Structure Database (LMSD)

H H H H H HO
Common Name
Ficisterol
Systematic Name
23-ethyl-24-methyl-27-norcholesta-5,25-dien-3β-ol
Synonyms
LM ID
LMST01031044
Formula
C29H48O
Exact Mass
Calculate m/z
412.370515
Sum Composition
ST 29:2;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
DPYKOZVWDOMMAH-CYACLDDTSA-N
InChi (Click to copy)
InChI=1S/C29H48O/c1-7-19(3)21(8-2)17-20(4)25-11-12-26-24-10-9-22-18-23(30)13-15-28(22,5)27(24)14-16-29(25,26)6/h7,9,19-21,23-27,30H,1,8,10-18H2,2-6H3/t19?,20-,21?,23+,24+,25-,26+,27+,28+,29-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CC(CC)C(C=C)C)CC[C@@]4([H])[C@]3([H])CC=C2C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Petrosia ficiformis (#68564)
Demospongiae (#6042)
Synthesis of ficisterol - the first natural sterol with 23-thyl substitution,
Tetrahedron Letts, 1980

Other Databases

CHEBI ID
173006
PubChem CID
52931358

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 464.33
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 8.09
Molar Refractivity 128.63

Admin

Created at
-
Updated at
14th Jun 2021