Gossypol

Gossypol is a lipid of Prenol Lipids (PR) class. Gossypol is associated with abnormalities such as Paralytic Ileus, PARKINSON DISEASE, LATE-ONSET, Fibrillation, Hepatic necrosis and Lymphopenia. The involved functions are known as Atrophic, Ulcer, Necrosis, Apoptosis and antagonists. Gossypol often locates in Mucous Membrane, Epithelium, Blood, Microsomes, Liver and Autophagic vacuole. The associated genes with Gossypol are BCL2A1 gene, BCL2 gene, Transgenes, IGH@ gene cluster and Bax protein (53-86). The related lipids are Promega, proteoliposomes, Phosphatidylserines and Liposomes. The related experimental models are Transgenic Model and Xenograft Model.

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Introduction

To understand associated biological information of Gossypol, we collected biological information of abnormalities, associated pathways, cellular/molecular locations, biological functions, related genes/proteins, lipids and common seen animal/experimental models with organized paragraphs from literatures.

What diseases are associated with Gossypol?

Gossypol is suspected in Severe Combined Immunodeficiency, Aortic Valve Insufficiency, PARKINSON DISEASE, LATE-ONSET, Infertility, CLEFT LIP, CONGENITAL HEALED, Pulmonary Fibrosis and other diseases in descending order of the highest number of associated sentences.

Related references are mostly published in these journals:

Disease Cross reference Weighted score Related literature
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Possible diseases from mapped MeSH terms on references

We collected disease MeSH terms mapped to the references associated with Gossypol

MeSH term MeSH ID Detail
Hemolysis D006461 131 associated lipids
Neovascularization, Pathologic D009389 39 associated lipids
Adenocarcinoma D000230 166 associated lipids
Lung Neoplasms D008175 171 associated lipids
Pancreatic Neoplasms D010190 77 associated lipids
Colonic Neoplasms D003110 161 associated lipids
Cattle Diseases D002418 24 associated lipids
Infertility, Male D007248 11 associated lipids
Mammary Neoplasms, Experimental D008325 67 associated lipids
Body Weight D001835 333 associated lipids
Per page 10 20 50 100 | Total 52

PubChem Associated disorders and diseases

What pathways are associated with Gossypol

Lipid pathways are not clear in current pathway databases. We organized associated pathways with Gossypol through full-text articles, including metabolic pathways or pathways of biological mechanisms.

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Pathway name Related literatures
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PubChem Biomolecular Interactions and Pathways

Link to PubChem Biomolecular Interactions and Pathways

What cellular locations are associated with Gossypol?

Related references are published most in these journals:

Location Cross reference Weighted score Related literatures
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What functions are associated with Gossypol?


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Function Cross reference Weighted score Related literatures

What lipids are associated with Gossypol?

Related references are published most in these journals:

Lipid concept Cross reference Weighted score Related literatures
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What genes are associated with Gossypol?

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Gene Cross reference Weighted score Related literatures

What common seen animal models are associated with Gossypol?

Xenograft Model

Xenograft Model are used in the study 'Gossypol induces apoptosis by activating p53 in prostate cancer cells and prostate tumor-initiating cells.' (Volate SR et al., 2010), Xenograft Model are used in the study 'Sorafenib sensitizes (-)-gossypol-induced growth suppression in androgen-independent prostate cancer cells via Mcl-1 inhibition and Bak activation.' (Lian J et al., 2012), Xenograft Model are used in the study 'Natural BH3 mimetic (-)-gossypol chemosensitizes human prostate cancer via Bcl-xL inhibition accompanied by increase of Puma and Noxa.' (Meng Y et al., 2008), Xenograft Model are used in the study '(-)-Gossypol suppresses the growth of human prostate cancer xenografts via modulating VEGF signaling-mediated angiogenesis.' (Pang X et al., 2011) and Xenograft Model are used in the study 'Gossypol induces death receptor-5 through activation of the ROS-ERK-CHOP pathway and sensitizes colon cancer cells to TRAIL.' (Sung B et al., 2010).

Transgenic Model

Transgenic Model are used in the study 'Bcl-2 antagonist apogossypol (NSC736630) displays single-agent activity in Bcl-2-transgenic mice and has superior efficacy with less toxicity compared with gossypol (NSC19048).' (Kitada S et al., 2008).

Related references are published most in these journals:

Model Cross reference Weighted score Related literatures
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NCBI Entrez Crosslinks

All references with Gossypol

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Per page 10 20 50 100 | Total 1511
Authors Title Published Journal PubMed Link
Ojha P et al. Effect of antispermatogenic agents on cell marker enzymes of rat Sertoli cells in vitro. 2006 Contraception pmid:16371305
Benedict CR et al. The peroxidative coupling of hemigossypol to (+)- and (-)-gossypol in cottonseed extracts. 2006 Phytochemistry pmid:16403543
Dale GL and Friese P Bax activators potentiate coated-platelet formation. 2006 J. Thromb. Haemost. pmid:16970802
Coward L et al. Quantitative determination of apogossypol, a pro-apoptotic analog of gossypol, in mouse plasma using LC/MS/MS. 2006 J Pharm Biomed Anal pmid:16859853
Cranston JJ et al. Effects of feeding whole cottonseed and cottonseed products on performance and carcass characteristics of finishing beef cattle. 2006 J. Anim. Sci. pmid:16864881
Zhang WJ et al. Effect of selected fungi on the reduction of gossypol levels and nutritional value during solid substrate fermentation of cottonseed meal. 2006 J Zhejiang Univ Sci B pmid:16909468
Zhang WJ et al. Optimization of process parameters for reduction of gossypol levels in cottonseed meal by Candida tropicalis ZD-3 during solid substrate fermentation. 2006 Toxicon pmid:16846625
Lei X et al. Gossypol induces Bax/Bak-independent activation of apoptosis and cytochrome c release via a conformational change in Bcl-2. 2006 FASEB J. pmid:16935937
Stipanovic RD et al. Ratios of (+)- and (-)-gossypol in leaves, stems, and roots of selected accessions of Gossypium hirsutum var. marie galante (Watt) Hutchinson. 2006 J. Agric. Food Chem. pmid:16506812
Yang G et al. Molecular cloning and characterization of a novel lactate dehydrogenase gene from Clonorchis sinensis. 2006 Parasitol. Res. pmid:16479375
Price CP et al. Dissecting the behavior of a promiscuous solvate former. 2006 Angew. Chem. Int. Ed. Engl. pmid:16493716
Wang G et al. Structure-based design of potent small-molecule inhibitors of anti-apoptotic Bcl-2 proteins. 2006 J. Med. Chem. pmid:17034116
Cleverley J American Society of Clinical Oncology--42nd annual meeting. Poster presentations on leukemia and cytotoxic chemotherapy. 2-6 June 2006, Atlanta, GA, USA. 2006 IDrugs pmid:16871453
Shen YL et al. Determinations of the inclusion complex between gossypol and beta-cyclodextrin. 2006 Spectrochim Acta A Mol Biomol Spectrosc pmid:16877036
Yeow WS et al. Gossypol, a phytochemical with BH3-mimetic property, sensitizes cultured thoracic cancer cells to Apo2 ligand/tumor necrosis factor-related apoptosis-inducing ligand. 2006 J. Thorac. Cardiovasc. Surg. pmid:17140955
de Andrade SF et al. Epididymis-specific pathologic disorders in rats exposed to gossypol from weaning through puberty. 2006 Toxicol Pathol pmid:17162530
Sunilkumar G et al. Engineering cottonseed for use in human nutrition by tissue-specific reduction of toxic gossypol. 2006 Proc. Natl. Acad. Sci. U.S.A. pmid:17110445
Przybylski P et al. 1H- and 13C-NMR, FTIR, UV-VIS, ESI-MS, and PM5 studies as well as emission properties of a new Schiff base of gossypol with 5-methoxytryptamine and a new hydrazone of gossypol with dansylhydrazine. 2006 Biopolymers pmid:16538663
Przybylski P et al. Multinuclear magnetic resonance, electrospray ionization-mass spectroscopy, and parametric method 5 studies of a new derivative of gossypol with 2-thiophenecarbohydrazide as well as its complexes with LI+, Na+, K+, RB+, and Cs+ cations. 2006 Biopolymers pmid:16741985
Galvão KN et al. Embryo survival from gossypol-fed heifers after transfer to lactating cows treated with human chorionic gonadotropin. 2006 J. Dairy Sci. pmid:16702269
Stipanovic RD et al. Effect of racemic and (+)- and (-)-gossypol on the survival and development of Helicoverpa zea larvae. 2006 J. Chem. Ecol. pmid:16739016
Wolter KG et al. (-)-gossypol inhibits growth and promotes apoptosis of human head and neck squamous cell carcinoma in vivo. 2006 Neoplasia pmid:16611409
Liu YX Control of spermatogenesis in primate and prospect of male contraception. 2005 Mar-Apr Arch. Androl. pmid:15804862
Hernández-Cerón J et al. Timing of inhibitory actions of gossypol on cultured bovine embryos. 2005 J. Dairy Sci. pmid:15738226
Shen YL et al. Study on structure and characterization of inclusion complex of gossypol/beta cyclodextrin. 2005 Spectrochim Acta A Mol Biomol Spectrosc pmid:15741097
Bertrand JA et al. Nutrient content of whole cottonseed. 2005 J. Dairy Sci. pmid:15778316
Konac E et al. An in vitro study of cytotoxic effects of gossypol on human epidermoid larynx carcinoma cell line (HEp-2). 2005 Exp. Oncol. pmid:15812364
Weissenmayer B et al. The calcineurin inhibitor gossypol impairs growth, cell signalling and development in Dictyostelium discoideum. 2005 FEMS Microbiol. Lett. pmid:15621416
Wang J et al. Reversal of a full-length mutant huntingtin neuronal cell phenotype by chemical inhibitors of polyglutamine-mediated aggregation. 2005 BMC Neurosci pmid:15649316
Lopez LM et al. Nonhormonal drugs for contraception in men: a systematic review. 2005 Obstet Gynecol Surv pmid:16250923
Dodou K et al. Investigations on gossypol: past and present developments. 2005 Expert Opin Investig Drugs pmid:16255680
Mohammad RM et al. Nonpeptidic small-molecule inhibitor of Bcl-2 and Bcl-XL, (-)-Gossypol, enhances biological effect of genistein against BxPC-3 human pancreatic cancer cell line. 2005 Pancreas pmid:16258364
Stipanovic RD et al. Occurrence of (+)- and (-)-gossypol in wild species of cotton and in Gossypium hirsutum Var. marie-galante (Watt) Hutchinson. 2005 J. Agric. Food Chem. pmid:16076104
Bauer JA et al. Reversal of cisplatin resistance with a BH3 mimetic, (-)-gossypol, in head and neck cancer cells: role of wild-type p53 and Bcl-xL. 2005 Mol. Cancer Ther. pmid:16020667
Mohammad RM et al. Preclinical studies of a nonpeptidic small-molecule inhibitor of Bcl-2 and Bcl-X(L) [(-)-gossypol] against diffuse large cell lymphoma. 2005 Mol. Cancer Ther. pmid:15657349
Oliver CL et al. (-)-Gossypol acts directly on the mitochondria to overcome Bcl-2- and Bcl-X(L)-mediated apoptosis resistance. 2005 Mol. Cancer Ther. pmid:15657350
Xu L et al. (-)-Gossypol enhances response to radiation therapy and results in tumor regression of human prostate cancer. 2005 Mol. Cancer Ther. pmid:15713891
That QT et al. Schiff bases of gossypol: an NMR and DFT study. 2005 Magn Reson Chem pmid:15678567
Dodou K et al. Synthesis of gossypol atropisomers and derivatives and evaluation of their anti-proliferative and anti-oxidant activity. 2005 Bioorg. Med. Chem. pmid:15878283
Townsend BJ et al. Antisense suppression of a (+)-delta-cadinene synthase gene in cotton prevents the induction of this defense response gene during bacterial blight infection but not its constitutive expression. 2005 Plant Physiol. pmid:15849309
Wang J et al. Development of competitive direct ELISA for gossypol analysis. 2005 J. Agric. Food Chem. pmid:15998107
Conners R et al. Mapping the binding site for gossypol-like inhibitors of Plasmodium falciparum lactate dehydrogenase. 2005 Mol. Biochem. Parasitol. pmid:15978953
Ergun U et al. Protective effect of ginkgo biloba against gossypol-induced apoptosis in human lymphocytes. 2005 Cell Biol. Int. pmid:15949956
Uzal FA et al. Gossypol toxicosis in a dog consequent to ingestion of cottonseed bedding. 2005 J. Vet. Diagn. Invest. pmid:16475530
Santos JE et al. Effects of source of gossypol and supplemental iron on plasma gossypol in Holstein steers. 2005 J. Dairy Sci. pmid:16162530
Lordelo MM et al. Relative toxicity of gossypol enantiomers in broilers. 2005 Poult. Sci. pmid:16206558
Sabirova FM et al. [Immunomodulating effect of the novel water-soluble gossypol derivative Mebavin in adjuvant arthritis]. 2004 Mar-Apr Eksp Klin Farmakol pmid:15188763
Jiang J et al. The inhibitory effects of gossypol on human prostate cancer cells-PC3 are associated with transforming growth factor beta1 (TGFbeta1) signal transduction pathway. 2004 Jan-Feb Anticancer Res. pmid:15015581
Mena H et al. The effects of varying gossypol intake from whole cottonseed and cottonseed meal on lactation and blood parameters in lactating dairy cows. 2004 J. Dairy Sci. pmid:15328274
Cai Y et al. An optimized gossypol high-performance liquid chromatography assay and its application in evaluation of different gland genotypes of cotton. 2004 J. Biosci. pmid:15286405