Structure Database (LMSD)

Common Name
7alpha-Theonellasterol
Systematic Name
4-methylene-5α-poriferast-8(14)-en-3β,7α-diol
Synonyms
LM ID
LMST01040275
Formula
C30H50O2
Exact Mass
Calculate m/z
442.38108
Sum Composition
ST 30:2;O2
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

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)
Sterols in Marine Invertebrates. 22. 1 Isolation and Structure Elucidation of Conicasterol and Theonellasterol, Two New 4-Methylene Sterols from the Red Sea Sponges Theonella cónica and Theonella swinhoei,
J. Org. Chem., 1981

String Representations

InChiKey (Click to copy)
QHONYVSXQIQORT-SWHREZDZSA-N
InChi (Click to copy)
InChI=1S/C30H50O2/c1-8-21(18(2)3)10-9-19(4)22-11-12-23-28-24(13-15-29(22,23)6)30(7)16-14-26(31)20(5)25(30)17-27(28)32/h18-19,21-22,24-27,31-32H,5,8-17H2,1-4,6-7H3/t19-,21+,22-,24+,25+,26+,27-,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)CCC4=C3[C@H](O)C[C@@]2([H])C(=C)[C@@H](O)C1

Other Databases

PubChem CID
21606528

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 490.42
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.88
Molar Refractivity 135.22

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Created at
4th May 2021
Updated at
4th May 2021