Structure Database (LMSD)

Common Name
18-acetoxy-vitamin D3
Systematic Name
(5Z,7E)-(3S)-18-acetoxy-9,10-seco-5,7,10(19)-cholestatrien-3-ol
Synonyms
  • 18-acetoxy-cholecalciferol
LM ID
LMST03020404
Formula
C29H46O3
Exact Mass
Calculate m/z
442.344695
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)
Studies of vitamin D (calciferol) and its analogs. 41. 18-Substituted derivatives of vitamin D: 18-acetoxy-1.alpha.,25-dihydroxyvitamin D3 and related analogs,
J Org Chem, 1992

String Representations

InChiKey (Click to copy)
GKWGCITYEOHSED-HKCRWRSOSA-N
InChi (Click to copy)
InChI=1S/C29H46O3/c1-20(2)8-6-9-22(4)27-15-16-28-24(10-7-17-29(27,28)19-32-23(5)30)12-13-25-18-26(31)14-11-21(25)3/h12-13,20,22,26-28,31H,3,6-11,14-19H2,1-2,4-5H3/b24-12+,25-13-/t22-,26+,27-,28+,29+/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(C)C)([H])[C@@]3(COC(=O)C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0491
PubChem CID
9547512

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 3
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 488.99
Topological Polar Surface Area 46.53
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 7.73
Molar Refractivity 133.15

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Created at
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Updated at
17th May 2022