142861-00-5
142861-00-5 structure
- Name: Herboxidiene
- Chemical Name: 2-[(2R,5S,6S)-6-[(2E,4E,6S)-7-[(2R,3R)-3-[(2R,3R,4R)-4-hydroxy-3-methoxypentan-2-yl]-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl]-5-methyloxan-2-yl]acetic acid
- CAS Number: 142861-00-5
- Molecular Formula: C25H42O6
- Molecular Weight: 438.59700
- Catalog: Signaling Pathways Cell Cycle/DNA Damage DNA/RNA Synthesis
- Create Date: 2016-09-18 18:41:36
- Modify Date: 2024-01-08 12:09:15
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Herboxidiene (GEX1A) is a potent phytotoxic polyketide from Streptomyces sp. A7847 with a diverse range of activities, including herbicidal, anti-cholesterol, anti-tumor effects. Herboxidiene inhibits the pre-mRNA splicing process by binding to spliceosome-associated protein (SAP) 155, a subunit of SF3b, in the splicesome[1][2].
| Name | 2-[(2R,5S,6S)-6-[(2E,4E,6S)-7-[(2R,3R)-3-[(2R,3R,4R)-4-hydroxy-3-methoxypentan-2-yl]-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl]-5-methyloxan-2-yl]acetic acid |
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| Synonyms |
Herboxidiene
2H-Pyran-2-acetic acid,tetrahydro-6-(6-(3-(3-hydroxy-2-methoxy-1-methylbutyl)-2-methyloxiranyl)-1,5-dimethyl-1,3-hexadienyl)-5-methyl 2-((2R,5S,6S)-6-((S,2E,4E)-7-((2R,3R)-3-((2R,3R,4R)-4-hydroxy-3-methoxypentan-2-yl)-2-methyloxiran-2-yl)-6-methylhepta-2,4-dien-2-yl)-5-methyltetrahydro-2H-pyran-2-yl)acetic acid herboxidiene 1 |
| Description | Herboxidiene (GEX1A) is a potent phytotoxic polyketide from Streptomyces sp. A7847 with a diverse range of activities, including herbicidal, anti-cholesterol, anti-tumor effects. Herboxidiene inhibits the pre-mRNA splicing process by binding to spliceosome-associated protein (SAP) 155, a subunit of SF3b, in the splicesome[1][2]. |
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| Related Catalog | |
| In Vitro | Herboxidiene (24 hours) induces both G1 and G2/M arrest in a human normal fibroblast cell line, WI-38, with an IC50 of 7.6 nM[3]. Herboxidiene exhibits cytotoxicity against A431, A549, and DLD-1 cells with IC50s of 3.7, 21, 51 nM, respectively[3]. |
| In Vivo | Herboxidiene (GEX1A) (1 mg/kg; i.p.; once) shows significant antitumor activity[3]. Animal Model: BALB/c mice (bearing SVT2 murine fibrosarcoma)[3] Dosage: 1 mg/kg Administration: I.p.; once Result: Showed significant antitumor activity on day 4. |
| References |
| Density | 1.056g/cm3 |
|---|---|
| Boiling Point | 567.9ºC at 760 mmHg |
| Molecular Formula | C25H42O6 |
| Molecular Weight | 438.59700 |
| Flash Point | 181.9ºC |
| Exact Mass | 438.29800 |
| PSA | 88.52000 |
| LogP | 4.36290 |
| Vapour Pressure | 2.92E-15mmHg at 25°C |
| Index of Refraction | 1.497 |