Structure Database (LMSD)

Systematic Name
27-nor-campestan-3β,4β,5α,6α,7β,8β,14α,15α,24-nonol
Synonyms
  • 27-nor-24S-methylcholestan-3beta,4beta,5alpha,6alpha,7beta,8beta,14alpha,15alpha,24-nonol
LM ID
LMST01031078
Formula
C27H48O9
Exact Mass
Calculate m/z
516.329835
Sum Composition
ST 27:0;O9
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Ergosterols and C24-methyl derivatives [ST0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Archaster typicus (#136937)
Asteroidea (#7588)
Marine Sterols,
Nat Prod Rep, 1991

String Representations

InChiKey (Click to copy)
GWRUYSBVTMSIKL-OIOANXOXSA-N
InChi (Click to copy)
InChI=1S/C27H48O9/c1-6-22(3,33)10-7-14(2)15-13-18(29)27(36)23(15,4)12-9-17-24(5)11-8-16(28)19(30)26(24,35)21(32)20(31)25(17,27)34/h14-21,28-36H,6-13H2,1-5H3/t14-,15-,16+,17-,18+,19+,20+,21+,22-,23-,24-,25-,26+,27+/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CC[C@@](O)(C)CC)C[C@H](O)[C@@]4(O)[C@]3(O)[C@@H](O)[C@H](O)[C@@]2(O)[C@@H](O)[C@@H](O)C1

Other Databases

CHEBI ID
185752
PubChem CID
52931370

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 505.33
Topological Polar Surface Area 182.07
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 9
logP 2.39
Molar Refractivity 135.08

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Updated at
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