O-Desmethylangolensin (BioDeep_00000027904)
Secondary id: BioDeep_00000604219, BioDeep_00001873926
human metabolite Endogenous blood metabolite PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C15H14O4 (258.0892044)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 19.77%
分子结构信息
SMILES: CC(C(=O)C1=C(O)C=C(O)C=C1)C1=CC=C(O)C=C1
InChI: InChI=1S/C15H14O4/c1-9(10-2-4-11(16)5-3-10)15(19)13-7-6-12(17)8-14(13)18/h2-9,16-18H,1H3
描述信息
O-Desmethylangolensin (ODMA) is a metabolite of the soy isoflavone daidzein by intestinal bacteria in approximately 80-90\\\% of persons. Studies suggest beneficial health effects associated with daidzein-metabolizing phenotypes, and there is some small association between ODMA production and some phenotypes. Few dietary factors are associated with daidzein-metabolizing phenotypes. However, it remains unclear why some, but not all, persons harbor ODMA-producing bacteria. ODMA production is inversely associated with age, height, weight, and body mass index. In addition, Asians are less likely than whites to be ODMA producers, and former smokers were more likely than never smokers to be ODMA producers. Investigators have attempted to identify the bacteria involved in ODMA production, and several candidate bacteria were associated, but not definitely identified. ODMA production is correlated with the abundance of methanogens, indicating that the metabolic fate of daidzein may be related to intestinal H(2) metabolism. (PMID: 18326607, 17506823) [HMDB]
O-Desmethylangolensin (ODMA) is a metabolite of the soy isoflavone daidzein by intestinal bacteria in approximately 80-90\\\% of persons. Studies suggest beneficial health effects associated with daidzein-metabolizing phenotypes, and there is some small association between ODMA production and some phenotypes. Few dietary factors are associated with daidzein-metabolizing phenotypes. However, it remains unclear why some, but not all, persons harbor ODMA-producing bacteria. ODMA production is inversely associated with age, height, weight, and body mass index. In addition, Asians are less likely than whites to be ODMA producers, and former smokers were more likely than never smokers to be ODMA producers. Investigators have attempted to identify the bacteria involved in ODMA production, and several candidate bacteria were associated, but not definitely identified. ODMA production is correlated with the abundance of methanogens, indicating that the metabolic fate of daidzein may be related to intestinal H(2) metabolism. (PMID: 18326607, 17506823).
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens
O-Desmethylangolensin is a metabolite of soy isoflavone, daidzein metabolized by gut microbiota. O-Desmethylangolensin possesses antioxidant activity[1][2].
同义名列表
数据库引用编号
10 个数据库交叉引用编号
- ChEBI: CHEBI:88902
- PubChem: 89472
- HMDB: HMDB0004629
- Wikipedia: O-Desmethylangolensin
- foodb: FDB023387
- chemspider: 80750
- CAS: 21255-69-6
- KEGG: C22559
- RefMet: O-Desmethylangolensin
- medchemexpress: HY-N4075
分类词条
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)
1 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。
文献列表
- Jing Sun, Hong Jiang, Weijing Wang, Xue Dong, Dongfeng Zhang. Associations of Urinary Phytoestrogen Concentrations with Sleep Disorders and Sleep Duration among Adults.
Nutrients.
2020 Jul; 12(7):. doi:
10.3390/nu12072103. [PMID: 32708566] - Thomas Migkos, Lenka Applová, Pavel Horký, Václav Tvrdý, Jana Karlíčková, Kateřina Macáková, Marcel Hrubša, Maria Carmen Catapano, Magdalena Tomanek, Milan Pour, Přemysl Mladěnka. The influence of microbial isoflavonoid specific metabolites on platelets and transition metals iron and copper.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2019 Sep; 62(?):152974. doi:
10.1016/j.phymed.2019.152974. [PMID: 31181402] - Olivia Cardenas-Trowers, Isuzu Meyer, Holly E Richter, Ilana Addis, Alayne D Markland. Association of Urinary Phytoestrogens With Pelvic Organ Prolapse and Fecal Incontinence Symptoms in Postmenopausal Women.
Female pelvic medicine & reconstructive surgery.
2019 Mar; 25(2):161-166. doi:
10.1097/spv.0000000000000661. [PMID: 30807421] - Pilar Gaya, Abel Sánchez-Jiménez, Ángela Peirotén, Margarita Medina, José Maria Landete. Incomplete metabolism of phytoestrogens by gut microbiota from children under the age of three.
International journal of food sciences and nutrition.
2018 May; 69(3):334-343. doi:
10.1080/09637486.2017.1353955. [PMID: 28728453] - Lindsey M Miller, Johanna W Lampe, Katherine M Newton, Gabrielle Gundersen, Sharon Fuller, Susan D Reed, Cara L Frankenfeld. Being overweight or obese is associated with harboring a gut microbial community not capable of metabolizing the soy isoflavone daidzein to O-desmethylangolensin in peri- and post-menopausal women.
Maturitas.
2017 May; 99(?):37-42. doi:
10.1016/j.maturitas.2017.02.006. [PMID: 28364866] - Elizabeth J Reverri, Carolyn M Slupsky, Darya O Mishchuk, Francene M Steinberg. Metabolomics reveals differences between three daidzein metabolizing phenotypes in adults with cardiometabolic risk factors.
Molecular nutrition & food research.
2017 01; 61(1):. doi:
10.1002/mnfr.201600132. [PMID: 27364093] - Shungo Fujii, Nobuyuki Takahashi, Hirofumi Inoue, Shin-Ichi Katsumata, Yuji Kikkawa, Makoto Machida, Yoshiko Ishimi, Mariko Uehara. A combination of soy isoflavones and cello-oligosaccharides changes equol/O-desmethylangolensin production ratio and attenuates bone fragility in ovariectomized mice.
Bioscience, biotechnology, and biochemistry.
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10.1080/09168451.2016.1184559. [PMID: 27191709] - Shin-Ichi Katsumata, Maiko Fujioka, Shungo Fujii, Ken Takeda, Yoshiko Ishimi, Mariko Uehara. Kanamycin inhibits daidzein metabolism and abilities of the metabolites to prevent bone loss in ovariectomized mice.
BMC research notes.
2016 Jul; 9(?):334. doi:
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The Journal of nutrition.
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International journal of molecular medicine.
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Metabolism: clinical and experimental.
2012 Dec; 61(12):1678-82. doi:
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Advances in nutrition (Bethesda, Md.).
2011 Jul; 2(4):317-24. doi:
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The American journal of clinical nutrition.
2011 May; 93(5):1109-16. doi:
10.3945/ajcn.111.011825. [PMID: 21389178] - Kaiping Guo, Bo Zhang, Chaogang Chen, Shigeto Uchiyama, Tomomi Ueno, Yuming Chen, Yixiang Su. Daidzein-metabolising phenotypes in relation to serum lipids and uric acid in adults in Guangzhou, China.
The British journal of nutrition.
2010 Jul; 104(1):118-24. doi:
10.1017/s0007114510000279. [PMID: 20205965] - Shin-ichiro Yokoyama, Toshio Niwa, Toshihiko Osawa, Tohru Suzuki. Characterization of an O-desmethylangolensin-producing bacterium isolated from human feces.
Archives of microbiology.
2010 Jan; 192(1):15-22. doi:
10.1007/s00203-009-0524-5. [PMID: 19904524] - Charlotte Atkinson, Katherine M Newton, Erin J Aiello Bowles, Constance D Lehman, Frank Z Stanczyk, Kim C Westerlind, Lin Li, Johanna W Lampe. Daidzein-metabolizing phenotypes in relation to mammographic breast density among premenopausal women in the United States.
Breast cancer research and treatment.
2009 Aug; 116(3):587-94. doi:
10.1007/s10549-008-0199-7. [PMID: 18821061] - Charlotte Atkinson, Katherine M Newton, Frank Z Stanczyk, Kim C Westerlind, Lin Li, Johanna W Lampe. Daidzein-metabolizing phenotypes in relation to serum hormones and sex hormone binding globulin, and urinary estrogen metabolites in premenopausal women in the United States.
Cancer causes & control : CCC.
2008 Dec; 19(10):1085-93. doi:
10.1007/s10552-008-9172-3. [PMID: 18478336] - Takuya Ohtomo, Mariko Uehara, José Luis Peñalvo, Herman Adlercreutz, Shin-ichi Katsumata, Kazuharu Suzuki, Ken Takeda, Ritsuko Masuyama, Yoshiko Ishimi. Comparative activities of daidzein metabolites, equol and O-desmethylangolensin, on bone mineral density and lipid metabolism in ovariectomized mice and in osteoclast cell cultures.
European journal of nutrition.
2008 Aug; 47(5):273-9. doi:
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The American journal of clinical nutrition.
2008 Mar; 87(3):679-87. doi:
10.1093/ajcn/87.3.679. [PMID: 18326607] - Sang-Ah Lee, Wanqing Wen, Yong-Bing Xiang, Stephen Barnes, Dake Liu, Qiuyin Cai, Wei Zheng, Xiao Ou Shu. Assessment of dietary isoflavone intake among middle-aged Chinese men.
The Journal of nutrition.
2007 Apr; 137(4):1011-6. doi:
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Journal of alternative and complementary medicine (New York, N.Y.).
2006 Nov; 12(9):887-94. doi:
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Maturitas.
2006 Feb; 53(3):315-24. doi:
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The British journal of nutrition.
2005 Dec; 94(6):873-6. doi:
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Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
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The Journal of steroid biochemistry and molecular biology.
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