Structure Database (LMSD)

Common Name
cholestan-6-oxo-3,5-diol
Systematic Name
cholestan-6-oxo-3β,5α-diol
Synonyms
LM ID
LMST01010126
Formula
C27H46O3
Exact Mass
Calculate m/z
418.344695
Sum Composition
ST 27:1;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
Homo sapiens (#9606)
Mammalia (#40674)
Identification of a tumor-promoter cholesterol metabolite in human breast cancers acting through the glucocorticoid receptor.,
Proc Natl Acad Sci U S A, 2017
Pubmed ID: 29078321

String Representations

InChiKey (Click to copy)
SJZZRXMQSAXCFD-ZCBMJONGSA-N
InChi (Click to copy)
InChI=1S/C27H46O3/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24(29)27(30)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-23,28,30H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,25-,26-,27+/m1/s1
SMILES (Click to copy)
[C@@]12([H])CC(=O)[C@@]3(O)C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCCC(C)C)CC[C@@]21[H]

Other Databases

CHEBI ID
166811
PubChem CID
159461
Cayman ID
10007601

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 449.95
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.34
Molar Refractivity 121.95

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Created at
-
Updated at
22nd Feb 2021