Structure Database (LMSD)

Common Name
(22S)-25-hydroxy-22-methoxyvitamin D3
Systematic Name
(5Z,7E)-(3S,22S)-22-methoxy-9,10-seco-5,7,10(19)-cholestatriene-3,25-diol
Synonyms
  • (22S)-25-hydroxy-22-methoxycholecalciferol
LM ID
LMST03020343
Formula
C28H46O3
Exact Mass
Calculate m/z
430.344695
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)
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)
UREXNLQEIRAOKS-UTPIBJKISA-N
InChi (Click to copy)
InChI=1S/C28H46O3/c1-19-9-12-23(29)18-22(19)11-10-21-8-7-16-28(5)24(13-14-25(21)28)20(2)26(31-6)15-17-27(3,4)30/h10-11,20,23-26,29-30H,1,7-9,12-18H2,2-6H3/b21-10+,22-11-/t20-,23-,24+,25-,26-,28+/m0/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])[C@@H](OC)CCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0427
PubChem CID
9547476

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 474.33
Topological Polar Surface Area 49.69
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 7.22
Molar Refractivity 130.36

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Created at
-
Updated at
31st Mar 2022