4,7-dihydroxyhexahydro-2-benzofuran-1(3H)-one (BioDeep_00000852751)
代谢物信息卡片
4,7-dihydroxyhexahydro-2-benzofuran-1(3H)-one
化学式: C8H12O4 (172.0736)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1CC(C2C(C1O)COC2=O)O
InChI: InChI=1S/C8H12O4/c9-5-1-2-6(10)7-4(5)3-12-8(7)11/h4-7,9-10H,1-3H2
描述信息
D009676 - Noxae > D000988 - Antispermatogenic Agents > D013089 - Spermatocidal Agents
D012102 - Reproductive Control Agents > D003270 - Contraceptive Agents
D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents
D020011 - Protective Agents > D016588 - Anticarcinogenic Agents
D020011 - Protective Agents > D016587 - Antimutagenic Agents
D000970 - Antineoplastic Agents
同义名列表
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
| 亚细胞结构定位 | 关联基因列表 |
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文献列表
- Syed Mohammed Basheeruddin Asdaq, Abdulhakeem S Alamri, Walaa F Alsanie, Majid Alhomrani. Cardioprotective Potential of Garlic Oil and Its Active Constituent, Diallyl Disulphide, in Presence of Carvedilol during Chronic Isoprenaline Injection-Mediated Myocardial Necrosis in Rats.
Molecules (Basel, Switzerland).
2021 Aug; 26(17):. doi:
10.3390/molecules26175137. [PMID: 34500571] - Emad H M Hassanein, Wafaa R Mohamed, Marwa M Khalaf, Abdel-Gawad S Shalkami, Ahmed M Sayed, Ramadan A M Hemeida. Diallyl disulfide ameliorates methotrexate-induced nephropathy in rats: Molecular studies and network pharmacology analysis.
Journal of food biochemistry.
2021 06; 45(6):e13765. doi:
10.1111/jfbc.13765. [PMID: 33997994] - Haiyan He, Yaoying Ma, Huaxing Huang, Chao Huang, Zhuo Chen, Dongjian Chen, Yiming Gu, Xiaohua Wang, Jinliang Chen. A comprehensive understanding about the pharmacological effect of diallyl disulfide other than its anti-carcinogenic activities.
European journal of pharmacology.
2021 Feb; 893(?):173803. doi:
10.1016/j.ejphar.2020.173803. [PMID: 33359648] - Wanchao Hu, Liou Huang, Ziyang Zhou, Liping Yin, Jianguo Tang. Diallyl Disulfide (DADS) Ameliorates Intestinal Candida albicans Infection by Modulating the Gut microbiota and Metabolites and Providing Intestinal Protection in Mice.
Frontiers in cellular and infection microbiology.
2021; 11(?):743454. doi:
10.3389/fcimb.2021.743454. [PMID: 35071031] - Marimuthu Mathan Kumar, Ramasamy Tamizhselvi. Protective effect of diallyl disulfide against cerulein-induced acute pancreatitis and associated lung injury in mice.
International immunopharmacology.
2020 Mar; 80(?):106136. doi:
10.1016/j.intimp.2019.106136. [PMID: 31991372] - Yanhong Yang, Fei Yang, Miaoling Huang, Huijuan Wu, Changyuan Yang, Xinyue Zhang, Lanxiang Yang, Guibin Chen, Shuqi Li, Qianyu Wang, Shaomin Liu, Yanyan Liu, Yuting Lei, Zili Lei, Jiao Guo. Fatty liver and alteration of the gut microbiome induced by diallyl disulfide.
International journal of molecular medicine.
2019 Nov; 44(5):1908-1920. doi:
10.3892/ijmm.2019.4350. [PMID: 31573042] - Yaochen Wang, Keke Wei, Xiaobin Han, Donglin Zhao, Yanfen Zheng, Jianmin Chao, Jianyu Gou, Fanyu Kong, Cheng-Sheng Zhang. The Antifungal Effect of Garlic Essential Oil on Phytophthora nicotianae and the Inhibitory Component Involved.
Biomolecules.
2019 10; 9(10):. doi:
10.3390/biom9100632. [PMID: 31640228] - Ning Zhang, Yuli Wang, Junli Zhang, Beibei Liu, Guixin Li, Shengliang Xin, Keshu Xu. Diallyl disulfide attenuates non‑alcoholic steatohepatitis by suppressing key regulators of lipid metabolism, lipid peroxidation and inflammation in mice.
Molecular medicine reports.
2019 Aug; 20(2):1363-1372. doi:
10.3892/mmr.2019.10316. [PMID: 31173200] - Sharon E Mason, Keena A E Mullen, Kevin L Anderson, Steven P Washburn, James L Yeatts, Ronald E Baynes. Pharmacokinetic analysis of thymol, carvacrol and diallyl disulfide after intramammary and topical applications in healthy organic dairy cattle.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment.
2017 May; 34(5):740-749. doi:
10.1080/19440049.2017.1285056. [PMID: 28277182] - Je-Won Ko, Jin-Young Shin, Jeong-Won Kim, Sung-Hyeuk Park, Na-Rae Shin, In-Chul Lee, In-Sik Shin, Changjong Moon, Sung-Ho Kim, Sung-Hwan Kim, Jong-Choon Kim. Protective effects of diallyl disulfide against acetaminophen-induced nephrotoxicity: A possible role of CYP2E1 and NF-κB.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2017 Apr; 102(?):156-165. doi:
10.1016/j.fct.2017.02.021. [PMID: 28219698] - Nathan L Horn, Frank Ruch, Guy Miller, Kolapo M Ajuwon, Olayiwola Adeola. Determination of the adequate dose of garlic diallyl disulfide and diallyl trisulfide for effecting changes in growth performance, total-tract nutrient and energy digestibility, ileal characteristics, and serum immune parameters in broiler chickens.
Poultry science.
2016 Oct; 95(10):2360-5. doi:
10.3382/ps/pew126. [PMID: 27190110] - In-Chul Lee, Sung-Hwan Kim, Hyung-Seon Baek, Changjong Moon, Sung-Ho Kim, Yun-Bae Kim, Won-Kee Yun, Hyoung-Chin Kim, Jong-Choon Kim. Protective effects of diallyl disulfide on carbon tetrachloride-induced hepatotoxicity through activation of Nrf2.
Environmental toxicology.
2015 May; 30(5):538-48. doi:
10.1002/tox.21930. [PMID: 24293383] - M Battal, A Kartal, B Citgez, B Yilmaz, A Akcakaya, O Karatepe. Impact of allyl disulfide on oxidative damage and liver regeneration in an experimental hepatectomy model.
Chirurgia (Bucharest, Romania : 1990).
2015 Mar; 110(2):117-22. doi:
. [PMID: 26011832] - In-Chul Lee, Sung-Hwan Kim, Hyung-Seon Baek, Changjong Moon, Seong-Soo Kang, Sung-Ho Kim, Yun-Bae Kim, In-Sik Shin, Jong-Choon Kim. The involvement of Nrf2 in the protective effects of diallyl disulfide on carbon tetrachloride-induced hepatic oxidative damage and inflammatory response in rats.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2014 Jan; 63(?):174-85. doi:
10.1016/j.fct.2013.11.006. [PMID: 24246655] - D S Prokof'eva, N V Goncharov. [Effects of biogenic and abiogenic disulphides upon endothelial cells in culture: comparison of three methods of viability assessment].
Tsitologiia.
2014; 56(6):410-8. doi:
. [PMID: 25696977] - Maroof Alam, Swaleha Zubair, Mohammad Farazuddin, Ejaj Ahmad, Arbab Khan, Qamar Zia, Abida Malik, Owais Mohammad. Development, characterization and efficacy of niosomal diallyl disulfide in treatment of disseminated murine candidiasis.
Nanomedicine : nanotechnology, biology, and medicine.
2013 Feb; 9(2):247-56. doi:
10.1016/j.nano.2012.07.004. [PMID: 22858760] - Yoko Hashizume, Ken Shirato, Shogo Sato, Akiko Matsumoto, Kaoru Tachiyashiki, Kazuhiko Imaizumi. Dose-dependent effects of diallyl disulfide on plasma glucose and free fatty acid levels in rats.
The Journal of toxicological sciences.
2013; 38(6):879-84. doi:
10.2131/jts.38.879. [PMID: 24213007] - Chung-Ren Jan, Horng-Ren Lo, Chung-Yi Chen, Soong-Yu Kuo. Effect of allyl sulfides from garlic essential oil on intracellular ca2+ levels in renal tubular cells.
Journal of natural products.
2012 Dec; 75(12):2101-7. doi:
10.1021/np3005248. [PMID: 23163425] - Yang Peng, Li Jiahui, Li Aili, Wang Yong, Shi Zaixiang, Ke Yuannan, Li Xianlun. Garlicin attenuates reperfusion no-reflow in a catheter-based porcine model of acute myocardial infarction.
Artificial cells, blood substitutes, and immobilization biotechnology.
2012 Aug; 40(4):285-9. doi:
10.3109/10731199.2011.649187. [PMID: 22471597] - Hai-Xiao Zhang, Zai-Xiang Shi, Hai-Zhong Jia. [Garlicin ameliorated pressure overload induced myocardial fibrosis in rats through partial inhibiting TGF-beta1 mediated Smads signal].
Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine.
2012 May; 32(5):666-70. doi:
NULL. [PMID: 22679731] - Yoko Hashizume, Ken Shirato, Ikumi Abe, Ayumu Kobayashi, Ryosuke Mitsuhashi, Chikako Shiono, Shogo Sato, Kaoru Tachiyashiki, Kazuhiko Imaizumi. Diallyl disulfide reduced dose-dependently the number of lymphocyte subsets and monocytes in rats.
Journal of nutritional science and vitaminology.
2012; 58(4):292-6. doi:
10.3177/jnsv.58.292. [PMID: 23132314] - Mohammed O Altonsy, Tito N Habib, Simon C Andrews. Diallyl disulfide-induced apoptosis in a breast-cancer cell line (MCF-7) may be caused by inhibition of histone deacetylation.
Nutrition and cancer.
2012; 64(8):1251-60. doi:
10.1080/01635581.2012.721156. [PMID: 23163853] - Mohammed O Altonsy, Simon C Andrews. Diallyl disulphide, a beneficial component of garlic oil, causes a redistribution of cell-cycle growth phases, induces apoptosis, and enhances butyrate-induced apoptosis in colorectal adenocarcinoma cells (HT-29).
Nutrition and cancer.
2011; 63(7):1104-13. doi:
10.1080/01635581.2011.601846. [PMID: 21916706] - Dong Chen, Yu-xiao Li, Tian-ying Li, Wei-ping Wen, Jian-bo Shi, Xiao-guang He. [Effects of garlicin on the expression of transcription factor T-bet and GATA-3 in blood lymph cells in rats with allergic rhinitis].
Zhonghua er bi yan hou tou jing wai ke za zhi = Chinese journal of otorhinolaryngology head and neck surgery.
2010 Feb; 45(2):133-8. doi:
. [PMID: 20398510] - Afef Nahdi, Imen Hammami, Carole Brasse-Lagnel, Nathalie Pilard, Mohamed Hedi Hamdaoui, Carole Beaumont, Michèle El May. Influence of garlic or its main active component diallyl disulfide on iron bioavailability and toxicity.
Nutrition research (New York, N.Y.).
2010 Feb; 30(2):85-95. doi:
10.1016/j.nutres.2010.01.004. [PMID: 20226993] - Yu-Xiao Li, Dong Chen, Tian-Ying Li, Lian-Qiang Feng, Geng Xu, Wei-Ping Wen. [Effect of garlicin on the serum levels of interleukin 4 and interferon gamma in allergic rhinitis model in rats].
Zhonghua er bi yan hou tou jing wai ke za zhi = Chinese journal of otorhinolaryngology head and neck surgery.
2008 Jun; 43(6):447-50. doi:
NULL. [PMID: 18826099] - Jessica P Chiarandini Fiore, Silvia L Fanelli, Elida C de Ferreyra, Jose A Castro. Diallyl disulfide prevention of cis-Diamminedichloroplatinum-induced nephrotoxicity and leukopenia in rats: potential adjuvant effects.
Nutrition and cancer.
2008; 60(6):784-91. doi:
10.1080/01635580802100869. [PMID: 19005978] - M Mukherjee, A S Das, D Das, S Mukherjee, S Mitra, C Mitra. Role of peritoneal macrophages and lymphocytes in the development of hypogonadal osteoporosis in an ovariectomized rat model: possible phytoestrogenic efficacy of oil extract of garlic to preserve skeletal health.
Phytotherapy research : PTR.
2007 Nov; 21(11):1045-54. doi:
10.1002/ptr.2209. [PMID: 17600860] - Shih-Ming Tsao, Wen-Hu Liu, Mei-Chin Yin. Two diallyl sulphides derived from garlic inhibit meticillin-resistant Staphylococcus aureus infection in diabetic mice.
Journal of medical microbiology.
2007 Jun; 56(Pt 6):803-808. doi:
10.1099/jmm.0.46998-0. [PMID: 17510266] - Jiang Yu, Ying-Bin Xiao, Xian-Yuan Wang. Effects of preoperatively selected gut decontamination on cardiopulmonary bypass-induced endotoxemia.
Chinese journal of traumatology = Zhonghua chuang shang za zhi.
2007 Jun; 10(3):131-7. doi:
NULL. [PMID: 17535634] - Christopher D Gardner, Larry D Lawson, Eric Block, Lorraine M Chatterjee, Alexandre Kiazand, Raymond R Balise, Helena C Kraemer. Effect of raw garlic vs commercial garlic supplements on plasma lipid concentrations in adults with moderate hypercholesterolemia: a randomized clinical trial.
Archives of internal medicine.
2007 Feb; 167(4):346-53. doi:
10.1001/archinte.167.4.346. [PMID: 17325296] - Cheng-Tzu Liu, Pei-Linn Wong, Chong-Kuei Lii, Hunry Hse, Lee-Yan Sheen. Antidiabetic effect of garlic oil but not diallyl disulfide in rats with streptozotocin-induced diabetes.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2006 Aug; 44(8):1377-84. doi:
10.1016/j.fct.2005.07.013. [PMID: 16690190] - Manesh Chittezhath, Girija Kuttan. Radioprotective activity of naturally occurring organosulfur compounds.
Tumori.
2006 Mar; 92(2):163-9. doi:
10.1177/030089160609200213. [PMID: 16724697] - Larry D Lawson, Christopher D Gardner. Composition, stability, and bioavailability of garlic products used in a clinical trial.
Journal of agricultural and food chemistry.
2005 Aug; 53(16):6254-61. doi:
10.1021/jf050536+. [PMID: 16076102] - Małgorzata Iciek, Anna Bilska, Lucyna Ksiazek, Zbigniew Srebro, Lidia Włodek. Allyl disulfide as donor and cyanide as acceptor of sulfane sulfur in the mouse tissues.
Pharmacological reports : PR.
2005 Mar; 57(2):212-8. doi:
. [PMID: 15886420] - Michel Demeule, Mathieu Brossard, Sandra Turcotte, Anthony Regina, Julie Jodoin, Richard Béliveau. Diallyl disulfide, a chemopreventive agent in garlic, induces multidrug resistance-associated protein 2 expression.
Biochemical and biophysical research communications.
2004 Nov; 324(2):937-45. doi:
10.1016/j.bbrc.2004.09.141. [PMID: 15474518] - Chien-Ning Huang, Joeu-Shyan Horng, Mei-Chin Yin. Antioxidative and antiglycative effects of six organosulfur compounds in low-density lipoprotein and plasma.
Journal of agricultural and food chemistry.
2004 Jun; 52(11):3674-8. doi:
10.1021/jf0307292. [PMID: 15161248] - Sonia M S Espirito Santo, Bart J M van Vlijmen, Rien Buytenhek, Wim van Duyvenvoorde, Louis M Havekes, Ingrid Arnault, Jacques Auger, Hans M G Princen. Well-characterized garlic-derived materials are not hypolipidemic in APOE*3-Leiden transgenic mice.
The Journal of nutrition.
2004 Jun; 134(6):1500-3. doi:
10.1093/jn/134.6.1500. [PMID: 15173418] - Carine Huard, Nathalie Druesne, Denis Guyonnet, Muriel Thomas, Anthony Pagniez, Anne-Marie Le Bon, Paule Martel, Catherine Chaumontet. Diallyl disulfide (DADS) enhances gap-junctional intercellular communication by both direct and indirect mechanisms in rat liver cells.
Carcinogenesis.
2004 Jan; 25(1):91-8. doi:
10.1093/carcin/bgg182. [PMID: 14555610] - Erode M Elango, Hag Asita, Gunapalan Nidhi, Parvathy Seema, Asoke Banerji, Moni A Kuriakose. Inhibition of cyclooxygenase-2 by diallyl sulfides (DAS) in HEK 293T cells.
Journal of applied genetics.
2004; 45(4):469-71. doi:
NULL. [PMID: 15523159] - Shyh-ming Tsao, Cheng-chin Hsu, Mei-chin Yin. Garlic extract and two diallyl sulphides inhibit methicillin-resistant Staphylococcus aureus infection in BALB/cA mice.
The Journal of antimicrobial chemotherapy.
2003 Dec; 52(6):974-80. doi:
10.1093/jac/dkg476. [PMID: 14585852] - José Pedraza-Chaverrí, Ana E González-Orozco, Perla D Maldonado, Diana Barrera, Omar N Medina-Campos, Rogelio Hernández-Pando. Diallyl disulfide ameliorates gentamicin-induced oxidative stress and nephropathy in rats.
European journal of pharmacology.
2003 Jul; 473(1):71-8. doi:
10.1016/s0014-2999(03)01948-4. [PMID: 12877940] - E Germain, J Auger, C Ginies, M-H Siess, C Teyssier. In vivo metabolism of diallyl disulphide in the rat: identification of two new metabolites.
Xenobiotica; the fate of foreign compounds in biological systems.
2002 Dec; 32(12):1127-38. doi:
10.1080/0049825021000017902. [PMID: 12593760] - C Manesh, G Kuttan. Alleviation of cyclophosphamide-induced urotoxicity by naturally occurring sulphur compounds.
Journal of experimental & clinical cancer research : CR.
2002 Dec; 21(4):509-17. doi:
NULL. [PMID: 12636097] - Osamu Negishi, Yukiko Negishi, Tetsuo Ozawa. Effects of food materials on removal of Allium-specific volatile sulfur compounds.
Journal of agricultural and food chemistry.
2002 Jun; 50(13):3856-61. doi:
10.1021/jf020038q. [PMID: 12059171] - Y Oi, M Imafuku, C Shishido, Y Kominato, S Nishimura, K Iwai. Garlic supplementation increases testicular testosterone and decreases plasma corticosterone in rats fed a high protein diet.
The Journal of nutrition.
2001 Aug; 131(8):2150-6. doi:
10.1093/jn/131.8.2150. [PMID: 11481410] - G Li, Z Shi, H Jia, J Ju, X Wang, Z Xia, L Qin, C Ge, Y Xu, L Cheng, P Chen, G Yuan. A clinical investigation on garlicin injectio for treatment of unstable angina pectoris and its actions on plasma endothelin and blood sugar levels.
Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan.
2000 Dec; 20(4):243-6. doi:
NULL. [PMID: 11263272] - H Li, Z Shi, M Yusanyin. [Effects of garlicin tablet on plasma endothelin and nitric oxide in patients with coronary heart disease and angina pectoris].
Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine.
1999 Nov; 19(11):670-1. doi:
NULL. [PMID: 11783160] - D Guyonnet, M H Siess, A M Le Bon, M Suschetet. Modulation of phase II enzymes by organosulfur compounds from allium vegetables in rat tissues.
Toxicology and applied pharmacology.
1999 Jan; 154(1):50-8. doi:
10.1006/taap.1998.8574. [PMID: 9882591] - C Zhao, H Shichi. Prevention of acetaminophen-induced cataract by a combination of diallyl disulfide and N-acetylcysteine.
Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics.
1998 Aug; 14(4):345-55. doi:
10.1089/jop.1998.14.345. [PMID: 9715438] - A Bordia, S K Verma, K C Srivastava. Effect of garlic (Allium sativum) on blood lipids, blood sugar, fibrinogen and fibrinolytic activity in patients with coronary artery disease.
Prostaglandins, leukotrienes, and essential fatty acids.
1998 Apr; 58(4):257-63. doi:
10.1016/s0952-3278(98)90034-5. [PMID: 9654398] - G Li, Z Shi, H Jia. [Effect of garlicin on unstable angina pectoris and its relationship with blood lipid and GMP-140].
Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine.
1998 Apr; 18(4):208-11. doi:
". [PMID: 11475742] - C Dwivedi, A Abu-Ghazaleh, J Guenther. Effects of diallyl sulfide and diallyl disulfide on cisplatin-induced changes in glutathione and glutathione-S-transferase activity.
Anti-cancer drugs.
1996 Sep; 7(7):792-4. doi:
10.1097/00001813-199609000-00012. [PMID: 8949992] - S G Sundaram, J A Milner. Diallyl disulfide suppresses the growth of human colon tumor cell xenografts in athymic nude mice.
The Journal of nutrition.
1996 May; 126(5):1355-61. doi:
10.1093/jn/126.5.1355. [PMID: 8618131] - S Takahashi, K Hakoi, H Yada, M Hirose, N Ito, S Fukushima. Enhancing effects of diallyl sulfide on hepatocarcinogenesis and inhibitory actions of the related diallyl disulfide on colon and renal carcinogenesis in rats.
Carcinogenesis.
1992 Sep; 13(9):1513-8. doi:
10.1093/carcin/13.9.1513. [PMID: 1394833] - T SHINAGAWA, T BABA, Y TAKEUCHI. The effect of the overdoses of thiamine and thiamine allyl disulfide on the urinary excretion of riboflavin and niacin.
The Journal of vitaminology.
1957 Jun; 3(2):135-42. doi:
10.5925/jnsv1954.3.135. [PMID: 13450019]
