61)/t21?,23?,24?,25?,26?,27?,28-,29-,30?,31?,32?,33?,34?,35?,36?,37?,38?,39?,40?,41?,44+,45+,46+,47-,48+/m0/s1 |
| InChIKey | UEDJYKCRRSMRCM-ZVZWVDPGSA-N |
| Formula | C48H78O19 |
| HBA | 18 |
| HBD | 12 |
| MW | 959.13 |
| Rotatable Bonds | 10 |
| TPSA | 315.21 |
| LogP | -0.32 |
| Number Rings | 8 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 67 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.94 |
| Exact Mass | 958.51 |
| 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)CCC(O2)OC(CC4)CC(CC5)C4C(CC6)C5C(C=67)CCC8C7CCCC8
Level: 3
Mol. Weight: 959.13 g/mol
SMILES: O1CCCCC1OCC2CCCC(O2)OC(CC3)CC(CC4)C3C(CC5)C4C(C=56)CCC7C6CCCC7
Level: 2
Mol. Weight: 959.13 g/mol
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OC6)CCC6OC7CCCCO7
Level: 2
Mol. Weight: 959.13 g/mol
SMILES: O1CCCCC1OCC2C(CCCO2)OC3CCCCO3
Level: 2
Mol. Weight: 959.13 g/mol
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6
Level: 1
Mol. Weight: 959.13 g/mol
SMILES: O1CCCCC1COC2CCCCO2
Level: 1
Mol. Weight: 959.13 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 959.13 g/mol
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)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)
- -6.2
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 4372.05
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 572275.45
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 1.0
- Plasma Protein Binding
- 49.6
- 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
- Non-Inhibitor
Excretion
- Clearance
- 1.05
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -13305.69
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.88
- 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
- -1038653407.67
- Rat (Acute)
- 3.11
- Rat (Chronic Oral)
- 4.35
- Fathead Minnow
- 1311088.0
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 116815310.43
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- -53.61
- Log(P)
- 1.05
- Log S
- -2.13
- Log(Vapor Pressure)
- -3846547.24
- Melting Point
- 244.78
- pKa Acid
- -27942.91
- pKa Basic
- -198.96
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Aldos-2-ulose dehydratase | P84193 | AUD_PHACH | Phanerodontia chrysosporium | 3 | 0.7517 |