equilenin (BioDeep_00000009818)
代谢物信息卡片
化学式: C18H18O2 (266.1307)
中文名称: 马萘雌甾酮
谱图信息:
最多检出来源 Homo sapiens(plant) 8.24%
分子结构信息
SMILES: C1C2C3CC[C@]4(C)C(=O)CC[C@@]4([H])C=3C=CC=2C=C(O)C=1
InChI: InChI=1S/C18H18O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h2-5,10,16,19H,6-9H2,1H3/t16-,18-/m0/s1
描述信息
A 3-hydroxy steroid that is estrone which carries two double bonds at positions 6 and 8. It is found in the urine of pregnant mares and extensively used for estrogen replacement therapy in postmenopausal women.
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
同义名列表
数据库引用编号
15 个数据库交叉引用编号
- ChEBI: CHEBI:34739
- KEGG: C14303
- PubChem: 444865
- Metlin: METLIN41816
- DrugBank: DB03515
- ChEMBL: CHEMBL225546
- LipidMAPS: LMST02010007
- MeSH: Equilenin
- CAS: 517-09-9
- PMhub: MS000023637
- MetaboLights: MTBLC34739
- PubChem: 17395303
- PDB-CCD: EQU
- NIKKAJI: J6.326F
- KNApSAcK: 34739
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)
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。
文献列表
- Asumi Jinno, Yutaka Maruyama, Mayumi Ishizuka, Akio Kazusaka, Akio Nakamura, Shoichi Fujita. Induction of cytochrome P450-1A by the equine estrogen equilenin, a new endogenous aryl hydrocarbon receptor ligand.
The Journal of steroid biochemistry and molecular biology.
2006 Jan; 98(1):48-55. doi:
10.1016/j.jsbmb.2005.07.003
. [PMID: 16191477] - Bhagu R Bhavnani, Mauricio Berco, Julie Binkley. Equine estrogens differentially prevent neuronal cell death induced by glutamate.
Journal of the Society for Gynecologic Investigation.
2003 Jul; 10(5):302-8. doi:
10.1016/s1071-5576(03)00087-x
. [PMID: 12853093] - Taiko Oda, Noriko Ikeda, Shoko Nakashima, Yoshihiro Sato. Cytotoxicity of estradiol, equilin, equilenin, and their derivatives on Chinese hamster V79 cells.
Drug and chemical toxicology.
2002 Feb; 25(1):75-82. doi:
10.1081/dct-100108473
. [PMID: 11850971] - X Zhang, J J Jiao, B R Bhavnani, S P Tam. Regulation of human apolipoprotein A-I gene expression by equine estrogens.
Journal of lipid research.
2001 Nov; 42(11):1789-800. doi:
. [PMID: 11714848]
- S B Lima, I T Verreschi, L M Ribeiro Neto. Reversed-phase liquid chromatographic method for estrogen determination in equine biological samples.
Journal of chromatographic science.
2001 Sep; 39(9):385-7. doi:
10.1093/chromsci/39.9.385
. [PMID: 11565948] - R Gatti, M Franchina, M G Gioia, V Cavrini. HPLC-fluorescence determination of equilin and equilenin in postmenopausal women's urine.
Biomedical chromatography : BMC.
2000 Apr; 14(2):82-8. doi:
10.1002/(sici)1099-0801(200004)14:2<82::aid-bmc930>3.0.co;2-a
. [PMID: 10694700] - G Rule, J Henion. High-throughput sample preparation and analysis using 96-well membrane solid-phase extraction and liquid chromatography-tandem mass spectrometry for the determination of steroids in human urine.
Journal of the American Society for Mass Spectrometry.
1999 Dec; 10(12):1322-7. doi:
10.1016/s1044-0305(99)00107-5
. [PMID: 10584329] - C S Wingrove, E Garr, J H Pickar, M Dey, J C Stevenson. Effects of equine oestrogens on markers of vasoactive function in human coronary artery endothelial cells.
Molecular and cellular endocrinology.
1999 Apr; 150(1-2):33-7. doi:
10.1016/s0303-7207(99)00027-1
. [PMID: 10411297] - S Wyllie, J G Liehr. Release of iron from ferritin storage by redox cycling of stilbene and steroid estrogen metabolites: a mechanism of induction of free radical damage by estrogen.
Archives of biochemistry and biophysics.
1997 Oct; 346(2):180-6. doi:
10.1006/abbi.1997.0306
. [PMID: 9343364] - B R Bhavnani, A Cecutti. Metabolic clearance rate of equilin sulfate and its conversion to plasma equilin, conjugated and unconjugated equilenin, 17 beta-dihydroequilin, and 17 beta-dihydroequilenin in normal postmenopausal women and men under steady state conditions.
The Journal of clinical endocrinology and metabolism.
1993 Nov; 77(5):1269-74. doi:
10.1210/jcem.77.5.8077320
. [PMID: 8077320] - B R Bhavnani, C A Woolever, D Wallace, C C Pan. Metabolism of [3H]equilin-[35S]sulfate and [3H]equilin sulfate after oral and intravenous administration in normal postmenopausal women and men.
The Journal of clinical endocrinology and metabolism.
1989 Apr; 68(4):757-65. doi:
10.1210/jcem-68-4-757
. [PMID: 2921309] - P H Petra, B G Que, P C Namkung, J B Ross, H Charbonneau, K A Walsh, P R Griffin, J Shabanowitz, D F Hunt. Affinity labeling, molecular cloning, and comparative amino acid sequence analyses of sex steroid-binding protein of plasma. A multidisciplinary approach for understanding steroid-protein interaction and its physiological role.
Annals of the New York Academy of Sciences.
1988; 538(?):10-24. doi:
10.1111/j.1749-6632.1988.tb48844.x
. [PMID: 3190079] - A Orstan, M F Lulka, B Eide, P H Petra, J B Ross. Steroid-binding site of human and rabbit sex steroid binding protein of plasma: fluorescence characterization with equilenin.
Biochemistry.
1986 May; 25(9):2686-92. doi:
10.1021/bi00357a060
. [PMID: 3718973] - L Davenport, J R Knutson, L Brand. Excited-state proton transfer of equilenin and dihydroequilenin: interaction with bilayer vesicles.
Biochemistry.
1986 Mar; 25(5):1186-95. doi:
10.1021/bi00353a037
. [PMID: 3964666] - B R Bhavnani, C A Woolever, H Benoit, T Wong. Pharmacokinetics of equilin and equilin sulfate in normal postmenopausal women and men.
The Journal of clinical endocrinology and metabolism.
1983 May; 56(5):1048-56. doi:
10.1210/jcem-56-5-1048
. [PMID: 6300173] - S Partanen. Simultaneous azo-coupling method for an estrogen sulfatase in human tissues.
Histochemistry.
1983; 78(2):241-9. doi:
10.1007/bf00489502
. [PMID: 6874424] - B M Kellner, D A Cadenhead. Fluorescent probes in model membranes. II. Monolayer studies of 2,2'-(vinylenedi-p-phenylene)bisbenzoxazole, d-3-aminodesoxyequilenin and N-octadecylnaphthyl-2-amino-6-sulfonic acid with host-lipid tetradecanoic acid.
Biochimica et biophysica acta.
1978 Nov; 513(3):301-9. doi:
10.1016/0005-2736(78)90200-6
. [PMID: 718896] - G R Gotelli, P M Kabra, L J Marton. Determination of placental estriol in urine by gas-liquid chromatography, with equilenin as internal standard.
Clinical chemistry.
1977 Feb; 23(2 PT. 1):165-8. doi:
. [PMID: 832378]
- T M Nett, D W Holtan, V L Estergreen. Oestrogens, LH, PMSG, and prolactin in serum of pregnant mares.
Journal of reproduction and fertility. Supplement.
1975 Oct; ?(23):457-62. doi:
. [PMID: 1060824]
- P Goddard, F Fernandez, B West, M J Hill, P Barnes. The nuclear dehydrogenation of steroids by intestinal bacteria.
Journal of medical microbiology.
1975 Aug; 8(3):429-35. doi:
10.1099/00222615-8-3-429
. [PMID: 1177289]