Structure Database (LMSD)

Common Name
1alpha-hydroxy-3-deoxyvitamin D3
Systematic Name
(5Z,7E)-(1S)-9,10-seco-5,7,10(19)-cholestatrien-1-ol
Synonyms
  • 1alpha-hydroxy-3-deoxycholecalciferol
LM ID
LMST03020217
Formula
C27H44O
Exact Mass
Calculate m/z
384.339215
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 and biological activity of 3-deoxy-1alpha-hydroxyvitamin D3.,
Biochem Biophys Res Commun, 1974
Pubmed ID: 4370422

String Representations

InChiKey (Click to copy)
QQBZCLIYDXEZBI-PWMYWQCASA-N
InChi (Click to copy)
InChI=1S/C27H44O/c1-19(2)9-6-10-20(3)24-16-17-25-23(12-8-18-27(24,25)5)15-14-22-11-7-13-26(28)21(22)4/h14-15,19-20,24-26,28H,4,6-13,16-18H2,1-3,5H3/b22-14-,23-15+/t20-,24-,25+,26+,27-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([H])([C@@]3(C)CCC\2)[C@]([H])(C)CCCC(C)C)/CCC1

Other Databases

LIPIDBANK ID
VVD0236
PubChem CID
5283709

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 439.45
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 7.91
Molar Refractivity 121.70

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Created at
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Updated at
19th Jan 2022