Structure Database (LMSD)

Common Name
(5E,10E)-19-methylvitamin D3
Systematic Name
(5E,7E,10E)-(3S)-19-methyl-9,10-seco-5,7,10(19)-cholestatrien-3-ol
Synonyms
  • (5E,10E)-19-methylcholecalciferol
LM ID
LMST03020335
Formula
C28H46O
Exact Mass
Calculate m/z
398.354865
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)
Novel regioselective C-6 and C-19 alkylation of vitamin D3 via its sulfur-dioxide adducts,
Tetrahedron Letts, 1981

String Representations

InChiKey (Click to copy)
GIRFRBWCDSDWHK-JTGCWGEGSA-N
InChi (Click to copy)
InChI=1S/C28H46O/c1-6-22-14-15-25(29)19-24(22)13-12-23-11-8-18-28(5)26(16-17-27(23)28)21(4)10-7-9-20(2)3/h6,12-13,20-21,25-27,29H,7-11,14-19H2,1-5H3/b22-6+,23-12+,24-13+/t21-,25+,26-,27+,28-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C/C(=C\C=C2\[C@]3([H])CC[C@@]([H])([C@@]3(C)CCC\2)[C@]([H])(C)CCCC(C)C)/C(=C/C)/CC1

Other Databases

CHEBI ID
173069
LIPIDBANK ID
VVD0412
PubChem CID
5283774

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 456.75
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 8.30
Molar Refractivity 126.32

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Created at
-
Updated at
30th May 2022