Structure Database (LMSD)

Systematic Name
5α,8α-epidioxy-24-methyl-27-nor-cholest-6,22Z-dien-3β-ol
Synonyms
  • (22Z)-5alpha,8alpha-epidioxy-24-methyl-27-nor-cholesta-6,22-dien-3beta-ol
LM ID
LMST01031110
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]
Ergosterols and C24-methyl derivatives [ST0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Eunicella cavolini (#317547)
Anthozoa (#6101)
5alpha,8alpha-Epidioxysterols from the gorgonian Eunicella cavolini and the ascidian Trididemnum inarmatum: isolation and evaluation of their antiproliferative activity.,
Steroids, 2009
Pubmed ID: 18851985

String Representations

InChiKey (Click to copy)
RMCNEIUNJZPGIG-HUTBDJSTSA-N
InChi (Click to copy)
InChI=1S/C27H42O3/c1-6-18(2)7-8-19(3)21-9-10-22-24(21,4)13-12-23-25(5)14-11-20(28)17-26(25)15-16-27(22,23)30-29-26/h7-8,15-16,18-23,28H,6,9-14,17H2,1-5H3/b8-7-/t18?,19-,20+,21-,22-,23-,24-,25-,26-,27+/m1/s1
SMILES (Click to copy)
C1C[C@]2([H])[C@@]3(C)CC[C@H](O)C[C@]43OO[C@@]2(C=C4)[C@]2([H])CC[C@]([H])([C@@](C)([H])/C=C\C(CC)C)[C@@]12C

Other Databases

CHEBI ID
173014
PubChem CID
25208631

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 6
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 431.15
Topological Polar Surface Area 42.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 7.09
Molar Refractivity 121.08

Admin

Created at
-
Updated at
15th Feb 2021