Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-3alpha-methyl-3-deoxyvitamin D3
Systematic Name
(5Z,7E)-(1S,3S)-3-methyl-9,10-seco-5,7,10(19)-cholestatriene-1,25-diol
Synonyms
  • 1alpha,25-dihydroxy-3alpha-methyl-3-deoxycholecalciferol
LM ID
LMST03020336
Formula
C28H46O2
Exact Mass
Calculate m/z
414.34978
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 on vitamin D (calciferol) and its analogues. 13. 3-Deoxy-3alpha-methyl-1alpha-hydroxyvitamin D3, 3-deoxy-3alpha-methyl-1alpha,25-dihydroxyvitamin D3, and 1alpha-hydroxy-3-epivitamin D3. Analogues with conformationally biased a rings.,
J Org Chem, 1978
Pubmed ID: 632961

String Representations

InChiKey (Click to copy)
CFTBOPSKSDQDCX-RBYOMADFSA-N
InChi (Click to copy)
InChI=1S/C28H46O2/c1-19-17-23(21(3)26(29)18-19)12-11-22-10-8-16-28(6)24(13-14-25(22)28)20(2)9-7-15-27(4,5)30/h11-12,19-20,24-26,29-30H,3,7-10,13-18H2,1-2,4-6H3/b22-11+,23-12-/t19-,20+,24+,25-,26-,28+/m0/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(O)(C)C)/C[C@H](C)C1

Other Databases

CHEBI ID
173228
LIPIDBANK ID
VVD0420
PubChem CID
5283775

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 465.54
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.55
Molar Refractivity 128.22

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Created at
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Updated at
18th Jan 2024