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Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
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| Food Chemicals Codex Listed: | No |
| Boiling Point: | 501.12 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 372.00 °F. TCC ( 189.10 °C. ) (est)
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| logP (o/w): | 2.034 (est) |
| Soluble in: |
| | water, 2192 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
| BOC Sciences |
| For experimental / research use only. |
| Heptelidic acid ≥95%
Odor: characteristic Use: Heptelidic acid is a sesquiterpene lactone produced by the fungus T. koningii displaying antibiotic activity against anaerobic |
Safety Information:
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| 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 | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
intraperitoneal-mouse LD50 32 mg/kg
Journal of Antibiotics. Vol. 33, Pg. 468, 1980.
oral-mouse LD50 > 100 mg/kg
Japanese Kokai Tokyo Koho Patents. Vol. #82-146793
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for heptelidic acid usage levels up to: | | | not for fragrance use.
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| Recommendation for heptelidic acid flavor usage levels up to: |
| | not for flavor use.
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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 :124361 |
| National Institute of Allergy and Infectious Diseases:Data |
| (5aS,9S,9aS)-1-oxo-6-propan-2-ylspiro[3,5a,6,7,8,9a-hexahydro-2-benzoxepine-9,2'-oxirane]-4-carboxylic acid |
| Chemidplus:0057710573 |
References:
| | (5aS,9S,9aS)-1-oxo-6-propan-2-ylspiro[3,5a,6,7,8,9a-hexahydro-2-benzoxepine-9,2'-oxirane]-4-carboxylic acid |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 124361 |
| Pubchem (sid): | 135081872 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | avocettin | | 3,5a,6,7,8,9a- | hexahydro-6-isopropyl-1-oxospiro(1H-2-benzoxepin-9,2'-oxirane)-4-carboxylic acid | | | koningic acid | | (5aS,9S,9aS)-1-oxo-6- | propan-2-ylspiro[3,5a,6,7,8,9a-hexahydro-2-benzoxepine-9,2'-oxirane]-4-carboxylic acid |
Articles:
| PubMed:Autophagy promotes paclitaxel resistance of cervical cancer cells: involvement of Warburg effect activated hypoxia-induced factor 1-α-mediated signaling. |
| PubMed:Inhibition of glycolysis attenuates 4-hydroxynonenal-dependent autophagy and exacerbates apoptosis in differentiated SH-SY5Y neuroblastoma cells. |
| PubMed:Terpenoid and phenolic metabolites from the fungus xylaria sp. associated with termite nests. |
| PubMed:Glyceraldehyde 3-phosphate dehydrogenase is unlikely to mediate hydrogen peroxide signaling: studies with a novel anti-dimedone sulfenic acid antibody. |
| PubMed:Novel terpenoids, trichoderonic acids A and B isolated from Trichoderma virens, are selective inhibitors of family X DNA polymerases. |
| PubMed:Heptelidic acid, a sesquiterpene lactone, inhibits Etoposide-induced apoptosis in human leukemia U937 cells. |
| PubMed:Glucose-dependent active ATP depletion by koningic acid kills high-glycolytic cells. |
| PubMed:Mechanism of the stress-induced collapse of the Ran distribution. |
| PubMed:The glycolytic enzyme glyceraldehyde-3-phosphate dehydrogenase works as an arsenate reductase in human red blood cells and rat liver cytosol. |
| PubMed:D-Glyceraldehyde causes production of intracellular peroxide in pancreatic islets, oxidative stress, and defective beta cell function via non-mitochondrial pathways. |
| PubMed:Hydrogen peroxide induces association between glyceraldehyde 3-phosphate dehydrogenase and phospholipase D2 to facilitate phospholipase D2 activation in PC12 cells. |
| PubMed:Glyceraldehyde-3-phosphate dehydrogenase activity as an independent modifier of methylglyoxal levels in diabetes. |
| PubMed:A transient brain ischemia- and bacterial endotoxin-induced glial iNOS expression and NO-induced neuronal apoptosis. |
| PubMed:Heme-dependent radical generation from antimalarial fungal metabolites, radicicol and heptelidic acid. |
| PubMed:Antimalarial activity of radicicol, heptelidic acid and other fungal metabolites. |
| PubMed:Koningic acid (a potent glyceraldehyde-3-phosphate dehydrogenase inhibitor)-induced fragmentation and condensation of DNA in NG108-15 cells. |
| PubMed:Antitumor activity of heptelidic acid chlorohydrin. |
| PubMed:Inhibition of glyceraldehyde-3-phosphate dehydrogenase by pentalenolactone. 2. Identification of the site of alkylation by tetrahydropentalenolactone. |
| PubMed:Inhibition of glyceraldehyde-3-phosphate dehydrogenase by phosphorylated epoxides and alpha-enones. |
| PubMed:A glyceraldehyde-3-phosphate dehydrogenase with eubacterial features in the amitochondriate eukaryote, Trichomonas vaginalis. |
| PubMed:Glyceraldehyde-3-phosphate dehydrogenase is required for the transport of nitric oxide in platelets. |
| PubMed:Cloning of two isozymes of Trichoderma koningii glyceraldehyde-3-phosphate dehydrogenase with different sensitivity to koningic acid. |
| PubMed:Koningic acid (heptelidic acid) inhibition of glyceraldehyde-3-phosphate dehydrogenases from various sources. |
| PubMed:Identification of koningic acid (heptelidic acid)-modified site in rabbit muscle glyceraldehyde-3-phosphate dehydrogenase. |
| PubMed:Two glyceraldehyde-3-phosphate dehydrogenase isozymes from the koningic acid (heptelidic acid) producer Trichoderma koningii. |
| PubMed:Inactivation of rabbit muscle glyceraldehyde-3-phosphate dehydrogenase by koningic acid. |
| PubMed:Specific inhibition of glyceraldehyde-3-phosphate dehydrogenase by koningic acid (heptelidic acid). |
| PubMed:Structure of heptelidic acid, a new sesquiterpene antibiotic from fungi. |
| PubMed:A new sesquiterpene antibiotic, heptelidic acid producing organisms, fermentation, isolation and characterization. |
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3D/inchi