ID: ALA495179
Chembl Id: CHEMBL495179
Cas Number: 468-19-9
PubChem CID: 12302399
Max Phase: Preclinical
Molecular Formula: C23H34O5
Molecular Weight: 390.52
Molecule Type: Small molecule
Associated Items:
Synonyms: Coroglaucigenin | Coroglaucigenin|VN7G3DMZ7D|468-19-9|NSC-144150|NSC 144150|UNII-VN7G3DMZ7D|CHEMBL495179|3-beta,14,19-Trihydroxy-5-alpha-card-20(22)-enolide|SCHEMBL21578189|NS00093757|5alpha-Card-20(22)-enolide, 3beta,14,19-trihydroxy-|5-alpha-CARD-20(22)-ENOLIDE, 3-beta,14,19-TRIHYDROXY-|Card-20(22)-enolide, 3,14,19-trihydroxy-, (3-beta,5-alpha)-|(3.BETA.,5.ALPHA.)-3,14,19-TRIHYDROXYCARD-20(22)-ENOLIDE|Card-20(22)-enolide, 3,14,19-trihydroxy-, (3.beta.,5.alpha.)-
Canonical SMILES: C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@@H](O)CC[C@@]43CO)[C@@]1(O)CC[C@@H]2C1=CC(=O)OC1
Standard InChI: InChI=1S/C23H34O5/c1-21-7-5-18-19(3-2-15-11-16(25)4-8-22(15,18)13-24)23(21,27)9-6-17(21)14-10-20(26)28-12-14/h10,15-19,24-25,27H,2-9,11-13H2,1H3/t15-,16-,17+,18-,19+,21+,22+,23-/m0/s1
Standard InChI Key: CDMVQQAHEQVSMF-AULARHRYSA-N
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| Natural Product: Yes | Oral: No | Chemical Probe: No | Parenteral: No |
| Molecule Type: Small molecule | Topical: No | First In Class: No | Black Box: No |
| Chirality: No | Availability: No | Prodrug: No |
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| Molecular Weight: 390.52 | Molecular Weight (Monoisotopic): 390.2406 | AlogP: 2.58 | #Rotatable Bonds: 2 |
| Polar Surface Area: 86.99 | Molecular Species: NEUTRAL | HBA: 5 | HBD: 3 |
| #RO5 Violations: ┄ | HBA (Lipinski): 5 | HBD (Lipinski): 3 | #RO5 Violations (Lipinski): ┄ |
| CX Acidic pKa: 7.18 | CX Basic pKa: 0.28 | CX LogP: 1.79 | CX LogD: 1.36 |
| Aromatic Rings: ┄ | Heavy Atoms: 28 | QED Weighted: 0.63 | Np Likeness Score: 3.36 |
| 1. Li JZ, Qing C, Chen CX, Hao XJ, Liu HY.. (2009) Cytotoxicity of cardenolides and cardenolide glycosides from Asclepias curassavica., 19 (7): [PMID:19251412] [10.1016/j.bmcl.2009.02.045] |
| 2. Hosseini SH, Masullo M, Cerulli A, Martucciello S, Ayyari M, Pizza C, Piacente S.. (2019) Antiproliferative Cardenolides from the Aerial Parts of Pergularia tomentosa., 82 (1): [PMID:30629433] [10.1021/acs.jnatprod.8b00630] |
| 3. Pederson PJ,Cai S,Carver C,Powell DR,Risinger AL,Grkovic T,O'Keefe BR,Mooberry SL,Cichewicz RH. (2020) Triple-Negative Breast Cancer Cells Exhibit Differential Sensitivity to Cardenolides from Calotropis gigantea., 83 (7.0): [PMID:32649211] [10.1021/acs.jnatprod.0c00423] |
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