Structure Database (LMSD)

Common Name
(23S,25R)-25-hydroxyvitamin D3 26,23-peroxylactone
Systematic Name
(5Z,7E)-(3S,23S,25R)-3,25-dihydroxy-9,10-seco-5,7,10(19)-cholestatrieno-26,23-peroxylactone
Synonyms
  • (23S,25R)-25-hydroxycholecalciferol 26,23-peroxylactone
LM ID
LMST03020121
Formula
C27H40O5
Exact Mass
Calculate m/z
444.287575
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
Rattus norvegicus (#10116)
Mammalia (#40674)
Isolation and identification of 25-hydroxyvitamin D3-26,23-peroxylactone. A novel in vivo metabolite of vitamin D3.,
J Biol Chem, 1982
Pubmed ID: 6294074

String Representations

InChiKey (Click to copy)
DBDDUVJJIVBQPI-PDGVZUSRSA-N
InChi (Click to copy)
InChI=1S/C27H40O5/c1-17-7-10-21(28)15-20(17)9-8-19-6-5-13-26(3)23(11-12-24(19)26)18(2)14-22-16-27(4,30)25(29)32-31-22/h8-9,18,21-24,28,30H,1,5-7,10-16H2,2-4H3/b19-8+,20-9-/t18-,21+,22+,23-,24+,26-,27-/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])C[C@@H]4OOC(=O)[C@@](O)(C)C4)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0136
PubChem CID
9547367

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 459.61
Topological Polar Surface Area 80.13
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 6.04
Molar Refractivity 124.86

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Created at
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Updated at
19th Jan 2022