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Structure Database (LMSD)

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Common Name

25-hydroxyvitamin D3

Systematic Name

(5Z,7E)-(3S)-9,10-seco-5,7,10(19)-cholestatriene-3,25-diol

Synonyms

25-hydroxycholecalciferol
calcidiol

LM ID

LMST03020246

Formula

C₂₇H₄₄O₂

Exact Mass

Calculate m/z

400.334131

Status

Curated

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Classification

Biological Context

25-hydroxy Vitamin D3 is an intermediate in the pathway leading to the production of 1,25-dihydroxy vitamin D3, the most receptor-active form of vitamin D. 25-hydroxy Vitamin D3, produced in the liver from vitamin D3, is metabolized in the kidney to 1,25-dihydroxy vitamin D3. Plasma or serum levels of 25-hydroxy vitamin D3 are commonly used as an indicator of an individual’s vitamin D status.¹

This information has been provided by Cayman Chemical

References

1. Peterlik, M., Boonen, S., Cross, H.S., et al. Vitamin D and calcium insufficiency-related chronic diseases: An emerging world-wide public health problem. Int. J. Environ. Res. Public Health 6(10), 2585-2607 (2009).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Homo sapiens (#9606)

Mammalia (#40674)

Isolation and identification of 25-hydroxycholecalciferol from human plasma.,
Arch Intern Med, 1972

Pubmed ID: 4332591

String Representations

InChiKey (Click to copy)

JWUBBDSIWDLEOM-DTOXIADCSA-N

InChi (Click to copy)

InChI=1S/C27H44O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h11-12,20,23-25,28-29H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1

SMILES (Click to copy)

C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([H])([C@@]3(C)CCC\2)[C@]([H])(C)CCCC(O)(C)C)/C[C@@H](O)C1