Structure Database (LMSD)

Systematic Name
(25S)-5α-cholestan-3β,4β,6α,7α,8β,15β,16β,26-octol
Synonyms
LM ID
LMST01010322
Formula
C27H48O8
Exact Mass
Calculate m/z
500.33492
Sum Composition
ST 27:0;O8
Status
Curated
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
Patiria pectinifera (#7594)
Asteroidea (#7588)
Marine Sterols,
Nat Prod Rep, 1991

String Representations

InChiKey (Click to copy)
VYOXQPQXOVKJIA-WPTRXYKQSA-N
InChi (Click to copy)
InChI=1S/C27H48O8/c1-13(12-28)6-5-7-14(2)17-20(31)22(33)23-26(17,4)11-9-16-25(3)10-8-15(29)19(30)18(25)21(32)24(34)27(16,23)35/h13-24,28-35H,5-12H2,1-4H3/t13-,14+,15-,16+,17-,18+,19-,20+,21+,22+,23+,24+,25+,26+,27-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CCC[C@H](C)CO)[C@@H](O)[C@@H](O)[C@@]4([H])[C@]3(O)[C@H](O)[C@H](O)[C@@]2([H])[C@@H](O)[C@@H](O)C1

Other Databases

CHEBI ID
186325
PubChem CID
52931334

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 496.54
Topological Polar Surface Area 161.84
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 8
logP 2.70
Molar Refractivity 132.97

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Created at
-
Updated at
27th May 2021