Structure Database (LMSD)

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
Curated
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
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

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

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