Structure Database (LMSD)

Common Name
25-azavitamin D3
Systematic Name
(5Z,7E)-(3S)-25-aza-9,10-seco-5,7,10(19)-cholestatrien-3-ol
Synonyms
  • 25-azacholecalciferol
LM ID
LMST03020069
Formula
C26H43NO
Exact Mass
Calculate m/z
385.334464
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 potential vitamin d antagonists,
Tetrahedron Letts, 1977

String Representations

InChiKey (Click to copy)
ULNCGRJUZSDCCI-OBGOKZPCSA-N
InChi (Click to copy)
InChI=1S/C26H43NO/c1-19-10-13-23(28)18-22(19)12-11-21-9-6-16-26(3)24(14-15-25(21)26)20(2)8-7-17-27(4)5/h11-12,20,23-25,28H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23+,24-,25+,26-/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCN(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0073
PubChem CID
9547321

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 433.15
Topological Polar Surface Area 23.47
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 6.71
Molar Refractivity 121.29

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Created at
-
Updated at
17th Jan 2024