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(3beta-16-alphahydroxy)-3-O-(2'-acetamido-2'-deoxy-beta-D-glucopyranosyl) echinocystic 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)C[C@H]([C@@]2(C3CC(C)(C)CC2)C(=O)O)O)C)C)C(C(C1O)O)NC(=O)C |
|---|---|
| InChI | InChI=1S/C38H61NO9/c1-20(41)39-28-30(44)29(43)23(19-40)47-31(28)48-27-12-13-35(6)24(34(27,4)5)11-14-36(7)25(35)10-9-21-22-17-33(2,3)15-16-38(22,32(45)46)26(42)18-37(21,36)8/h9,22-31,40,42-44H,10-19H2,1-8H3,(H,39,41)(H,45,46)/t22?,23?,24?,25?,26-,27+,28?,29?,30?,31?,35+,36-,37-,38-/m1/s1 |
| InChIKey | ZZVZUHRMTUSANL-KOZWTUJISA-N |
| Formula | C38H61NO9 |
| HBA | 8 |
| HBD | 6 |
| MW | 675.9 |
| Rotatable Bonds | 5 |
| TPSA | 165.78 |
| LogP | 4.17 |
| Number Rings | 6 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 48 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.89 |
| Exact Mass | 675.43 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Paullinia pinnata | Sapindaceae | Plantae | 290984 |
| 2 | Paullinia pinnata | Sapindaceae | Plantae | 290984 |
Showing of synonyms
(3beta-16-alphahydroxy)-3-O-(2'-acetamido-2'-deoxy-beta-D-glucopyranosyl) echinocystic 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)OC6CCCCO6
Level: 1
Mol. Weight: 675.9 g/mol
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5
Level: 0
Mol. Weight: 675.9 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 675.9 g/mol
Antimicrobial
Absorption
- Caco-2 (logPapp)
- -5.61
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -5.16
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 48.16
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.3
- Plasma Protein Binding
- 88.77
- 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
- 3.67
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -2.55
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.04
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 4.95
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -88470.89
- Rat (Acute)
- 2.89
- Rat (Chronic Oral)
- 2.66
- Fathead Minnow
- 124.79
- 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
- 6460.93
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 3.32
- Log(P)
- 4.47
- Log S
- -4.63
- Log(Vapor Pressure)
- -194.78
- Melting Point
- 295.3
- pKa Acid
- 4.77
- pKa Basic
- 7.92
| 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 | 0.8471 |
| beta-glucosidase | Q92AS9 | Q92AS9_LISIN | Listeria innocua serovar 6a | 3 | 0.7573 |
| Deacetoxycephalosporin C synthase | P18548 | CEFE_STRCL | Streptomyces clavuligerus | 3 | 0.7474 |
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.7119 |
| Aldos-2-ulose dehydratase | P84193 | AUD_PHACH | Phanerodontia chrysosporium | 3 | 0.7083 |