Structure Database (LMSD)

Common Name
previtamin D2
Systematic Name
(6Z,24E)-(3S)-9,10-seco-5(10),6,8,22-ergostatetraen-3-ol
Synonyms
  • preergocalciferol
LM ID
LMST03010015
Formula
C28H44O
Exact Mass
Calculate m/z
396.339215
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D2 and derivatives [ST0301]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Fungi (#4751)
The photochemical interconversions of provitamin D, lumisterol, previtamin D and tachysterol,
tetrahedron, 1960

String Representations

InChiKey (Click to copy)
XQFJZHAVTPYDIQ-BIADAZNZSA-N
InChi (Click to copy)
InChI=1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h8-10,12-13,19-20,22,25-27,29H,7,11,14-18H2,1-6H3/b10-9+,13-12-/t20-,22+,25-,26+,27-,28+/m0/s1
SMILES (Click to copy)
C(/C1=C(C)CC[C@H](O)C1)=C/C1[C@]2([H])CC[C@@]([C@@](C)([H])/C=C/[C@H](C)C(C)C)([H])[C@@]2(C)CCC=1

Other Databases

LIPIDBANK ID
VVD0353
PubChem CID
9547229

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 454.11
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 7.93
Molar Refractivity 126.15

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Created at
-
Updated at
8th Dec 2023