Structure Database (LMSD)

Common Name
Mutasterol
Systematic Name
24-methylene-25,26-dimethylcholest-5-en-3β-ol
Synonyms
LM ID
LMST01031037
Formula
C30H50O
Exact Mass
Calculate m/z
426.386165
Sum Composition
ST 30:2;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Ergosterols and C24-methyl derivatives [ST0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Xestospongia muta (#178552)
Demospongiae (#6042)
Biosynthetic studies of marine lipids. 26. Elucidation of the biosynthesis of mutasterol, a sponge sterol with a quaternary carbon in its side chain,
J Org Chem, 1991

String Representations

InChiKey (Click to copy)
OWMULTHDCROMGL-CMZGQUJUSA-N
InChi (Click to copy)
InChI=1S/C30H50O/c1-8-28(4,5)21(3)10-9-20(2)25-13-14-26-24-12-11-22-19-23(31)15-17-29(22,6)27(24)16-18-30(25,26)7/h11,20,23-27,31H,3,8-10,12-19H2,1-2,4-7H3/t20-,23+,24+,25-,26+,27+,29+,30-/m1/s1
SMILES (Click to copy)
[C@]12(CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCC(=C)C(C)(C)CC)CC[C@@]21[H])[H]

Other Databases

CHEBI ID
173002
PubChem CID
14312386

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 481.63
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 8.62
Molar Refractivity 133.32

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Created at
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Updated at
27th May 2021