Structure Database (LMSD)

Common Name
Certonardosterol B
Systematic Name
(25S)-24-methylene-5α-cholestan-3β,4β,6α,15β,26-pentol
Synonyms
LM ID
LMST01031200
Formula
C28H48O5
Exact Mass
Calculate m/z
464.350175
Sum Composition
ST 28:1;O5
Status
Active
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
Certonardoa semiregularis (#60563)
Asteroidea (#7588)
Bioactive sterols from the starfish Certonardoa semiregularis.,
J Nat Prod, 2003
Pubmed ID: 12662097

String Representations

InChiKey (Click to copy)
NJTYOAHMFCPZLI-GFJGGNKHSA-N
InChi (Click to copy)
InChI=1S/C28H48O5/c1-15(17(3)14-29)6-7-16(2)20-13-23(32)24-18-12-22(31)25-26(33)21(30)9-11-27(25,4)19(18)8-10-28(20,24)5/h16-26,29-33H,1,6-14H2,2-5H3/t16-,17-,18-,19+,20-,21+,22+,23-,24-,25+,26+,27-,28-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CCC(=C)[C@@H](CO)C)C[C@@H](O)[C@@]4([H])[C@]3([H])C[C@H](O)[C@@]2([H])[C@@H](O)[C@@H](O)C1

Other Databases

PubChem CID
21629545

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 484.83
Topological Polar Surface Area 101.15
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 5
logP 4.95
Molar Refractivity 131.72

Admin

Created at
15th Jul 2021
Updated at
15th Jul 2021