Structure Database (LMSD)
Common Name
Vitamin D3
Systematic Name
(5Z,7E)-(3S)-9,10-seco-5,7,10(19)-cholestatrien-3-ol
Synonyms
- Vitamin D3
3D model of Vitamin D3
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
Vitamin D3 is a biologically inactive precursor to calcitriol that is converted to active metabolites in vivo.1,2 Vitamin D3 is obtained from dietary sources, including fish, or formed in the epidermis via photolytic conversion of 7-dehydro cholesterol to previtamin D3 by UVB radiation, followed by isomerization to vitamin D3.3,4 Vitamin D3 can then be converted to 25-hydroxy vitamin D3 in the liver by the cytochrome P450 (CYP) isoform CYP2R1 before being converted to calcitriol by CYP27B1 in the kidney.2,3 Formulations containing vitamin D3 have been used in the treatment of osteoporosis.
This information has been provided by Cayman Chemical
References
Reactions
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Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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String Representations
InChiKey (Click to copy)
QYSXJUFSXHHAJI-YRZJJWOYSA-N
InChi (Click to copy)
InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,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(C)C)/C[C@@H](O)C1
Other Databases
Wikipedia
KEGG ID
HMDB ID
CHEBI ID
LIPIDBANK ID
VVD0237
PubChem CID
SwissLipids ID
Cayman ID
Calculated Physicochemical Properties
Heavy Atoms
28
Rings
3
Aromatic Rings
0
Rotatable Bonds
6
Van der Waals Molecular Volume
439.45
Topological Polar Surface Area
20.23
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
1
logP
7.91
Molar Refractivity
121.70
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Created at
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Updated at
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