Structure Database (LMSD)

Common Name
(22R)-22,25-dihydroxyvitamin D3
Systematic Name
(5Z,7E)-(3S,22R)-9,10-seco-5,7,10(19)-cholestatriene-3,22,25-triol
Synonyms
  • (22R)-22,25-dihydroxycholecalciferol
LM ID
LMST03020269
Formula
C27H44O3
Exact Mass
Calculate m/z
416.329045
Status
Curated
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)
Synthesis of (22R)- and (22S)-22,25-Dihydroxyvitamin D3 and determination of their biological activity.,
Chem Pharm Bull (Tokyo), 1981
Pubmed ID: 7318035

String Representations

InChiKey (Click to copy)
CJLCEMXSNQNVPU-FKEYCNNUSA-N
InChi (Click to copy)
InChI=1S/C27H44O3/c1-18-8-11-22(28)17-21(18)10-9-20-7-6-15-27(5)23(12-13-24(20)27)19(2)25(29)14-16-26(3,4)30/h9-10,19,22-25,28-30H,1,6-8,11-17H2,2-5H3/b20-9+,21-10-/t19-,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@H](O)CCC(O)(C)C)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0296
PubChem CID
5283744

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 457.03
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.56
Molar Refractivity 125.57

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Created at
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Updated at
23rd Jan 2024