Structure Database (LMSD)

Systematic Name
5,6α-epoxy-cholest-8(14)-en-3β,7α-diol
Synonyms
LM ID
LMST01010255
Formula
C27H44O3
Exact Mass
Calculate m/z
416.329045
Sum Composition
ST 27:2;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Oxysterols from free radical chain oxidation of 7-dehydrocholesterol: product and mechanistic studies.,
J Am Chem Soc, 2010
Pubmed ID: 20121089

String Representations

InChiKey (Click to copy)
QGPRPAGWTZZDBC-LCKJKBBVSA-N
InChi (Click to copy)
InChI=1S/C27H44O3/c1-16(2)7-6-8-17(3)19-9-10-20-22-21(12-13-25(19,20)4)26(5)14-11-18(28)15-27(26)24(30-27)23(22)29/h16-19,21,23-24,28-29H,6-15H2,1-5H3/t17-,18+,19-,21+,23+,24+,25-,26-,27+/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@]3(O[C@H]3[C@@H](O)C3[C@]2([H])CC[C@@]2(C)C=3CC[C@]2([H])[C@@]([H])(CCCC(C)C)C)C[C@@H](O)C1

Other Databases

PubChem CID
15249369

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 5
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 437.59
Topological Polar Surface Area 52.99
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.78
Molar Refractivity 122.06

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Updated at
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