(S)-Gossypol (acetic acid)
Modify Date: 2024-01-03 08:00:44
(S)-Gossypol (acetic acid) structure
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Common Name | (S)-Gossypol (acetic acid) | ||
|---|---|---|---|---|
| CAS Number | 1189561-66-7 | Molecular Weight | 578.606 | |
| Density | N/A | Boiling Point | N/A | |
| Molecular Formula | C32H34O10 | Melting Point | N/A | |
| MSDS | N/A | Flash Point | N/A | |
Use of (S)-Gossypol (acetic acid)(S)-Gossypol is the isomer of a natural product Gossypol. (S)-Gossypol binds to the BH3-binding groove of Bcl-xL and Bcl-2 proteins with high affinity. |
| Name | (S)-Gossypol acetic acid |
|---|---|
| Synonym | More Synonyms |
| Description | (S)-Gossypol is the isomer of a natural product Gossypol. (S)-Gossypol binds to the BH3-binding groove of Bcl-xL and Bcl-2 proteins with high affinity. |
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| Related Catalog | |
| Target |
Bcl-2 Bcl-xL |
| In Vitro | The natural racemic Gossypol has two enantiomers, namely the (-)-Gossypol and (S)-Gossypol ((+)-Gossypol) enantiomers. (+)-Gossypol and (-)-Gossypol binds to Bcl-2 or Bcl-xL with similar binding affinities. (-)-Gossypol is more potent than (+)-Gossypol in inhibition of cell growth and induction of apoptosis. The racemic form and each of the enantiomers of Gossypol are tested against UM-SCC-6 and UM-SCC-14A in 6-day MTT assays. (-)-Gossypol exhibits greater growth inhibition relative to (±)-Gossypol than (+)-Gossypol in both cell lines tested (P<0.001). An intermediate growth inhibitory effect is observed with (±)-Gossypol but this effect is only observed at the higher dose of Gossypol (10 μM, P<0.0001)[1]. |
| Cell Assay | Two representative UM-SCC cell lines, UM-SCC-6 and UM-SCC-14A, are continuously exposed to 0 (vehicle control), 5 or 10 μM (±)-Gossypol, (-)-Gossypol or (S)-Gossypol ((+)-Gossypol) in a 6-day MTT cell survival assay[1]. |
| References |
| Molecular Formula | C32H34O10 |
|---|---|
| Molecular Weight | 578.606 |
| Exact Mass | 578.215210 |
| UNII:S7RL72610R |
| U9GNI6VT5N |
| S7RL72610R |
| [2,2'-Binaphthalene]-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-, compd. with acetic acid (1:1) |
| 1,1',6,6',7,7'-Hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-2,2'-binaphthalene-8,8'-dicarbaldehyde - acetic acid (1:1) |
| MFCD00058385 |
| UNII:U9GNI6VT5N |
| (S)-Gossypol (acetic acid) |