Structure Database (LMSD)

Common Name
Theonellasterol H
Systematic Name
4-methylene-5α-poriferast-8(9)-en-3β,11α,14α,15α-tetrol
Synonyms
  • 4-methylene-24S-ethylcholest-8(9)-en-3beta,11alpha,14alpha,15alpha-tetraol
LM ID
LMST01040187
Formula
C30H50O4
Exact Mass
Calculate m/z
474.37091
Sum Composition
ST 30:2;O4
Status
Active
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
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

String Representations

InChiKey (Click to copy)
JHWFNPQAVWUMPC-ZLPBCUNHSA-N
InChi (Click to copy)
InChI=1S/C30H50O4/c1-8-20(17(2)3)10-9-18(4)23-15-26(33)30(34)22-12-11-21-19(5)24(31)13-14-28(21,6)27(22)25(32)16-29(23,30)7/h17-18,20-21,23-26,31-34H,5,8-16H2,1-4,6-7H3/t18-,20+,21+,23-,24+,25-,26+,28+,29-,30+/m1/s1
SMILES (Click to copy)
C1[C@]2(C)C3[C@H](O)C[C@]4(C)[C@@]([H])([C@]([H])(C)CC[C@H](CC)C(C)C)C[C@H](O)[C@@]4(O)C=3CC[C@@]2([H])C(=C)[C@@H](O)C1

Other Databases

CHEBI ID
185987
PubChem CID
52931402

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 508.00
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 6.54
Molar Refractivity 139.10

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Created at
-
Updated at
2nd Jun 2021