Structure Database (LMSD)

H H H H H HO
Common Name
Baikalosterol
Systematic Name
24-ethyl-26-norcholesta-5,22E,25-trien-3β-ol
Synonyms
LM ID
LMST01040156
Formula
C28H44O
Exact Mass
Calculate m/z
396.339215
Sum Composition
ST 28:3;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
SUKGHHZYOKXZRR-LZVHCVFPSA-N
InChi (Click to copy)
InChI=1S/C28H44O/c1-6-20(7-2)9-8-19(3)24-12-13-25-23-11-10-21-18-22(29)14-16-27(21,4)26(23)15-17-28(24,25)5/h6,8-10,19-20,22-26,29H,1,7,11-18H2,2-5H3/b9-8+/t19-,20?,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)/C=C/C(CC)C=C)CC[C@@]4([H])[C@]3([H])CC=C2C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Baikalospongia bacillifera (#83851)
Demospongiae (#6042)
Natural Products from Lake Baikal Organisms, I. Baikalosterol, a Novel Steroid with an Unusual Side Chain, and Other Metabolites from the Sponge Baicalospongia bacilifera,
J. Nat. Prod., 1991

Other Databases

CHEBI ID
173025
PubChem CID
52931382

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 444.39
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 7.62
Molar Refractivity 123.99

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Created at
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Updated at
8th Mar 2021