Structure Database (LMSD)

Systematic Name
3β,5α-dihydroxycholesta-7,9(11)-dien-6-one
Synonyms
LM ID
LMST01010259
Formula
C27H42O3
Exact Mass
Calculate m/z
414.313395
Sum Composition
ST 27:3;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)
AOSNBLFAXVTNOJ-PJEZMQEMSA-N
InChi (Click to copy)
InChI=1S/C27H42O3/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/h12,15,17-19,21-22,28,30H,6-11,13-14,16H2,1-5H3/t18-,19+,21-,22+,25-,26-,27+/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@](C(=O)C=C3C2=CC[C@@]2(C)[C@@]3([H])CC[C@]2([H])[C@@]([H])(CCCC(C)C)C)(O)C[C@@H](O)C1

Other Databases

CHEBI ID
193354
PubChem CID
11811745

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 444.67
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.18
Molar Refractivity 121.90

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Updated at
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