Structure Database (LMSD)

Common Name
22,24,25-trihydroxyvitamin D3
Systematic Name
(5Z,7E)-(3S)-9,10-seco-5,7,10(19)-cholestatriene-3,22,24,25-tetrol
Synonyms
  • 22,24,25-trihydroxycholecalciferol
LM ID
LMST03020297
Formula
C27H44O4
Exact Mass
Calculate m/z
432.32396
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Syntheses of 24,25-dihydroxyvitamin D2, 24,25-dihydroxy-22-dehydrovitamin D3, 25-hydroxy-24-oxo-22-dehydrovitamin D3 and 22,24,25-trihydroxyvitamin D3.,
Chem Pharm Bull (Tokyo), 1987
Pubmed ID: 3496978

String Representations

InChiKey (Click to copy)
QGISRJAACUKIGH-IMNGKQGYSA-N
InChi (Click to copy)
InChI=1S/C27H44O4/c1-17-8-11-21(28)15-20(17)10-9-19-7-6-14-27(5)22(12-13-23(19)27)18(2)24(29)16-25(30)26(3,4)31/h9-10,18,21-25,28-31H,1,6-8,11-16H2,2-5H3/b19-9+,20-10-/t18-,21-,22+,23-,24?,25?,27+/m0/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)C(O)CC(O)C(O)(C)C)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0324
PubChem CID
5283759

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 465.82
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 5.82
Molar Refractivity 127.48

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Created at
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Updated at
29th Jan 2024