Structure Database (LMSD)

Systematic Name
(7E)-(3S,6R)-6-hydroperoxy-9,10-seco-4,7,10(19)-cholestatrien-3-ol
Synonyms
LM ID
LMST03020252
Formula
C27H44O3
Exact Mass
Calculate m/z
416.329045
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)
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)
OKWXSBKIQMWBRN-NGJDQXFBSA-N
InChi (Click to copy)
InChI=1S/C27H44O3/c1-18(2)8-6-9-20(4)24-13-14-25-21(10-7-15-27(24,25)5)16-26(30-29)23-17-22(28)12-11-19(23)3/h16-18,20,22,24-26,28-29H,3,6-15H2,1-2,4-5H3/b21-16+/t20-,22+,24-,25+,26-,27-/m1/s1
SMILES (Click to copy)
C1C(=C)C([C@H](OO)/C=C2/[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(C)C)([H])[C@@]3(C)CCC/2)=C[C@@H](O)C1

Other Databases

CHEBI ID
173066
LIPIDBANK ID
VVD0279
PubChem CID
9547434

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 457.03
Topological Polar Surface Area 49.69
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 7.83
Molar Refractivity 124.96

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Created at
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Updated at
29th Jan 2024