Structure Database (LMSD)

H H OH OH OH H HO
Systematic Name
cholest-7-en-3β,5α,6α,9α-tetrol
Synonyms
LM ID
LMST01010262
Formula
C27H46O4
Exact Mass
Calculate m/z
434.33961
Sum Composition
ST 27:1;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
GOMPWPOKPPQMCD-BCBAPGJRSA-N
InChi (Click to copy)
InChI=1S/C27H46O4/c1-17(2)7-6-8-18(3)20-9-10-21-22-15-23(29)27(31)16-19(28)11-12-25(27,5)26(22,30)14-13-24(20,21)4/h15,17-21,23,28-31H,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@]([C@@H](O)C=C3[C@]2(O)CC[C@@]2(C)[C@@]3([H])CC[C@]2([H])[C@@]([H])(CCCC(C)C)C)(O)C[C@@H](O)C1

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

Other Databases

CHEBI ID
185918
PubChem CID
21593927

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 458.74
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 5.73
Molar Refractivity 125.41

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Updated at
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