Structure Database (LMSD)

Common Name
1alpha-hydroxy-22-oxo-23,24,25,26,27-pentanorvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-1,3-dihydroxy-9,10-seco-23,24-dinor-5,7,10(19)-cholatrien-22-one
Synonyms
  • 1alpha-hydroxy-22-oxo-23,24,25,26,27-pentanorcholecalciferol
LM ID
LMST03020007
Formula
C22H32O3
Exact Mass
Calculate m/z
344.235145
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)
Induction of monocytic differentiation of HL-60 cells by 1,25-dihydroxyvitamin D analogs.,
J Biol Chem, 1987
Pubmed ID: 3477545

String Representations

InChiKey (Click to copy)
SXGNWEMQGYLYNV-ASEUZURFSA-N
InChi (Click to copy)
InChI=1S/C22H32O3/c1-14(13-23)19-8-9-20-16(5-4-10-22(19,20)3)6-7-17-11-18(24)12-21(25)15(17)2/h6-7,13-14,18-21,24-25H,2,4-5,8-12H2,1,3H3/b16-6+,17-7-/t14-,18-,19-,20+,21+,22-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])C(=O)[H])([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0008
PubChem CID
9547267

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 3
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 367.89
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 4.54
Molar Refractivity 100.98

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Created at
-
Updated at
14th Apr 2022