Structure Database (LMSD)

Common Name
(20S)-1alpha,20-dihydroxy-22,23,24,25,26,27-hexanorvitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20S)-9,10-seco-5,7,10(19)-pregnatriene-1,3,20-triol
Synonyms
  • (20S)-1alpha,20-dihydroxy-22,23,24,25,26,27-hexanorcholecalciferol
LM ID
LMST03020006
Formula
C21H32O3
Exact Mass
Calculate m/z
332.235145
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 postulated metabolites of 1α,25-dihydroxy-22-oxavitamin D3,
Bioord Med Chem Letts, 1994

String Representations

InChiKey (Click to copy)
CXIVGZGQIJYTJJ-ASKVEJKVSA-N
InChi (Click to copy)
InChI=1S/C21H32O3/c1-13-16(11-17(23)12-20(13)24)7-6-15-5-4-10-21(3)18(14(2)22)8-9-19(15)21/h6-7,14,17-20,22-24H,1,4-5,8-12H2,2-3H3/b15-6+,16-7-/t14-,17+,18+,19-,20-,21+/m0/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])O)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
168232
LIPIDBANK ID
VVD0007
PubChem CID
9547266

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 3
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 353.23
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 4.37
Molar Refractivity 97.94

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Created at
-
Updated at
8th Dec 2023