Structure Database (LMSD)

Common Name
(22E)-(25S)-25-hydroxy-26-methyl-22,23-didehydrovitamin D3
Systematic Name
(5Z,7E,22E)-(3S,25S)-26-methyl-9,10-seco-5,7,10(19),22-cholestatetraene-3,25-diol
Synonyms
  • (22E)-(25S)-25-hydroxy-26-methyl-22,23-didehydrocholecalciferol
LM ID
LMST03020318
Formula
C28H44O2
Exact Mass
Calculate m/z
412.33413
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
Parapolybia (#32639)
Insecta (#50557)
Synthesis and biological activity of (22E,25R)- and (22,25S)-22-dehydro- 1 alpha,25-dihydroxy-26-methylvitamin D3.,
J Steroid Biochem, 1990
Pubmed ID: 2163469

String Representations

InChiKey (Click to copy)
SDNPMPPOEBUGME-FRNRMDAOSA-N
InChi (Click to copy)
InChI=1S/C28H44O2/c1-6-27(4,30)17-7-9-21(3)25-15-16-26-22(10-8-18-28(25,26)5)12-13-23-19-24(29)14-11-20(23)2/h7,9,12-13,21,24-26,29-30H,2,6,8,10-11,14-19H2,1,3-5H3/b9-7+,22-12+,23-13-/t21-,24+,25-,26+,27+,28-/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([H])([C@@]3(C)CCC\2)[C@]([H])(C)/C=C/C[C@](O)(C)CC)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0370
PubChem CID
5283767

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 462.90
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.47
Molar Refractivity 128.20

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Created at
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Updated at
27th Jan 2022