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(3beta)-3-O-[beta-D-glucopyranosyl-(1''-3')-2'-acetamido-2'-deoxy-beta-D-galactopyranosyl]oleanolic acid
- Family: Plantae - Sapindaceae
- Kingdom: Plantae
-
Class: Steroid
- Subclass: Sterol Glycoside
| Canonical Smiles | OCC1OC(O[C@H]2CC[C@]3(C(C2(C)C)CC[C@@]2(C3CC=C3[C@@]2(C)CC[C@@]2(C3CC(C)(C)CC2)C(=O)O)C)C)C(C(C1O)OC1OC(CO)C(C(C1O)O)O)NC(=O)C |
|---|---|
| InChI | InChI=1S/C44H71NO13/c1-22(48)45-30-35(58-37-34(52)33(51)31(49)25(20-46)56-37)32(50)26(21-47)55-36(30)57-29-12-13-41(6)27(40(29,4)5)11-14-43(8)28(41)10-9-23-24-19-39(2,3)15-17-44(24,38(53)54)18-16-42(23,43)7/h9,24-37,46-47,49-52H,10-21H2,1-8H3,(H,45,48)(H,53,54)/t24?,25?,26?,27?,28?,29-,30?,31?,32?,33?,34?,35?,36?,37?,41-,42+,43+,44-/m0/s1 |
| InChIKey | UZTOJMXJDIYVJE-MJSRWIAWSA-N |
| Formula | C44H71NO13 |
| HBA | 12 |
| HBD | 8 |
| MW | 822.05 |
| Rotatable Bonds | 8 |
| TPSA | 224.7 |
| LogP | 3.03 |
| Number Rings | 7 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 58 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.91 |
| Exact Mass | 821.49 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Paullinia pinnata | Sapindaceae | Plantae | 290984 |
| 2 | Paullinia pinnata | Sapindaceae | Plantae | 290984 |
Showing of synonyms
(3beta)-3-O-[beta-D-glucopyranosyl-(1''-3')-2'-acetamido-2'-deoxy-beta-D-galactopyranosyl]oleanolic acid
- Lunga PK, Qin XJ, et al. (2014). Antimicrobial steroidal saponin and oleanane-type triterpenoid saponins from Paullinia pinnata.. BMC complementary and alternative medicine,2014, 14, 369. [View] [PubMed]
- Lunga PK, Tamokou Jde D, et al. (2014). Antityphoid and radical scavenging properties of the methanol extracts and compounds from the aerial part of Paullinia pinnata.. SpringerPlus,2014, 3, 302. [View] [PubMed]
No compound-protein relationship available.
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCC6)CC6OC7CCCCO7
Level: 2
Mol. Weight: 822.05 g/mol
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6
Level: 1
Mol. Weight: 822.05 g/mol
SMILES: C1COCCC1OC2CCCCO2
Level: 1
Mol. Weight: 822.05 g/mol
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5
Level: 0
Mol. Weight: 822.05 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 822.05 g/mol
Antimicrobial
Absorption
- Caco-2 (logPapp)
- -5.94
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- 46.78
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 6930.73
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 1.11
- Plasma Protein Binding
- 67.56
- 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
- 3.85
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -166.37
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.38
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 5.02
- Micronucleos
- Safe
- 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
- -12578515.83
- Rat (Acute)
- 3.0
- Rat (Chronic Oral)
- 3.23
- Fathead Minnow
- 15884.56
- 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
- 1411169.05
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 2.84
- Log(P)
- 4.05
- Log S
- -3.31
- Log(Vapor Pressure)
- -46376.92
- Melting Point
- 244.05
- pKa Acid
- -282.85
- pKa Basic
- 8.39