Structure Database (LMSD)

Systematic Name
(7E,22E)-(3S,6R)-6-hydroperoxy-9,10-seco-4,7,10(19),22-ergostatetraen-3-ol
Synonyms
LM ID
LMST03010038
Formula
C28H44O3
Exact Mass
Calculate m/z
428.329045
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
synthetic construct (#32630)
Studies of vitamin D oxidation. 3. Dye-sensitized photooxidation of vitamin D and chemical behavior of vitamin D 6,19-epidioxides,
J Org Chem, 1983

String Representations

InChiKey (Click to copy)
FIEIGNNJOJBZPX-BGDBOJASSA-N
InChi (Click to copy)
InChI=1S/C28H44O3/c1-18(2)19(3)9-10-21(5)25-13-14-26-22(8-7-15-28(25,26)6)16-27(31-30)24-17-23(29)12-11-20(24)4/h9-10,16-19,21,23,25-27,29-30H,4,7-8,11-15H2,1-3,5-6H3/b10-9+,22-16+/t19-,21+,23-,25+,26-,27+,28+/m0/s1
SMILES (Click to copy)
C1C(=C)C([C@H](OO)/C=C2/[C@]3([H])CC[C@@]([C@@](C)([H])/C=C/[C@H](C)C(C)C)([H])[C@@]3(C)CCC/2)=C[C@@H](O)C1

Other Databases

CHEBI ID
185783
LIPIDBANK ID
VVD0380
PubChem CID
9547241

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 471.69
Topological Polar Surface Area 49.69
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 7.85
Molar Refractivity 129.41

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Created at
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Updated at
29th Jan 2024