fosfestrol (BioDeep_00000006673)

   


代谢物信息卡片


Diethylstilbestrol Diphosphate

化学式: C18H22O8P2 (428.0789872)
中文名称: 乙烯雌酚二磷酸酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC/C(=C(/CC)\c1ccc(cc1)OP(=O)(O)O)/c1ccc(cc1)OP(=O)(O)O
InChI: InChI=1S/C18H22O8P2/c1-3-17(13-5-9-15(10-6-13)25-27(19,20)21)18(4-2)14-7-11-16(12-8-14)26-28(22,23)24/h5-12H,3-4H2,1-2H3,(H2,19,20,21)(H2,22,23,24)/b18-17+

描述信息

L - Antineoplastic and immunomodulating agents > L02 - Endocrine therapy > L02A - Hormones and related agents > L02AA - Estrogens
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C483 - Therapeutic Estrogen
D000970 - Antineoplastic Agents

同义名列表

3 个代谢物同义名

Diethylstilbestrol Diphosphate; fosfestrol; MCULE-1180309793



数据库引用编号

12 个数据库交叉引用编号

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

  • Sunil T Galatage, Arehalli S Manjappa, Durgacharan A Bhagwat, Rahul Trivedi, Ahmad Salawi, Fahad Y Sabei, Abdullah Alsalhi. Oral self- nanoemulsifying drug delivery systems for enhancing bioavailability and anticancer potential of fosfestrol: In vitro and In vivo characterization. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2023 Oct; ?(?):. doi: 10.1016/j.ejpb.2023.10.013. [PMID: 37858803]
  • Haruhito Azuma, Takeshi Sakamoto, Satoshi Kiyama, Takanobu Ubai, Yatsugu Kotake, Teruo Inamoto, Kiyoshi Takahara, Yasuichiro Nishimura, Naoki Segawa, Yoji Katsuoka. Anticancer effect of combination therapy of VP16 and fosfesterol in hormone-refractory prostate cancer. American journal of clinical oncology. 2008 Apr; 31(2):188-94. doi: 10.1097/coc.0b013e3181595af6. [PMID: 18391605]
  • Norihiro Hayashi, Tetsuro Wada, Isao Ikemoto, Yukihiko Oishi, Hidenori Suzuki, Masataka Ueda. [Decrease in anticoagulant factors in patients with prostate cancer treated with diethylstilbestrol diphosphate]. Nihon Hinyokika Gakkai zasshi. The japanese journal of urology. 2003 Mar; 94(3):420-7. doi: 10.5980/jpnjurol1989.94.420. [PMID: 12710076]
  • Shinichi Usui, Kazuhiro Suzuki, Hidetoshi Yamanaka, Takamitsu Nakano, Katsuyuki Nakajima, Yukichi Hara, Mitsuyo Okazaki. Estrogen treatment of prostate cancer increases triglycerides in lipoproteins as demonstrated by HPLC and immunoseparation techniques. Clinica chimica acta; international journal of clinical chemistry. 2002 Mar; 317(1-2):133-43. doi: 10.1016/s0009-8981(01)00768-9. [PMID: 11814468]
  • Yuzo Furuya, Tetsuo Nozaki, Osamu Nagakawa, Hideki Fuse. Low serum testosterone level predicts worse response to endocrine therapy in Japanese patients with metastatic prostate cancer. Endocrine journal. 2002 Feb; 49(1):85-90. doi: 10.1507/endocrj.49.85. [PMID: 12008754]
  • M Hatori, Y Totuka, H Yamanaka. The pharmacokinetics of fosfestrol and diethylstilbestrol in chronic hemodialysis patients with prostate cancer. International journal of urology : official journal of the Japanese Urological Association. 2001 Dec; 8(12):681-5. doi: 10.1046/j.1442-2042.2001.00404.x. [PMID: 11851768]
  • M Kuriyama, Y Takahashi, M Sahashi, Y Ono, T Tanaka, H Shimizu, S Ohshima. Prospective and randomized comparison of combined androgen blockade versus combination with oral UFT as an initial treatment for prostate cancer. Japanese journal of clinical oncology. 2001 Jan; 31(1):18-24. doi: 10.1093/jjco/hye008. [PMID: 11256836]
  • H Nakazato, K Suzuki, K Ito, Y Fukabori, K Kurokawa, H Yamanaka. [Suppressive effects of the antiandrogen flutamide on adrenal androgens in advanced prostate cancer patients]. Nihon Hinyokika Gakkai zasshi. The japanese journal of urology. 2001 Jan; 92(1):6-12. doi: 10.5980/jpnjurol1989.92.6. [PMID: 11235144]
  • H Ohuchi, K Noguchi, Y Kinoshita, M Hosaka, C Kawasaki, T Miura, I Kondo, M Harada. Inhibition of disease flare with diethylstilbestrol diphosphate and chlormadinone acetate administration for two weeks prior to slow-releasing leuprolide acetate in prostatic cancer patients. Hinyokika kiyo. Acta urologica Japonica. 2000 Aug; 46(8):531-6. doi: . [PMID: 11019371]
  • S Kitahara, H Umeda, M Yano, F Koga, S Sumi, H Moriguchi, Y Hosoya, M Honda, K Yoshida. Effects of intravenous administration of high dose-diethylstilbestrol diphosphate on serum hormonal levels in patients with hormone-refractory prostate cancer. Endocrine journal. 1999 Oct; 46(5):659-64. doi: 10.1507/endocrj.46.659. [PMID: 10670751]
  • M Ahmed, S Choksy, C P Chilton, K W Munson, J H Williams. High dose intravenous oestrogen (fosfestrol) in the treatment of symptomatic, metastatic, hormone-refractory carcinoma of the prostate. International urology and nephrology. 1998; 30(2):159-64. doi: 10.1007/bf02550571. [PMID: 9607886]
  • S Kitahara, K Yoshida, K Ishizaka, Y Kageyama, S Kawakami, T Tsujii, H Oshima. Stronger suppression of serum testosterone and FSH levels by a synthetic estrogen than by castration or an LH-RH agonist. Endocrine journal. 1997 Aug; 44(4):527-32. doi: 10.1507/endocrj.44.527. [PMID: 9447285]
  • C N Robertson, K M Roberson, G M Padilla, E T O'Brien, J M Cook, C S Kim, R L Fine. Induction of apoptosis by diethylstilbestrol in hormone-insensitive prostate cancer cells. Journal of the National Cancer Institute. 1996 Jul; 88(13):908-17. doi: 10.1093/jnci/88.13.908. [PMID: 8656443]
  • H Kakinuma, R Sasaki, K Sato, S Hirano, K Miura, S Sasaki, T Kato. [Prognostic importance of prostate specific antigen in patients with hormonally treated stage D2 prostate carcinoma]. Nihon Hinyokika Gakkai zasshi. The japanese journal of urology. 1996 Jul; 87(7):997-1003. doi: 10.5980/jpnjurol1989.87.997. [PMID: 8776967]
  • I Kondo, T Miura, H Fujii, M Harada, S Fukushima, Y Kubota, M Hosaka. [Combination therapy with estrogen and UFT in newly diagnosed prostatic cancer (poorly differentiated, stage D2)]. Hinyokika kiyo. Acta urologica Japonica. 1996 Mar; 42(3):201-6. doi: . [PMID: 8619389]
  • N Soga, R Suzuki, Y Komeda. [A case report of prostate cancer with Paneth cell-like change]. Hinyokika kiyo. Acta urologica Japonica. 1995 Nov; 41(11):891-4. doi: . [PMID: 8533693]
  • O Maeda, N Meguro, S Saiki, T Kinouchi, M Kuroda, M Usami, T Kotake. Preoperative endocrine therapy in patients with locally advanced prostate cancer. Japanese journal of clinical oncology. 1995 Aug; 25(4):135-9. doi: 10.1093/oxfordjournals.jjco.a039765. [PMID: 7545250]
  • C Lladó-Carbonell, M Sentí-Clapes, J Rubiés-Prat, O Arango-Toro, A Gelabert-Mas. Serum lipoprotein changes after orchidectomy and treatment with oestrogens and luliberin analogues in male Sprague-Dawley rats. European journal of clinical chemistry and clinical biochemistry : journal of the Forum of European Clinical Chemistry Societies. 1995 Jan; 33(1):5-9. doi: 10.1515/cclm.1995.33.1.5. [PMID: 7756440]
  • E V Economou, E Livaniou, G P Evangelatos, D S Ithakissios. A 125I-radioimmunoassay for diethylstilbestrol in serum of patients with prostatic cancer treated with stilphostrol. Clinica chimica acta; international journal of clinical chemistry. 1993 Jul; 216(1-2):81-90. doi: 10.1016/0009-8981(93)90141-p. [PMID: 8222276]
  • M A Ferro. Use of intravenous stilbestrol diphosphate in patients with prostatic carcinoma refractory to conventional hormonal manipulation. The Urologic clinics of North America. 1991 Feb; 18(1):139-43. doi: . [PMID: 1992567]
  • M Fleyfel, B Leroy, F Plouvier, C Balin, O Marecaux, P Scherpereel. [Favorable outcome of neoplastic disseminated intravascular coagulation treated with ketoconazole and estrogen derivative]. Annales francaises d'anesthesie et de reanimation. 1991; 10(4):406-8. doi: 10.1016/s0750-7658(05)80820-2. [PMID: 1928864]
  • Z Csapo, K Brand, K M Schrott, B Schwindl. Prostatic acid phosphatase in the serially transplantable human prostatic tumor lines PC-82 and PC-EW. Urological research. 1990; 18(2):137-42. doi: 10.1007/bf00302475. [PMID: 2339482]
  • T Yamauchi, M Kokuho, S Yoshino, Y Tachibana, T Kawai, T Kitagawa. [Liver disorder owing to estrogen therapy in prostatic cancer, examined histopathologically in six autopsy cases]. Nihon Hinyokika Gakkai zasshi. The japanese journal of urology. 1989 Dec; 80(12):1706-12. doi: 10.5980/jpnjurol1989.80.1706. [PMID: 2625817]
  • T Yamauchi, M Kokuho, S Yoshino, Y Tachibana, T Kawai. [Liver disorder owing to estrogen therapy in prostatic cancer. The correlation between serum level of cholinesterase and dose of diethylstilbestrol diphosphate]. Nihon Hinyokika Gakkai zasshi. The japanese journal of urology. 1989 Dec; 80(12):1713-9. doi: 10.5980/jpnjurol1989.80.1713. [PMID: 2625818]
  • H Oelschläger, D Rothley, U Dunzendorfer. [Drug therapy of metastasizing prostate carcinoma with special reference to the bioavailability of fosfestrol after oral administration]. Arzneimittel-Forschung. 1988 Oct; 38(10):1502-12. doi: . [PMID: 3058134]
  • P Russo, G Liguori, W D Heston, R Huryk, C R Yang, W R Fair, W F Whitmore, H W Herr. Effects of intermittent diethylstilbestrol diphosphate administration on the R3327 rat prostatic carcinoma. Cancer research. 1987 Nov; 47(22):5967-70. doi: . [PMID: 3664500]
  • T Hayashi, Y Taki, K Ikai, M Hiura, T Kiriyama. [Hormonal environment following treatment with a small dose of estrogen--small dose of estrogen alone and in combination with an anti-androgen]. Hinyokika kiyo. Acta urologica Japonica. 1987 Jul; 33(7):1035-42. doi: . [PMID: 2446483]
  • H Katoh, N Yamamoto, Y Harada, P K Chang, T Takeuchi, M Kanematsu, M Kuriyama, Y Ban, E Matsui. [A case of prostate cancer with multiple pulmonary metastases]. Hinyokika kiyo. Acta urologica Japonica. 1987 Mar; 33(3):441-6. doi: . [PMID: 3618415]
  • W Zade, H Schott. [Liver damage in hormone therapy of prostate cancer]. Zeitschrift fur Urologie und Nephrologie. 1987 Mar; 80(3):177-9. doi: NULL. [PMID: 3604474]
  • F Stahl, D Schnorr, W Rohde, G Dörner. [Inhibition of the free, biologically active testosterone level by Turisteron in patients with prostate cancer]. Zeitschrift fur Urologie und Nephrologie. 1987 Mar; 80(3):135-8. doi: . [PMID: 3604472]
  • T Usui, T Ishibe, K Nakamura, M Mizutani, A Yasukawa. Effect of diethylstilbestrol diphosphate on activity of 5 alpha-reductase in human prostate. Archives of andrology. 1987; 19(3):229-35. doi: 10.3109/01485018708986821. [PMID: 2461177]
  • D Rothley, H Oelschläger. [Direct approximation of plasma concentration time curves of 3-diethylstilbestrol monoglucuronide following oral and intravenous administration of fosfestrol]. Die Pharmazie. 1986 Dec; 41(12):862-4. doi: NULL. [PMID: 3575391]
  • H Oelschläger, D Rothley, U Dunzendorfer. [Plasma concentrations of fosfestrol as well as diethylstilbestrol on their conjugates following intravenous administration on prostatic carcinoma patients]. Arzneimittel-Forschung. 1986 Aug; 36(8):1284-9. doi: NULL. [PMID: 3778569]
  • F P Abramson, M P Lutz. Application of a capillary gas chromatographic-selected-ion recording mass spectrometric technique to the analysis of diethylstilbestrol and its phosphorylated precursors in plasma and tissues. Journal of chromatography. 1985 Apr; 339(1):87-95. doi: 10.1016/s0378-4347(00)84630-7. [PMID: 4019672]
  • T J Maatman, M K Gupta, J E Montie. Effectiveness of castration versus intravenous estrogen therapy in producing rapid endocrine control of metastatic cancer of the prostate. The Journal of urology. 1985 Apr; 133(4):620-1. doi: 10.1016/s0022-5347(17)49115-4. [PMID: 3981712]
  • T Shinkawa, T Ohfuji, Y Osada, N Ishisawa. Adverse effects during endocrine therapy for prostatic carcinoma with a high dose of estrogen. Urologia internationalis. 1985; 40(2):103-6. doi: 10.1159/000281048. [PMID: 3992737]
  • Y Fujimoto, M Yamaha, S Maeda, T Takeuchi, Y Ito, M Kuriyama, Y Ban, T Nishiura. [A case of giant prostate cancer]. Hinyokika kiyo. Acta urologica Japonica. 1984 Jul; 30(7):925-30. doi: NULL. [PMID: 6542303]
  • D L Citrin, P Elson, M S Kies, R Lind. Decreased serum phosphate levels after high-dose estrogens in metastatic prostate cancer. Possible implications. The American journal of medicine. 1984 May; 76(5):787-93. doi: 10.1016/0002-9343(84)90987-2. [PMID: 6539069]
  • H Oelschläger, D Rothley, U Dunzendorfer. [Plasma levels of fosfestrol and its monophosphate, of diethylstilbestrol and its monoglucuronide following intravenous administration in patients with metastatic prostatic carcinoma]. Arzneimittel-Forschung. 1984; 34(10):1333-6. doi: NULL. [PMID: 6542793]
  • T Usui, K Nakamura, T Osumi, T Ishibe, T Kitano, A Kambegawa, Y Miyachi. Radioimmunoassay of diethylstilbestrol in plasma of patients with prostatic carcinoma. Archives of andrology. 1984; 12(2-3):243-9. doi: 10.3109/01485018409161183. [PMID: 6508431]
  • T Mende, G J Beyer, W G Franke, G Pimentel, P Woller. [123I from Rossendorf--1st clinical application]. Radiobiologia, radiotherapia. 1984; 25(1):133-41. doi: NULL. [PMID: 6729078]
  • F P Abramson, H C Miller. Bioavailability, distribution and pharmacokinetics of diethystilbestrol produced from stilphostrol. The Journal of urology. 1982 Dec; 128(6):1336-9. doi: 10.1016/s0022-5347(17)53502-8. [PMID: 7154205]
  • I Erkan, G Ciliv, D Remzi. Effects of diethylstilbestrol diphosphate on serum and tissue ribonuclease levels in prostatic carcinoma. Journal of surgical oncology. 1982 Sep; 21(1):65-9. doi: 10.1002/jso.2930210117. [PMID: 7109641]
  • F S Steven, M M Griffin, T P Hulley, P Brooman. Interaction of alpha, beta-diethyl stilbestrol 4,4'-bisphosphate with arginyl substrates resulting in apparent inhibition of trypsin and thrombin. European journal of biochemistry. 1982 Jul; 125(2):305-9. doi: 10.1111/j.1432-1033.1982.tb06683.x. [PMID: 7117235]
  • T Usui, K Sagami, T Kitano, H Nihira, Y Miyachi. The changes in the binding capacity of testosterone-oestradiol binding globulin (TeBG) following castration and DES-D administration in patients with prostatic carcinoma. Urological research. 1982; 10(3):119-22. doi: 10.1007/bf00255953. [PMID: 6890254]
  • H B Grossman, E L Kleinert, H W Herr, W F Whitmore. Effects of estrogen administration on serum testosterone in Copenhagen rats. The Prostate. 1982; 3(3):225-9. doi: 10.1002/pros.2990030305. [PMID: 7100003]
  • L Jeromin. The serum levels of testosterone and prolactin in patients with prostatic carcinoma treated with various doses of Fostrolin and bromocriptin. International urology and nephrology. 1982; 14(1):51-6. doi: 10.1007/bf02082383. [PMID: 6889585]
  • J Hájek, M Hanselová, F Vrubel. [Long-term study of plasma testosterone levels in hormone therapy of prostatic cancer]. Vnitrni lekarstvi. 1981 Sep; 27(9):852-60. doi: NULL. [PMID: 7293030]
  • H Yoshida, M Shimada. [Clinical studies on serum lipids in the patients with tumor of the prostate gland. 2nd. Report. Changes of serum lipids and lipoprotein fractions during the treatment of estramustine phosphate disodium, hexestrol and diethylstilbestrol 4, 4-diphosphoric ester for the patients with prostatic cancer (author's transl)]. Nihon Hinyokika Gakkai zasshi. The japanese journal of urology. 1980 Jan; 71(1):59-69. doi: . [PMID: 6155501]
  • E REWALD. [Diethyldioxystilbene-diphosphate in myeloma therapy]. Arztliche Wochenschrift. 1958 Jan; 13(3):67-9. doi: NULL. [PMID: 13508491]
  • S J SEGAL, H MARBERGER, R H FLOCKS. Tissue distribution of stilbestrol diphosphate: concentration in prostatic tissue. Transactions of the American Association of Genito-Urinary Surgeons. 1958; 50(?):49-53; discussion 54. doi: ". [PMID: 13625341]