Structure Database (LMSD)

Systematic Name
5α,9α-epidioxy-cholest-7-en-3β,6β-diol
Synonyms
LM ID
LMST01010251
Formula
C27H44O4
Exact Mass
Calculate m/z
432.32396
Sum Composition
ST 27:2;O4
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)
SUKPXTNRRMFHTM-OENDBEBLSA-N
InChi (Click to copy)
InChI=1S/C27H44O4/c1-17(2)7-6-8-18(3)20-9-10-21-22-15-23(29)27-16-19(28)11-12-25(27,5)26(22,30-31-27)14-13-24(20,21)4/h15,17-21,23,28-29H,6-14,16H2,1-5H3/t18-,19+,20-,21+,23-,24-,25-,26-,27+/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@@]3([C@H](O)C=C4[C@]2(OO3)CC[C@@]2(C)[C@@]4([H])CC[C@]2([H])[C@@]([H])(CCCC(C)C)C)C[C@@H](O)C1

Other Databases

CHEBI ID
186051
PubChem CID
52931299

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 5
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 446.38
Topological Polar Surface Area 63.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 6.71
Molar Refractivity 123.14

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Updated at
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