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20-epi-isoiguesterinol
- Family: Plantae - Celastraceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Bisnortriterpenoid
| Canonical Smiles | OC[C@H]1CC[C@]2([C@@H](C1)[C@]1(C)CC[C@@]3(C(=CC=C4C3=CC(=O)C(=C4C)O)[C@]1(CC2)C)C)C |
|---|---|
| InChI | InChI=1S/C28H38O3/c1-17-19-6-7-22-26(3,20(19)15-21(30)24(17)31)11-13-28(5)23-14-18(16-29)8-9-25(23,2)10-12-27(22,28)4/h6-7,15,18,23,29,31H,8-14,16H2,1-5H3/t18-,23+,25+,26-,27+,28-/m0/s1 |
| InChIKey | RRKSDDREVOXSJD-TXARQUJHSA-N |
| Formula | C28H38O3 |
| HBA | 3 |
| HBD | 2 |
| MW | 422.61 |
| Rotatable Bonds | 1 |
| TPSA | 57.53 |
| LogP | 6.22 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.68 |
| Exact Mass | 422.28 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Salacia madagascariensis | Celastraceae | Plantae | 670374 |
Showing of synonyms
20-epi-isoiguesterinol
CHEBI:66095
(6bS,8aR,11S,12aR,12bS,14aR)-3-hydroxy-11-(hydroxymethyl)-4,6b,8a,12b,14a-pentamethyl-7,8,8a,9,10,11,12,12a,12b,13,14,14a-dodecahydropicen-2(6bH)-one
CHEMBL495863
DTXSID201115258
848155-53-3
Q27134610
(6aS,6bS,8aR,11S,12aR,14aR)-3-hydroxy-11-(hydroxymethyl)-4,6a,6b,8a,14a-pentamethyl-8,9,10,11,12,12a,13,14-octahydro-7H-picen-2-one
(9I(2),13I+/-,14I(2),20I(2))-3,29-Dihydroxy-9,13-dimethyl-24,25,26,30-tetranoroleana-1(10),3,5,7-tetraen-2-one
Pubchem:
21575471
Cas:
848155-53-3
Zinc:
ZINC000040431237
Chebi:
66095
Nmrshiftdb2:
70060586
Metabolights:
MTBLC66095
Chembl:
CHEMBL495863
No compound-protein relationship available.
SMILES: C1C(=O)C=CC(C=12)=CC=C3C2CCC4C3CCC5C4CCCC5
Level: 0
Mol. Weight: 422.61 g/mol
Anti-leishmanial
Anti-plasmodial
Absorption
- Caco-2 (logPapp)
- -4.79
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.510
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.88
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.850
- Plasma Protein Binding
- 89.25
- 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
- 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
- 5.830
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.350
- Biodegradation
- Safe
- Carcinogenesis
- Toxic
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.040
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 6.820
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Toxic
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Toxic
- T. Pyriformis
- -46.070
- Rat (Acute)
- 2.440
- Rat (Chronic Oral)
- 2.170
- Fathead Minnow
- 3.930
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Toxic
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 490.180
- Hydration Free Energy
- -3.630
- Log(D) at pH=7.4
- 5.010
- Log(P)
- 4.38
- Log S
- -5.91
- Log(Vapor Pressure)
- -8.65
- Melting Point
- 230.27
- pKa Acid
- 8.76
- pKa Basic
- 4.78
No predicted protein targets found for this compound.