Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-11alpha-(hydroxymethyl)vitamin D3
Systematic Name
(5Z,7E)-(1S,3R,11S)-11-(hydroxymethyl)-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-11alpha-(hydroxymethyl)cholecalciferol
LM ID
LMST03020378
Formula
C28H46O4
Exact Mass
Calculate m/z
446.33961
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)
Structure function analysis of vitamin D analogs with C-ring modifications.,
J Biol Chem, 1992
Pubmed ID: 1310680

String Representations

InChiKey (Click to copy)
ZLDIWQSVXSZWOQ-UUKKMLSSSA-N
InChi (Click to copy)
InChI=1S/C28H46O4/c1-18(7-6-12-27(3,4)32)24-10-11-25-22(13-20(17-29)16-28(24,25)5)9-8-21-14-23(30)15-26(31)19(21)2/h8-9,18,20,23-26,29-32H,2,6-7,10-17H2,1,3-5H3/b21-8-,22-9+/t18-,20+,23-,24-,25+,26+,28-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(O)(C)C)([H])[C@@]3(C)C[C@@H](CO)C\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
178552
LIPIDBANK ID
VVD0462
PubChem CID
9547490

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 483.12
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 6.07
Molar Refractivity 132.02

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Created at
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Updated at
14th Apr 2022