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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
|
| Food Chemicals Codex Listed: | No |
| Melting Point: | 184.00 °C. @ 760.00 mm Hg
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| Boiling Point: | 707.89 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 745.00 °F. TCC ( 395.90 °C. ) (est)
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| logP (o/w): | 5.419 (est) |
| Soluble in: |
| | water, 1.525e-005 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
| |
| 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: |
oral-rat LD50 2315 mg/kg
Journal of the American Oil Chemists' Society. Vol. 37, Pg. 40, 1960.
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
|
Not determined
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Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for gossypol usage levels up to: | | | not for fragrance use.
|
| |
| Recommendation for gossypol flavor usage levels up to: |
| | not for flavor use.
|
Safety References:
European Food Safety Authority (EFSA) reference(s):
|
Presence of free gossypol in whole cottonseed
View page or View pdf
|
| EPI System: View |
| ClinicalTrials.gov:search |
| Daily Med:search |
| Chemical Carcinogenesis Research Information System:Search |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA GENetic TOXicology:Search |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :3503 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:3 |
| 7-(8-formyl-1,6,7-trihydroxy-3-methyl-5-propan-2-ylnaphthalen-2-yl)-2,3,8-trihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde |
| Chemidplus:0000303457 |
| RTECS:DU3100000 for cas# 303-45-7 |
References:
| | 7-(8-formyl-1,6,7-trihydroxy-3-methyl-5-propan-2-ylnaphthalen-2-yl)-2,3,8-trihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 3503 |
| Pubchem (sid): | 134973612 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| (2,2'- | binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)- | | (2,2- | binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-, (±)- | | (2,2'- | binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl- | | [2,2'- | binaphthalene]-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)- | | 7-(8- | formyl-1,6,7-trihydroxy-3-methyl-5-(methylethyl)(2-naphthyl))-2,3,8-trihydroxy-6-methyl-4-(methylethyl)naphthalenecarbaldehyde | | 7-[8- | formyl-1,6,7-trihydroxy-3-methyl-5-(methylethyl)(2-naphthyl)]-2,3,8-trihy droxy-6-methyl-4-(methylethyl)naphthalenecarbaldehyde | | 7-[8- | formyl-1,6,7-trihydroxy-3-methyl-5-(methylethyl)(2-naphthyl)]-2,3,8-trihydroxy-6-methyl-4-(methylethyl)naphthalenecarbaldehyde | | 7-(8- | formyl-1,6,7-trihydroxy-3-methyl-5-propan-2-ylnaphthalen-2-yl)-2,3,8-trihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde | | 8- | formyl-1,6,7-trihydroxy-5-isopropyl-3-methyl-2,2'-bisnaphthalene | | 2,2'-bis(8- | formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene) | | 2,2'-bis[8- | formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene] | | (±)- | gossypol | | racemic- | gossypol | | | gossypol, (±)-isomer | | 1,1',6,6',7,7'- | hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-[2,2'-binaphthalene]-8,8'-dicarboxaldehyde | | 1,1',6,6',7,7'- | hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-2,2'-binaphthalene-8,8'-dicarbaldehyde | | 1,1',6,6',7,7'- | hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)[2,2'-binaphthalene]-8,8'-dicarboxaldehyde | | 1,1',6,6',7,7'- | hexahydroxy-3,3'-dimethyl-5,5'-di(propan-2-yl)-2,2'-binaphthalene-8,8'-dicarbaldehyde | | 1,6,7,1',6',7'- | hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-[2,2']binaphthalenyl-8,8'-dicarbaldehyde | | 1,1',6,6',7,7'- | hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-2,2'-binaphthalene-8,8'-dicarbaldehyde | | 1,1',6,6',7,7'- | hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl[2,2'-binaphthalene]-8,8'-dicarboxaldehyde | | 2,2'-bis(1,6,7- | trihydroxy-3-methyl-5-isopropyl-8-aldehydonaphthalene) | | 2,2'-bis[1,6,7- | trihydroxy-3-methyl-5-isopropyl-8-aldehydonaphthalene] |
Articles:
| PubMed:Comparative transcriptomic analysis of developing cotton cotyledons and embryo axis. |
| PubMed:Effectiveness of albumin-conjugated gossypol as an immunogen to prevent gossypol-associated acute hepatotoxicity in rats. |
| PubMed:(-)-Gossypol-enriched cottonseed oil inhibits proliferation and adipogenesis of human breast pre-adipocytes. |
| PubMed:Effect of replacing soybean meal protein with protein from upland cottonseed, Pima cottonseed, or extruded Pima cottonseed on production of lactating dairy cows. |
| PubMed:Impact of antinutritional factors in food proteins on the digestibility of protein and the bioavailability of amino acids and on protein quality. |
| PubMed:Hemigossypol, a constituent in developing glanded cottonseed (Gossypium hirsutum). |
| PubMed:Inhibitory effects of gossypol, gossypolone, and apogossypolone on a collection of economically important filamentous fungi. |
| PubMed:Identification and proteomic analysis of a novel gossypol-degrading fungal strain. |
| PubMed:Novel O-glycosidic gossypol isomers and their bioactivities. |
| PubMed:Quercetin downregulates Mcl-1 by acting on mRNA stability and protein degradation. |
| PubMed:Leptin and zeranol up-regulate cyclin D1 expression in primary cultured normal human breast pre-adipocytes. |
| PubMed:Gossypol decreases tumor necrosis factor-α-induced intercellular adhesion molecule-1 expression via suppression of NF-κB activity. |
| PubMed:Aromatase expression in leptin-pretreated human breast pre-adipocytes is enhanced by zeranol and suppressed by (-)-gossypol. |
| PubMed:Responses of three successive generations of beet armyworm, Spodoptera exigua, fed exclusively on different levels of gossypol in cotton leaves. |
| PubMed:Spermatotoxicity, biochemical changes and histological alteration induced by gossypol in testicular and hepatic tissues of male rats. |
| PubMed:Gossypol--a polyphenolic compound from cotton plant. |
| PubMed:Mutual anti-oxidative effect of gossypol acetic acid and gossypol-iron complex on hepatic lipid peroxidation in male rats. |
| PubMed:Targeting of cancer energy metabolism. |
| PubMed:Total and percent atropisomers of gossypol and gossypol-6-methyl ether in seeds from pima cottons and accessions of Gossypium barbadense L. |
| PubMed:[Determination of gossypol in feeds by HPLC]. |
| PubMed:Bioactivities of gossypol, 6-methoxygossypol, and 6,6'-dimethoxygossypol. |
| PubMed:Preparation of an edible cottonseed protein concentrate and evaluation of its functional properties. |
| PubMed:Engineering cottonseed for use in human nutrition by tissue-specific reduction of toxic gossypol. |
| PubMed:Optimization of process parameters for reduction of gossypol levels in cottonseed meal by Candida tropicalis ZD-3 during solid substrate fermentation. |
| PubMed:Isolation of 6-methoxy gossypol and 6,6'-dimethoxy gossypol from Gossypium barbadense Sea Island cotton. |
| PubMed:Ratios of (+)- and (-)-gossypol in leaves, stems, and roots of selected accessions of Gossypium hirsutum var. marie galante (Watt) Hutchinson. |
| PubMed:Gossypol toxicosis in a dog consequent to ingestion of cottonseed bedding. |
| PubMed:Effects of source of gossypol and supplemental iron on plasma gossypol in Holstein steers. |
| PubMed:Occurrence of (+)- and (-)-gossypol in wild species of cotton and in Gossypium hirsutum Var. marie-galante (Watt) Hutchinson. |
| PubMed:Effects of antinutritional factors on protein digestibility and amino acid availability in foods. |
| PubMed:Development of competitive direct ELISA for gossypol analysis. |
| PubMed:[Determination of anti-nutrients in genetically modified crops]. |
| PubMed:[Determination of free gossypol in meat by reversed-phased high performance liquid chromatography]. |
| PubMed:Development of monoclonal antibody-based enzyme-linked immunosorbent assay for gossypol analysis in cottonseed meals. |
| PubMed:Bollgard II cotton: compositional analysis and feeding studies of cottonseed from insect-protected cotton (Gossypium hirsutum L.) producing the Cry1Ac and Cry2Ab2 proteins. |
| PubMed:Determination of gossypol enantiomer ratio in cotton plants by chiral higher-performance liquid chromatography. |
| PubMed:Monoclonal antibodies for the analysis of gossypol in cottonseed products. |
| PubMed:Irradiation effects on embryotoxicity and oxidative properties of gossypol dissolved in methanol. |
| PubMed:Toxicity of (+)- and (-)-gossypol to the plant pathogen, Rhizoctonia solani. |
| PubMed:Feeding cotton products to cattle. |
| PubMed:Gossypol and gossypolone enantiomers in tissues of rainbow trout fed low and high levels of dietary cottonseed meal. |
| PubMed:Effects of extrusion temperature and dwell time on aflatoxin levels in cottonseed. |
| PubMed:Fermentation of cottonseed and other feedstuffs in cattle rumen fluid. |
| PubMed:Antioxidative effects of cottonseed meals as evaluated in cooked meat. |
| PubMed:Improved method for the rapid determination of terpenoid aldehydes in cotton. |
| PubMed:Preference of female students for "tempe" preparations composed of glandless cottonseed and defatted soybean or corn at various ratios. |
| PubMed:Effect of whole and expanded-expelled cottonseed on milk yield and blood gossypol. |
| PubMed:Cottonseed with a high (+)- to (-)-gossypol enantiomer ratio favorable to broiler production. |
| PubMed:Production, characterization, and application of anti-gossypol polyclonal antibodies. |
| PubMed:Pathological lesions in lambs fed raw or processed cottonseed meal. |
| PubMed:Environmental inhibition of 11beta-hydroxysteroid dehydrogenase. |
| PubMed:Effect of coating whole cottonseed on performance of lactating dairy cows. |
| PubMed:Response of lactating dairy cows to mechanically processed whole cottonseed. |
| PubMed:The effect of nutrition on chemical toxicity. |
| PubMed:Alteration of oxytocin-induced calcium oscillations in clone 9 cells by toxin exposure. |
| PubMed:Infection with Trypanosoma brucei potentiates the antifertility effect of gossypol, especially in the protein-malnourished male rat. |
| PubMed:Effects on dietary phosphorus of treating cottonseed meal with crystalline ferrous sulphate for the prevention of brown yolk discolouration. |
| PubMed:Cottonseed protein: what does the future hold? |
| PubMed:The effect of feeding whole cottonseed on the fertility of bulls. |
| PubMed:Effects of free gossypol in the diet of pregnant and postpartum Brahman cows on calf development and cow performance. |
| PubMed:In vitro rat pancreatic digestive enzyme activities and raw and heated glandless cottonseed and soybean flours. |
| PubMed:Naturally occurring toxins in feedstuffs: Center for Veterinary Medicine Perspective. |
| PubMed:Allelochemicals in plant foods and feedingstuffs: 1. Nutritional, biochemical and physiopathological aspects in animal production. |
| PubMed:[Information on advances in sciences and technology. Advances in contraceptive technology]. |
| PubMed:Protection by albumin against the pro-oxidant actions of phenolic dietary components. |
| PubMed:A stoichiometric analysis of bovine serum albumin-gossypol interactions: a fluorescence quenching study. |
| PubMed:A review of toxicity factors in some food and feedingstuffs in the nutrition of man and livestock in Nigeria. |
| PubMed:Iron sulfate and feed pelleting to detoxify free gossypol in cottonseed diets for dairy cattle. |
| PubMed:Effects of dietary cottonseed meal and iron-treated cottonseed meal in different laying hen genotypes. |
| PubMed:Incidence and management of poisonings in livestock. |
| PubMed:Effect of gossypol on thyroid hormones in young female rats. |
| PubMed:Gossypol residues in organ meats vs thresholds of toxicity. |
| PubMed:Effects of dietary cottonseed meal, with and without iron treatment, on laying hens. |
| PubMed:Gossypol as a toxicant in livestock. |
| PubMed:Failure of oral gossypol to inhibit hepatic microsomal and cytosolic drug-metabolising enzymes. |
| PubMed:The future of male birth control. |
| PubMed:Worldwide trends in funding for contraceptive research and evaluation. |
| PubMed:Spectrophotometric determination of total gossypol in cottonseeds and cottonseed meals. |
| PubMed:Looking into the future. |
| PubMed:Detoxification and nutritional evaluation of solvent extracted Egyptian cottonseed meal. |
| PubMed:Gossypol in cottonseed products: toxicology and inactivation. |
| PubMed:Gossypol: a possible male antifertility agent. Report of a workshop. |
| PubMed:Sounding board. The politics of contraception: the view from Beijing. |
| PubMed:Two food applications of cottonseed flours and meals. |
| PubMed:Potential for improving cottonseed quality by genetic and agronomic practices. |
| PubMed:Cottonseed protein derivatives as nutritional and functional supplements in food formulations. |
| PubMed:Effect of processing on protein utilization by ruminants. |
| PubMed:[Utilization of gossypol-free cottonseed and its by-products as human food]. |
| PubMed:A comparison of chemical methods for the determination of available lysine in various proteins. |
| PubMed:Protein products and hulls for animal foods. |
| PubMed:Fish meal supplementation of chick starting rations containing cottonseed cake. |
| PubMed:Cottonseed colour fixed pigments. Part II. Role of hexane isomers on oil quality. |
| PubMed:Effect of free and bound gossypol on the absorption of L-]14-C]lysine, L-[14-C]methionine, and L-[14-C]valine from the rat small intestine. |
| PubMed:Effect of free gossypol on tissue uptake of iron by everted segments of rat duodenum. |
| PubMed:Preparation of low-gossypol cottonseed flour. |
| PubMed:Hematological effects of injected gossypol and iron in rats. |
| PubMed:[Extraction and precipitation of cottonseed protein by the wet method]. |
| PubMed:Fungal-treated cottonseed meal for swine. |
| PubMed:Natural non-nutrient substances in the food chain. |
| PubMed:Effect of gossypol bound to cottonseed protein on growth of weanling rats. |
| PubMed:[Method of wet concentration of protein of cotton seed cake processed by screw press]. |
| PubMed:Energy value of cottonseed meal for swine. |
| PubMed:Cottonseed meal, dehydrated grass and ascorbic acid as dietary factors preventing toxicity of vanadium for the chick. |
| PubMed:Lipid composition of vegetable oils. |
| PubMed:Effects of dietary iron on gossypol accumulation in and elimination from porcine liver. |
| PubMed:The in vivo effect of gossypol on cytochrome oxidase, succinoxidase, and succinic dehydrogenase in animal tissues. |
| PubMed:Effect of single and repeated doses of gossypol on the rat. |
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3D/inchi