Structure Database (LMSD)

Systematic Name
5α,8α-epidioxy-24E-ethylidene-cholest-6-en-3β-ol
Synonyms
  • (24E)-5alpha,8alpha-epidioxy-24-ethyl-cholesta-6,24(28)-dien-3beta-ol
LM ID
LMST01040194
Formula
C29H46O3
Exact Mass
Calculate m/z
442.344695
Sum Composition
ST 29:3;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Stigmasterols and C24-ethyl derivatives [ST0104]

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)
BGMWRNYOBDTZKI-AGXXPEKKSA-N
InChi (Click to copy)
InChI=1S/C29H46O3/c1-7-21(19(2)3)9-8-20(4)23-10-11-24-26(23,5)14-13-25-27(6)15-12-22(30)18-28(27)16-17-29(24,25)32-31-28/h7,16-17,19-20,22-25,30H,8-15,18H2,1-6H3/b21-7+/t20-,22+,23-,24-,25-,26-,27-,28-,29+/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])CC/C(=C\C)/C(C)C)[C@@]12C

Other Databases

PubChem CID
25208783

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 6
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 465.75
Topological Polar Surface Area 42.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 7.87
Molar Refractivity 130.31

Admin

Created at
-
Updated at
15th Feb 2021