Structure Database (LMSD)

Common Name
Theonellasterol D
Systematic Name
4-methylene-9α-methoxy-5α-poriferast-8(14)-en-3β,15β-diol
Synonyms
  • 4-methylene-9alpha-methoxy-24S-ethylcholest-8(14)-en-3beta,15beta-diol
LM ID
LMST01040182
Formula
C31H52O3
Exact Mass
Calculate m/z
472.391645
Sum Composition
ST 31:2;O3
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)
GAIYBUOCJZWXJP-BHOIPIFBSA-N
InChi (Click to copy)
InChI=1S/C31H52O3/c1-9-22(19(2)3)11-10-20(4)25-18-27(33)28-24-13-12-23-21(5)26(32)14-15-30(23,7)31(24,34-8)17-16-29(25,28)6/h19-20,22-23,25-27,32-33H,5,9-18H2,1-4,6-8H3/t20-,22+,23+,25-,26+,27-,29-,30+,31-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3(OC)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

Other Databases

CHEBI ID
187971
PubChem CID
52931397

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 4
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 516.51
Topological Polar Surface Area 49.69
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 7.93
Molar Refractivity 141.99

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Created at
-
Updated at
2nd Jun 2021