Structure Database (LMSD)

O H HO H OH OH OH H
Common Name
24alpha,25-dihydroxy-1beta-hydroxymethyl-26,27-dimethyl-24a-homo-22-oxa-3-epivitamin D3
Systematic Name
(5Z,7E)-(1R,3R,24aS)-1-hydroxymethyl-26,27-dimethyl-24a-homo-22-oxa-9,10-seco-5,7,10(19)-cholestatriene-3,24a,25-triol
Synonyms
  • 24alpha,25-dihydroxy-1beta-hydroxymethyl-26,27-dimethyl-24a-homo-22-oxa-3-epicholecalciferol
LM ID
LMST03020571
Formula
C30H50O5
Exact Mass
Calculate m/z
490.365825
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

String Representations

InChiKey (Click to copy)
MJOYUOUJYWYDRU-BQLRKGCNSA-N
InChi (Click to copy)
InChI=1S/C30H50O5/c1-6-30(34,7-2)28(33)14-16-35-21(4)26-12-13-27-22(9-8-15-29(26,27)5)10-11-23-17-25(32)18-24(19-31)20(23)3/h10-11,21,24-28,31-34H,3,6-9,12-19H2,1-2,4-5H3/b22-10+,23-11-/t21-,24-,25-,26+,27-,28-,29+/m0/s1
SMILES (Click to copy)
[C@H]1(CO)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])OCC[C@H](O)C(O)(CC)CC)([H])[C@@]3(C)CCC\2)/C[C@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Imported from LipidBank, likely synthetic

Other Databases

LIPIDBANK ID
VVD0672
PubChem CID
9547666

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 3
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 526.51
Topological Polar Surface Area 90.15
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 6.80
Molar Refractivity 143.89

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Created at
-
Updated at
23rd Jan 2024