2-Hydroxyestrone (BioDeep_00000005782)
Main id: BioDeep_00000637483
human metabolite Endogenous blood metabolite Volatile Flavor Compounds natural product
代谢物信息卡片
(1S,10R,11S,15S)-4,5-dihydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one
化学式: C18H22O3 (286.15688620000003)
中文名称: 2-羟基雌酮
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC12CCC3C(C1CCC2=O)CCC4=CC(=C(C=C34)O)O
InChI: InChI=1S/C18H22O3/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-15(19)16(20)9-13(10)11/h8-9,11-12,14,19-20H,2-7H2,1H3/t11-,12+,14-,18-/m0/s1
描述信息
2-Hydroxyestrone (2-OHE1), also known as estra-1,3,5(10)-trien-2,3-diol-17-one, is an endogenous, naturally occurring catechol estrogen and a major metabolite of estrone and estradiol. 2-Hydroxyestrone belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Thus, 2-Hydroxyestrone is considered to be a steroid molecule. It is formed irreversibly from estrone in the liver and to a lesser extent in other tissues via 2-hydroxylation mediated by cytochrome P450 enzymes, mainly the CYP3A and CYP1A subfamilies. 2-OHE1 is the most abundant catechol estrogen in the body. 2-Hydroxyestrone is found in all vertebrates. Vertebrates, especially mammals, metabolizes estrogen into two major pathways and one minor. The two major pathways lead to 2-hydroxyestrone and 16a-hydroxyestrone (2-OHE1 and 16a OHE1, respectively). The minor pathway leads to 4-hydroxyestrone (4-OHE1). 2a-hydroxyestrone is considered to be the good steroid metabolite (PMID: 8943806) as 2-hydroxyestrone does not stimulate cell growth and it blocks the action of stronger estrogens that may be carcinogenic. 2-hydroxyestrone is not significantly uterotrophic, whereas other hydroxylated estrogen metabolites including 2-hydroxyestradiol, 16a-hydroxyestrone, estriol, 4-hydroxyestradiol, and 4-hydroxyestrone all are. A low urinary ratio of 2-hydroxyestrone to 16-alpha-hydroxyestrone is a strong predictor of breast cancer risk among women (PMID: 19502596).
Estrone (also oestrone) is an estrogenic hormone secreted by the ovary. Its molecular formula is C18H22O2. estrone has a melting point of 254.5 degrees Celsius. estrone is one of the three estrogens, which also include estriol and estradiol. estrone is the least prevalent of the three hormones, estradiol being prevalent almost always in a female body, estriol being prevalent primarily during pregnancy. estrone sulfate is relevant to health and disease due to its conversion to estrone sulfate, a long-lived derivative of estrone. estrone sulfate acts as a pool of estrone which can be converted as needed to the more active estradiol. [HMDB]
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C483 - Therapeutic Estrogen
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
D020011 - Protective Agents > D016588 - Anticarcinogenic Agents
D000970 - Antineoplastic Agents
同义名列表
9 个代谢物同义名
(1S,10R,11S,15S)-4,5-dihydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one; (1S,10R,11S,15S)-4,5-dihydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-14-one; Estra-1,3,5(10)-trien-17-one, 2,3-dihydroxy-; 2,3-Dihydroxyestra-1,3,5(10)-trien-17-one; 2-Hydroxyestrone, 4-(14)C-labeled; 2-hydroxyestrone; Catecholestrone; 2-OHE1; 2-Hydroxyestrone
数据库引用编号
18 个数据库交叉引用编号
- ChEBI: CHEBI:1156
- KEGG: C05298
- PubChem: 440623
- PubChem: 9685
- HMDB: HMDB0000343
- Metlin: METLIN2579
- ChEMBL: CHEMBL1627343
- Wikipedia: 2-Hydroxyestrone
- foodb: FDB021966
- CAS: 362-06-1
- PMhub: MS000018652
- PubChem: 7682
- LipidMAPS: LMST02010032
- 3DMET: B01838
- NIKKAJI: J108.087C
- RefMet: 2-Hydroxyestrone
- KNApSAcK: 1156
- LOTUS: LTS0138930
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
8 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(2)
- Estrogen metabolism:
2-Methoxyestrone ⟶ 2-Methoxyestrone 3-glucuronide - Estrogen metabolism:
2-Methoxyestradiol ⟶ 2-methoxy-17beta-estradiol 3-glucuronide
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(6)
- Estrone Metabolism:
2-Hydroxyestrone + S-Adenosylmethionine ⟶ 2-Methoxyestrone + S-Adenosylhomocysteine - Estrone Metabolism:
2-Hydroxyestrone + S-Adenosylmethionine ⟶ 2-Methoxyestrone + S-Adenosylhomocysteine - Estrone Metabolism:
2-Hydroxyestrone + S-Adenosylmethionine ⟶ 2-Methoxyestrone + S-Adenosylhomocysteine - Estrone Metabolism:
2-Hydroxyestrone + S-Adenosylmethionine ⟶ 2-Methoxyestrone + S-Adenosylhomocysteine - Estrone Metabolism:
2-Hydroxyestrone + S-Adenosylmethionine ⟶ 2-Methoxyestrone + S-Adenosylhomocysteine - Estrone Metabolism:
2-Hydroxyestrone + S-Adenosylmethionine ⟶ 2-Methoxyestrone + S-Adenosylhomocysteine
PharmGKB(0)
10 个相关的物种来源信息
- 7711 - Chordata: LTS0138930
- 2759 - Eukaryota: LTS0138930
- 9604 - Hominidae: LTS0138930
- 9605 - Homo: LTS0138930
- 9606 - Homo sapiens:
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1038/NBT.2488
- 9606 - Homo sapiens: LTS0138930
- 40674 - Mammalia: LTS0138930
- 33208 - Metazoa: LTS0138930
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
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PloS one.
2021; 16(12):e0261362. doi:
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The Journal of steroid biochemistry and molecular biology.
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Nutrition and cancer.
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Breast cancer research and treatment.
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Methods in molecular biology (Clifton, N.J.).
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Molecular genetics and metabolism.
2006 Dec; 89(4):381-9. doi:
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The American journal of medicine.
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Arthritis and rheumatism.
2006 Aug; 54(8):2481-7. doi:
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Otolaryngology--head and neck surgery : official journal of American Academy of Otolaryngology-Head and Neck Surgery.
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The Journal of nutrition.
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European journal of clinical nutrition.
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The Journal of clinical endocrinology and metabolism.
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Molecular genetics and metabolism.
2006 Feb; 87(2):135-46. doi:
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BMC genomics.
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Epidemiology (Cambridge, Mass.).
2006 Jan; 17(1):80-8. doi:
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Alternative therapies in health and medicine.
2005 Sep; 11(5):60-5. doi:
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Archives of environmental & occupational health.
2005 Jul; 60(4):215-22. doi:
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Cancer causes & control : CCC.
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Medicine and science in sports and exercise.
2005 Apr; 37(4):585-92. doi:
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Cancer detection and prevention.
2005; 29(6):494-500. doi:
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Clinical chemistry and laboratory medicine.
2005; 43(7):702-6. doi:
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Bone.
2004 Sep; 35(3):682-8. doi:
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The Journal of biological chemistry.
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Cancer causes & control : CCC.
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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.
2004 May; 13(5):868-74. doi:
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International journal of environmental health research.
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The Journal of steroid biochemistry and molecular biology.
2004 Apr; 88(4-5):399-408. doi:
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The Journal of rheumatology.
2004 Mar; 31(3):489-94. doi:
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International journal of clinical pharmacology and therapeutics.
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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.
2004 Jan; 13(1):94-101. doi:
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Nutrition and cancer.
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Breast cancer research : BCR.
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Breast cancer research : BCR.
2004; 6(4):R338-51. doi:
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Breast cancer research : BCR.
2004; 6(3):119-27. doi:
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Zentralblatt fur Gynakologie.
2003 Nov; 125(11):458-66. doi:
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Epidemiology (Cambridge, Mass.).
2003 Nov; 14(6):740-4. doi:
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The Journal of steroid biochemistry and molecular biology.
2003 Jul; 86(1):71-7. doi:
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Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme.
2003 Jun; 35(6):358-61. doi:
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Carcinogenesis.
2003 May; 24(5):991-1005. doi:
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Therapeutic drug monitoring.
2003 Feb; 25(1):125-8. doi:
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European journal of epidemiology.
2003; 18(5):417-24. doi:
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Steroids.
2003 Jan; 68(1):65-72. doi:
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Cancer causes & control : CCC.
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The American journal of clinical nutrition.
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
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Maturitas.
2002 Oct; 43(2):87-93. doi:
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Alternative medicine review : a journal of clinical therapeutic.
2002 Apr; 7(2):112-29. doi:
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Breast cancer research and treatment.
2002 Mar; 72(2):139-43. doi:
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Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme.
2001 Dec; 33(12):744-7. doi:
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The Journal of endocrinology.
2001 Jul; 170(1):165-74. doi:
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The journal of the Royal Society for the Promotion of Health.
2001 Jun; 121(2):107-13. doi:
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The Journal of steroid biochemistry and molecular biology.
2001 Jun; 77(4-5):239-49. doi:
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