Structure Database (LMSD)

Common Name
25-hydroxy-1-oxo-3-epiprevitamin D3
Systematic Name
(6Z)-(3S)-3,25-dihydroxy-9,10-seco-5(10),6,8-cholestatrien-1-one
Synonyms
  • 25-hydroxy-1-oxo-3-epiprecholecalciferol
LM ID
LMST03020165
Formula
C27H42O3
Exact Mass
Calculate m/z
414.313395
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)
Studies of vitamin D (calciferol) and its analogs. 45. Studies on the A-ring diastereomers of 1.alpha.,25-dihydroxyvitamin D3,
J Org Chem, 1993

String Representations

InChiKey (Click to copy)
FKHXIOLWTIFLGY-CFOFIPSRSA-N
InChi (Click to copy)
InChI=1S/C27H42O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h9-11,18,22-24,28,30H,6-8,12-17H2,1-5H3/b11-10-/t18-,22+,23-,24+,27-/m1/s1
SMILES (Click to copy)
C(/C1C[C@H](O)CC(=O)C=1C)=C/C1[C@]2([H])CC[C@@]([H])([C@@]2(C)CCC=1)[C@]([H])(C)CCCC(O)(C)C

Other Databases

LIPIDBANK ID
VVD0183
PubChem CID
5283690

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 454.39
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.49
Molar Refractivity 124.06

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Created at
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Updated at
30th Jan 2024