Structure Database (LMSD)

H H H H HO H
Common Name
Isoxestospongesterol
Systematic Name
24,24,26,27-tetramethylcholesta-5,25E-dien-3β-ol
Synonyms
LM ID
LMST01031038
Formula
C31H52O
Exact Mass
Calculate m/z
440.401815
Sum Composition
ST 31:2;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
FCNPAHAMCOHEQW-QEHLDDBUSA-N
InChi (Click to copy)
InChI=1S/C31H52O/c1-8-22(9-2)29(4,5)17-14-21(3)26-12-13-27-25-11-10-23-20-24(32)15-18-30(23,6)28(25)16-19-31(26,27)7/h8,10,21,24-28,32H,9,11-20H2,1-7H3/b22-8+/t21-,24+,25+,26-,27+,28+,30+,31-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CCC(C)(C)/C(=C/C)/CC)CC[C@@]4([H])[C@]3([H])CC=C2C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Petrosia durissima (#2737399)
Demospongiae (#6042)
Minor and trace sterols in marine invertebrates. 23. Xestospongesterol and isoxestospongesterol - first examples of quadruple biomethylation of the sterol side chain,
J. Am. Chem Soc, 1981

Other Databases

CHEBI ID
173003
PubChem CID
52931354

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 498.93
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 9.01
Molar Refractivity 137.94

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Created at
-
Updated at
4th Mar 2021