Structure Database (LMSD)

H HO H OH OH H H
Common Name
Theonellasterol F
Systematic Name
4-methylene-5α-poriferast-8(14)-en-3β,7α,15β-triol
Synonyms
  • 4-methylene-24S-ethylcholest-8(14)-en-3beta,7alpha,15beta-triol
LM ID
LMST01040185
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)
SZQFDIHSCUXAIC-GPENWISCSA-N
InChi (Click to copy)
InChI=1S/C30H50O3/c1-8-20(17(2)3)10-9-18(4)22-15-26(33)28-27-21(11-13-30(22,28)7)29(6)14-12-24(31)19(5)23(29)16-25(27)32/h17-18,20-26,31-33H,5,8-16H2,1-4,6-7H3/t18-,20+,21+,22-,23+,24+,25-,26-,29-,30-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CC[C@H](CC)C(C)C)C[C@@H](O)C4=C3[C@H](O)C[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
52931400

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 7.14
Molar Refractivity 137.13

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Updated at
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