1,25-Dihydroxyvitamin D3-26,23-lactone (BioDeep_00000027674)

   

human metabolite Endogenous


代谢物信息卡片


(3R,5S)-5-[(2R)-2-[(1R,3aS,4E,7aR)-4-{2-[(1Z,3S,5R)-3,5-dihydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]propyl]-3-hydroxy-3-methyloxolan-2-one

化学式: C27H40O5 (444.2876)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(not specific) 50%

分子结构信息

SMILES: CC(CC1CC(C(=O)O1)(C)O)C2CCC3C2(CCCC3=CC=C4CC(CC(C4=C)O)O)C
InChI: InChI=1S/C27H40O5/c1-16(12-21-15-27(4,31)25(30)32-21)22-9-10-23-18(6-5-11-26(22,23)3)7-8-19-13-20(28)14-24(29)17(19)2/h7-8,16,20-24,28-29,31H,2,5-6,9-15H2,1,3-4H3/b18-7+,19-8-/t16-,20-,21+,22-,23+,24+,26-,27-/m1/s1

描述信息

1,25-Dihydroxyvitamin D3-26,23-lactone (1,25(OH)2D3-26,23-lactone) is a vitamin D3 metabolite. The formation of 1,25(OH)2D3-26,23-lactone occurs in normocalcemic states and in situations in which 1,25(OH)2D3 has been administered. (PMID: 6324253). 1,25-dihydroxyvitamin D3 and (23S)-1,23,25-trihydroxyvitamin D3 are efficient precursors to 1,25(OH)2D3-26,23-lactone. 1,25(OH)2D3-26,23-lactone has an inhibitory action of bone resorption and the lactone ring plays a major part in its expression. (PMID: 6548386, 1666030).
1,25-Dihydroxyvitamin D3-26,23-lactone (1,25(OH)2D3-26,23-lactone) is a vitamin D3 metabolite. The formation of 1,25(OH)2D3-26,23-lactone occurs in normocalcemic states and in situations in which 1,25(OH)2D3 has been administered. (PMID: 6324253)
D018977 - Micronutrients > D014815 - Vitamins > D004100 - Dihydroxycholecalciferols
D018977 - Micronutrients > D014815 - Vitamins > D006887 - Hydroxycholecalciferols

同义名列表

12 个代谢物同义名

(3R,5S)-5-[(2R)-2-[(1R,3aS,4E,7aR)-4-{2-[(1Z,3S,5R)-3,5-dihydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]propyl]-3-hydroxy-3-methyloxolan-2-one; (23S,25R)-1a,25-Dihydroxyvitamin D3 26,23-lactone / (23S,25R)-1a,25-dihydroxycholecalciferol 26,23-lactone; (23S,25R)-1Α,25-dihydroxyvitamin D3 26,23-lactone / (23S,25R)-1α,25-dihydroxycholecalciferol 26,23-lactone; 23S,25R)-1a,25-Dihydroxyvitamin D3 26,23-lactone; 1 alpha,25-Dihydroxyvitamin D3-26,23-lactone; 1,25-Dihydroxycholecalciferol-26-23-lactone; 1alpha,25-Dihydroxyvitamin D3-26,23-lactone; 1,25-Dihydroxyvitamin D3-26,23-lactone; 23(S),25(R)-1,25(OH)2D3-26,23-Lactone; Calcitriol-26,23-lactone; Calcitriol lactone; 1,25-Lactone



数据库引用编号

7 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

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

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。

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亚细胞结构定位 关联基因列表


文献列表

  • Leila Zanatta, Hélène Bouraïma-Lelong, Christelle Delalande, Fátima R M B Silva, Serge Carreau. Regulation of aromatase expression by 1α,25(OH)2 vitamin D3 in rat testicular cells. Reproduction, fertility, and development. 2011; 23(5):725-35. doi: 10.1071/rd10163. [PMID: 21635821]
  • S Messerlian, X Gao, R St-Arnaud. The 3-epi- and 24-oxo-derivatives of 1alpha,25 dihydroxyvitamin D(3) stimulate transcription through the vitamin D receptor. The Journal of steroid biochemistry and molecular biology. 2000 Jan; 72(1-2):29-34. doi: 10.1016/s0960-0760(99)00148-x. [PMID: 10731635]
  • S Ishizuka, K Sumitani, K Hiura, T Kawata, M Okawa, Y Hakeda, M Kumegawa. Biological activity assessment of 1 alpha,25-dihydroxyvitamin D3-26,23-lactone and its intermediate metabolites in vivo and in vitro. Endocrinology. 1990 Aug; 127(2):695-701. doi: 10.1210/endo-127-2-695. [PMID: 2373050]
  • M Shima, H Tanaka, A W Norman, K Yamaoka, H Yoshikawa, K Takaoka, S Ishizuka, Y Seino. 23(S),25(R)-1,25-dihydroxyvitamin D3-26,23-lactone stimulates murine bone formation in vivo. Endocrinology. 1990 Feb; 126(2):832-6. doi: 10.1210/endo-126-2-832. [PMID: 2298173]
  • S Ishizuka, A W Norman. Metabolic pathways from 1 alpha,25-dihydroxyvitamin D3 to 1 alpha,25-dihydroxyvitamin D3-26,23-lactone. Stereo-retained and stereo-selective lactonization. The Journal of biological chemistry. 1987 May; 262(15):7165-70. doi: 10.1016/s0021-9258(18)48219-1. [PMID: 3034884]
  • S Ishizuka, A W Norman. The difference of biological activity among four diastereoisomers of 1 alpha,25-dihydroxycholecalciferol-26,23-lactone. Journal of steroid biochemistry. 1986 Oct; 25(4):505-10. doi: 10.1016/0022-4731(86)90395-x. [PMID: 3022075]
  • S Ishizuka, J Oshida, H Tsuruta, A W Norman. The stereochemical configuration of the natural 1 alpha,25-dihydroxyvitamin D3-26,23-lactone. Archives of biochemistry and biophysics. 1985 Oct; 242(1):82-9. doi: 10.1016/0003-9861(85)90482-5. [PMID: 2996437]
  • M Kiyoki, N Kurihara, S Ishizuka, S Ishii, Y Hakeda, M Kumegawa, A W Norman. The unique action for bone metabolism of 1 alpha,25-(OH)2D3-26,23-lactone. Biochemical and biophysical research communications. 1985 Mar; 127(2):693-8. doi: 10.1016/s0006-291x(85)80217-5. [PMID: 3838477]
  • F Wilhelm, E Mayer, A W Norman. Biological activity assessment of the 26,23-lactones of 1,25-dihydroxyvitamin D3 and 25-hydroxyvitamin D3 and their binding properties to chick intestinal receptor and plasma vitamin D binding protein. Archives of biochemistry and biophysics. 1984 Sep; 233(2):322-9. doi: 10.1016/0003-9861(84)90452-1. [PMID: 6091549]
  • R L Horst, P M Wovkulich, E G Baggiolini, M R Uskoković, G W Engstrom, J L Napoli. (23S)-1,23,25-Trihydroxyvitamin D3: its biologic activity and role in 1 alpha,25-dihydroxyvitamin D3 26,23-lactone biosynthesis. Biochemistry. 1984 Aug; 23(17):3973-9. doi: 10.1021/bi00312a026. [PMID: 6548386]
  • J L Napoli, C A Martin. Production of C-24- and C-23-oxidized metabolites of 1,25-dihydroxycholecalciferol by cultured kidney cells (LLC PK1) and their presence in kidney in vivo. The Biochemical journal. 1984 May; 219(3):713-7. doi: 10.1042/bj2190713. [PMID: 6547601]
  • R Kumar. Metabolism of 1,25-dihydroxyvitamin D3. Physiological reviews. 1984 Apr; 64(2):478-504. doi: 10.1152/physrev.1984.64.2.478. [PMID: 6324253]
  • S Ishizuka, S Ishimoto, A W Norman. Isolation and identification of 1 alpha,25-dihydroxy-24-oxovitamin D3, 1 alpha,25-dihydroxyvitamin D3 26,23-lactone, and 1 alpha,24(S),25-trihydroxyvitamin D3: in vivo metabolites of 1 alpha,25-dihydroxyvitamin D3. Biochemistry. 1984 Mar; 23(7):1473-8. doi: 10.1021/bi00302a021. [PMID: 6547052]
  • S Ishizuka, S Ishimoto, A W Norman. Biological activity assessment of 1 alpha,25-dihydroxyvitamin D3-26,23-lactone in the rat. Journal of steroid biochemistry. 1984 Feb; 20(2):611-5. doi: 10.1016/0022-4731(84)90131-6. [PMID: 6323873]
  • S Ishizuka, H Yamaguchi, S Yamada, K Nakayama, H Takayama. Stereochemistry of 25-hydroxyvitamin D3-26,23-lactone and 1 alpha, 25-dihydroxyvitamin D3-26,23-lactone in rat serum. FEBS letters. 1981 Nov; 134(2):207-11. doi: 10.1016/0014-5793(81)80603-5. [PMID: 6895506]
  • E E Delvin, F H Glorieux, P J Marie, J M Pettifor. Vitamin D dependency: replacement therapy with calcitriol?. The Journal of pediatrics. 1981 Jul; 99(1):26-34. doi: 10.1016/s0022-3476(81)80952-3. [PMID: 6265615]
  • Y Tanaka, J K Wichmann, H E Paaren, H K Schnoes, H F DeLuca. Role of kidney tissue in the production of 25-hydroxyvitamin D3-26,23-lactone and 1 alpha, 25-dihydroxyvitamin D3-26,23-lactone. Proceedings of the National Academy of Sciences of the United States of America. 1980 Nov; 77(11):6411-4. doi: 10.1073/pnas.77.11.6411. [PMID: 6935655]