herboxidiene
Identification
| Name | herboxidiene |
| IUPAC | 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 |
| FDA UNII | Search |
| Molecular Formula | C25 H42 O6 |
| Molecular Weight | 438.60494000 |
| Nikkaji Number | J1.490.386K |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 567.88 °C. @ 760.00 mm Hg (est) |
| Flash Point | 359.00 °F. TCC ( 181.90 °C. ) (est) |
| logP (o/w) | 3.459 (est) |
| Soluble in | water, 1.019 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | information only not used for fragrances or flavors |
| Recommendation for herboxidiene usage levels up to | not for fragrance use. |
| Recommendation for herboxidiene flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
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
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-
PubMed:
A specific cytochrome P450 hydroxylase in herboxidiene biosynthesis.
PubMed:
Switching Antibiotics Production On and Off in Actinomycetes by an IclR Family Transcriptional Regulator from Streptomyces peucetius ATCC 27952.
PubMed:
Pre-mRNA splicing-modulatory pharmacophores: the total synthesis of herboxidiene, a pladienolide-herboxidiene hybrid analog and related derivatives.
PubMed:
Coherence between cellular responses and in vitro splicing inhibition for the anti-tumor drug pladienolide B and its analogs.
PubMed:
Enhancement of herboxidiene production in Streptomyces chromofuscus ATCC 49982.
PubMed:
Characterization of a methyltransferase involved in herboxidiene biosynthesis.
PubMed:
Comparison of splicing factor 3b inhibitors in human cells.
PubMed:
Identification of the herboxidiene biosynthetic gene cluster in Streptomyces chromofuscus ATCC 49982.
PubMed:
Total synthesis of (+)-herboxidiene from two chiral lactate-derived ketones.
PubMed:
Identification of SAP155 as the target of GEX1A (Herboxidiene), an antitumor natural product.
PubMed:
A stereoselective synthesis of (+)-herboxidiene/GEX1A.
PubMed:
Total synthesis of GEX1A.
PubMed:
Total synthesis of herboxidiene/GEX 1A.
PubMed:
GEX1 compounds, novel antitumor antibiotics related to herboxidiene, produced by Streptomyces sp. II. The effects on cell cycle progression and gene expression.
PubMed:
GEX1 compounds, novel antitumor antibiotics related to herboxidiene, produced by Streptomyces sp. I. Taxonomy, production, isolation, physicochemical properties and biological activities.
PubMed:
Synthesis of simplified herboxidiene aromatic hybrids.
PubMed:
Trichostatin A and herboxidiene up-regulate the gene expression of low density lipoprotein receptor.
PubMed:
Herboxidiene, a new herbicidal substance from Streptomyces chromofuscus A7847. Taxonomy, fermentation, isolation, physico-chemical and biological properties.