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herboxidiene

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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: 142861-00-5Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J1.490.386K
XlogP3-AA:4.10 (est)
Molecular Weight:438.60494000
Formula:C25 H42 O6
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:information only not used for fragrances or flavors
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Herboxidiene
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
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.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6438496
National Institute of Allergy and Infectious Diseases:Data
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
Chemidplus:0142861005
 
References:
 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
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):6438496
Pubchem (sid):135080559
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
HMDB (The Human Metabolome Database):Search
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 streptomyces chromofuscus
Search PMC Picture
 
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-
 

Articles:

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.
 
Notes:
isolated from streptomyces chromofuscus; a potent and selective herbicide (e.g. inactive against wheat); up-regulates the gene expression of ldl receptor.
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