(5Z,7E,22E,24E)-(1S,3R)-26,27-dimethyl-24a-homo-9,10-seco-5,7,10(19),22,24-cholestapentaene-1,3,25-triol (BioDeep_00000599125)
代谢物信息卡片
(22E,24E)-1α,25-dihydroxy-26,27-dimethyl-22,23,24,24a-tetradehydro-24a-homovitamin D3 / (22E,24E)-1α,25-dihydroxy-26,27-dimethyl-22,23,24,24a-tetradehydro-24a-homocholecalciferol
化学式: C30H46O3 (454.34467659999996)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: [C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])/C=C/C=C/C(O)(CC)CC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1
InChI: InChI=1S/C30H46O3/c1-6-30(33,7-2)18-9-8-11-21(3)26-15-16-27-23(12-10-17-29(26,27)5)13-14-24-19-25(31)20-28(32)22(24)4/h8-9,11,13-14,18,21,25-28,31-33H,4,6-7,10,12,15-17,19-20H2,1-3,5H3/b11-8+,18-9+,23-13+,24-14-/t21-,25-,26-,27+,28+,29-/m1/s1
描述信息
同义名列表
3 个代谢物同义名
(22E,24E)-1alpha,25-dihydroxy-26,27-dimethyl-22,23,24,24a-tetradehydro-24a-homovitamin D3 / (22E,24E)-1alpha,25-dihydroxy-26,27-dimethyl-22,23,24,24a-tetradehydro-24a-homocholecalciferol; (5Z,7E,22E,24E)-(1S,3R)-26,27-dimethyl-24a-homo-9,10-seco-5,7,10(19),22,24-cholestapentaene-1,3,25-triol; (22E,24E)-1α,25-dihydroxy-26,27-dimethyl-22,23,24,24a-tetradehydro-24a-homovitamin D3 / (22E,24E)-1α,25-dihydroxy-26,27-dimethyl-22,23,24,24a-tetradehydro-24a-homocholecalciferol
数据库引用编号
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
- Dana Macejová, Slavomíra Ondková, Lucia Jakubíková, Alžbeta Mlynarčíková, Soňa Scsuková, Ján Liška, Július Brtko. MNU-induced mammary gland carcinogenesis: chemopreventive and therapeutic effects of vitamin D and Seocalcitol on selected regulatory vitamin D receptor pathways.
Toxicology letters.
2011 Nov; 207(1):60-72. doi:
10.1016/j.toxlet.2011.07.029. [PMID: 21843606] - Christina Krämer, Holger Seltmann, Markus Seifert, Wolfgang Tilgen, Christos C Zouboulis, Jörg Reichrath. Characterization of the vitamin D endocrine system in human sebocytes in vitro.
The Journal of steroid biochemistry and molecular biology.
2009 Jan; 113(1-2):9-16. doi:
10.1016/j.jsbmb.2008.10.010. [PMID: 19027855] - Mette Grove, Anette Müllertz, Gitte P Pedersen, Jeanet L Nielsen. Bioavailability of seocalcitol III. Administration of lipid-based formulations to minipigs in the fasted and fed state.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2007 May; 31(1):8-15. doi:
10.1016/j.ejps.2007.01.007. [PMID: 17383165] - Mette Grove, Jeanet L Nielsen, Gitte P Pedersen, Anette Müllertz. Bioavailability of seocalcitol IV: evaluation of lymphatic transport in conscious rats.
Pharmaceutical research.
2006 Nov; 23(11):2681-8. doi:
10.1007/s11095-006-9109-z. [PMID: 17048118] - Mette Grove, Anette Müllertz, Jeanet Løgsted Nielsen, Gitte Pommergaard Pedersen. Bioavailability of seocalcitol II: development and characterisation of self-microemulsifying drug delivery systems (SMEDDS) for oral administration containing medium and long chain triglycerides.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2006 Jun; 28(3):233-42. doi:
10.1016/j.ejps.2006.02.005. [PMID: 16650738] - Mette Grove, Gitte P Pedersen, Jeanet L Nielsen, Anette Müllertz. Bioavailability of seocalcitol I: Relating solubility in biorelevant media with oral bioavailability in rats--effect of medium and long chain triglycerides.
Journal of pharmaceutical sciences.
2005 Aug; 94(8):1830-8. doi:
10.1002/jps.20403. [PMID: 15986460] - Xiaohui Zhang, Feng Jiang, Pengfei Li, Chunrong Li, Qiuping Ma, Santo V Nicosia, Wenlong Bai. Growth suppression of ovarian cancer xenografts in nude mice by vitamin D analogue EB1089.
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Bone.
2004 Jul; 35(1):134-43. doi:
10.1016/j.bone.2004.02.014. [PMID: 15207749] - Anne-Marie Kissmeyer, Jeanet Løgsted Nielsen, Lise Binderup. The tissue-specific distribution of 3H-seocalcitol (EB 1089) and 3H-calcitriol in rats.
The Journal of steroid biochemistry and molecular biology.
2004 May; 89-90(1-5):43-7. doi:
10.1016/j.jsbmb.2004.03.049. [PMID: 15225745] - J Ruth Wu-Wong, Jin Tian, David Goltzman. Vitamin D analogs as therapeutic agents: a clinical study update.
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2003 Sep; 100(18):10399-404. doi:
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Breast cancer research and treatment.
2003 Aug; 80(3):303-11. doi:
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British journal of cancer.
2003 Jul; 89(2):252-7. doi:
10.1038/sj.bjc.6601104. [PMID: 12865912] - Despina Sahpazidou, Pelagia Stravoravdi, Theano Toliou, George Geromichalos, George Zafiriou, Konstantinos Natsis, Panagiotis Gigis. Significant experimental decrease of the hepatocellular carcinoma incidence in C3H/Sy mice after long-term administration of EB1089, a vitamin D analogue.
Oncology research.
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BJU international.
2002 Oct; 90(6):607-16. doi:
10.1046/j.1464-410x.2002.02964.x. [PMID: 12230626] - Sunee Kunakornsawat, Thomas John Rosol, Charles Chabert Capen, Gudimetla Satyanarayana Reddy, Lise Binderup, Nongnuch Inpanbutr. Effects of 1,25-dihydroxyvitamin D3 [1,25(OH)2D3] and its analogues (EB1089 and analog V) on canine adenocarcinoma (CAC-8) in nude mice.
Biological & pharmaceutical bulletin.
2002 May; 25(5):642-7. doi:
10.1248/bpb.25.642. [PMID: 12033506] - A M Kissmeyer, K Sonne. Sensitive analysis of 1alpha,25-dihydroxyvitamin D3 in biological fluids by liquid chromatography-tandem mass spectrometry.
Journal of chromatography. A.
2001 Nov; 935(1-2):93-103. doi:
10.1016/s0021-9673(01)00985-2. [PMID: 11762789] - H G Pálmer, J M González-Sancho, J Espada, M T Berciano, I Puig, J Baulida, M Quintanilla, A Cano, A G de Herreros, M Lafarga, A Muñoz. Vitamin D(3) promotes the differentiation of colon carcinoma cells by the induction of E-cadherin and the inhibition of beta-catenin signaling.
The Journal of cell biology.
2001 Jul; 154(2):369-87. doi:
10.1083/jcb.200102028. [PMID: 11470825] - N Akutsu, R Lin, Y Bastien, A Bestawros, D J Enepekides, M J Black, J H White. Regulation of gene Expression by 1alpha,25-dihydroxyvitamin D3 and Its analog EB1089 under growth-inhibitory conditions in squamous carcinoma Cells.
Molecular endocrinology (Baltimore, Md.).
2001 Jul; 15(7):1127-39. doi:
10.1210/mend.15.7.0655. [PMID: 11435613] - L K Blaehr, F Björkling, E Binderup, M J Calverley, P Kaastrup. Polyclonal antibodies to EB1089 (seocalcitol), an analog of 1alpha,25-dihydroxyvitamin D(3)*.
Steroids.
2001 Jul; 66(7):539-48. doi:
10.1016/s0039-128x(00)00225-7. [PMID: 11322962] - J Akhter, Y Lu, I Finlay, M H Pourgholami, D L Morris. 1alpha,25-Dihydroxyvitamin D3 and its analogues, EB1089 and CB1093, profoundly inhibit the in vitro proliferation of the human hepatoblastoma cell line HepG2.
ANZ journal of surgery.
2001 Jul; 71(7):414-7. doi:
10.1046/j.1440-1622.2001.02147.x. [PMID: 11450917] - J Prudencio, N Akutsu, N Benlimame, T Wang, Y Bastien, R Lin, M J Black, M A Alaoui-Jamali, J H White. Action of low calcemic 1alpha,25-dihydroxyvitamin D3 analogue EB1089 in head and neck squamous cell carcinoma.
Journal of the National Cancer Institute.
2001 May; 93(10):745-53. doi:
10.1093/jnci/93.10.745. [PMID: 11353784] - K El Abdaimi, V Papavasiliou, D Goltzman, R Kremer. Expression and regulation of parathyroid hormone-related peptide in normal and malignant melanocytes.
American journal of physiology. Cell physiology.
2000 Oct; 279(4):C1230-8. doi:
10.1152/ajpcell.2000.279.4.c1230. [PMID: 11003603] - A M Kissmeyer, J T Mortensen. Pharmacokinetics and metabolism of a vitamin D analogue (Seocalcitol) in rat and minipig.
Xenobiotica; the fate of foreign compounds in biological systems.
2000 Aug; 30(8):815-30. doi:
10.1080/00498250050119862. [PMID: 11037113] - G D Díaz, C Paraskeva, M G Thomas, L Binderup, A Hague. Apoptosis is induced by the active metabolite of vitamin D3 and its analogue EB1089 in colorectal adenoma and carcinoma cells: possible implications for prevention and therapy.
Cancer research.
2000 Apr; 60(8):2304-12. doi:
NULL. [PMID: 10786699] - A M Kissmeyer, K Sonne, E Binderup. Determination of the vitamin D analog EB 1089 (seocalcitol) in human and pig serum using liquid chromatography-tandem mass spectrometry.
Journal of chromatography. B, Biomedical sciences and applications.
2000 Mar; 740(1):117-28. doi:
10.1016/s0378-4347(00)00091-8. [PMID: 10798301] - K El Abdaimi, V Papavasiliou, S A Rabbani, J S Rhim, D Goltzman, R Kremer. Reversal of hypercalcemia with the vitamin D analogue EB1089 in a human model of squamous cancer.
Cancer research.
1999 Jul; 59(14):3325-8. doi:
NULL. [PMID: 10416587] - B L Lokeshwar, G G Schwartz, M G Selzer, K L Burnstein, S H Zhuang, N L Block, L Binderup. Inhibition of prostate cancer metastasis in vivo: a comparison of 1,23-dihydroxyvitamin D (calcitriol) and EB1089.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
1999 Mar; 8(3):241-8. doi:
NULL. [PMID: 10090302] - T Nickerson, H Huynh. Vitamin D analogue EB1089-induced prostate regression is associated with increased gene expression of insulin-like growth factor binding proteins.
The Journal of endocrinology.
1999 Feb; 160(2):223-9. doi:
10.1677/joe.0.1600223. [PMID: 9924191] - S Y James, E Mercer, M Brady, L Binderup, K W Colston. EB1089, a synthetic analogue of vitamin D, induces apoptosis in breast cancer cells in vivo and in vitro.
British journal of pharmacology.
1998 Nov; 125(5):953-62. doi:
10.1038/sj.bjp.0702103. [PMID: 9846632] - T Gulliford, J English, K W Colston, P Menday, S Moller, R C Coombes. A phase I study of the vitamin D analogue EB 1089 in patients with advanced breast and colorectal cancer.
British journal of cancer.
1998 Jul; 78(1):6-13. doi:
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Endocrinology.
1998 Apr; 139(4):2102-10. doi:
10.1210/endo.139.4.5892. [PMID: 9528999] - M Falzon, J Zong. The noncalcemic vitamin D analogs EB1089 and 22-oxacalcitriol suppress serum-induced parathyroid hormone-related peptide gene expression in a lung cancer cell line.
Endocrinology.
1998 Mar; 139(3):1046-53. doi:
10.1210/endo.139.3.5774. [PMID: 9492037] - D Puthier, R Bataille, S Barillé, M P Mellerin, J L Harousseau, A Ponzio, N Robillard, J Wijdenes, M Amiot. Myeloma cell growth arrest, apoptosis, and interleukin-6 receptor modulation induced by EB1089, a vitamin D3 derivative, alone or in association with dexamethasone.
Blood.
1996 Dec; 88(12):4659-66. doi:
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The Journal of steroid biochemistry and molecular biology.
1996 Jul; 58(4):395-401. doi:
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1996 Jun; 73(11):1341-6. doi:
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Clinical & experimental metastasis.
1996 May; 14(3):239-45. doi:
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Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research.
1995 Dec; 10(12):1951-9. doi:
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Bone.
1995 Oct; 17(4):391-5. doi:
10.1016/s8756-3282(95)00246-4. [PMID: 8573413] - M J Davicco, V Coxam, N Gaumet, P Lebecque, J P Barlet. EB 1089, a calcitriol analogue, decreases fetal calcium content when injected into pregnant rats.
Experimental physiology.
1995 May; 80(3):449-56. doi:
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The Journal of steroid biochemistry and molecular biology.
1993 Sep; 46(3):365-71. doi:
10.1016/0960-0760(93)90226-m. [PMID: 9831485] - M Haq, R Kremer, D Goltzman, S A Rabbani. A vitamin D analogue (EB1089) inhibits parathyroid hormone-related peptide production and prevents the development of malignancy-associated hypercalcemia in vivo.
The Journal of clinical investigation.
1993 Jun; 91(6):2416-22. doi:
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