Structure Database (LMSD)

HO H OH OH H H
Common Name
Theonellasterol E
Systematic Name
4-methylene-5α-poriferast-8(14)-en-3β,9α,15β-triol
Synonyms
  • 4-methylene-24S-ethylcholest-8(14)-en-3beta,9alpha,15beta-triol
LM ID
LMST01040184
Formula
C30H50O3
Exact Mass
Calculate m/z
458.375995
Sum Composition
ST 30:2;O3
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)
HPZBDDHCFKNLRL-ZHBWMGNPSA-N
InChi (Click to copy)
InChI=1S/C30H50O3/c1-8-21(18(2)3)10-9-19(4)24-17-26(32)27-23-12-11-22-20(5)25(31)13-14-29(22,7)30(23,33)16-15-28(24,27)6/h18-19,21-22,24-26,31-33H,5,8-17H2,1-4,6-7H3/t19-,21+,22+,24-,25+,26-,28-,29+,30-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3(O)CC[C@]4(C)[C@@]([H])([C@]([H])(C)CC[C@H](CC)C(C)C)C[C@@H](O)C4=C3CC[C@@]2([H])C(=C)[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Theonella swinhoei (#37505)
Demospongiae (#6042)
Theonellasterols and conicasterols from Theonella swinhoei. Novel marine natural ligands for human nuclear receptors.,
J Med Chem, 2011
Pubmed ID: 21428459

Other Databases

PubChem CID
52931399

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 499.21
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 7.28
Molar Refractivity 137.20

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Created at
-
Updated at
2nd Jun 2021