Structure Database (LMSD)

Systematic Name
(25R)-5α,8α-epidioxy-24R,26-cyclo-cholest-6,22E-dien-3β-ol
Synonyms
LM ID
LMST01110018
Formula
C27H40O3
Exact Mass
Calculate m/z
412.297745
Sum Composition
ST 27:4;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Calysterols and cyclopropyl sidechain derivatives [ST0111]

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)
ACIGRLRKXLVDFE-PKTBXMBNSA-N
InChi (Click to copy)
InChI=1S/C27H40O3/c1-17(5-6-19-15-18(19)2)21-7-8-22-24(21,3)11-10-23-25(4)12-9-20(28)16-26(25)13-14-27(22,23)30-29-26/h5-6,13-14,17-23,28H,7-12,15-16H2,1-4H3/b6-5+/t17-,18-,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@]3([H])C[C@H]3C)[C@@]12C

Other Databases

CHEBI ID
187563
PubChem CID
52931491

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 7
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 418.79
Topological Polar Surface Area 42.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 6.70
Molar Refractivity 118.89

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Created at
-
Updated at
15th Feb 2021