Structure Database (LMSD)

H H HO H H H OH
Common Name
Saringosterol
Systematic Name
24-vinyl-cholest-5-ene-3β,24-diol
Synonyms
LM ID
LMST01040167
Formula
C29H48O2
Exact Mass
Calculate m/z
428.36543
Sum Composition
ST 29:2;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Stigmasterols and C24-ethyl derivatives [ST0104]

String Representations

InChiKey (Click to copy)
OPGVEUGCNGNPSX-SVSQYMGHSA-N
InChi (Click to copy)
InChI=1S/C29H48O2/c1-7-29(31,19(2)3)17-12-20(4)24-10-11-25-23-9-8-21-18-22(30)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-8,19-20,22-26,30-31H,1,9-18H2,2-6H3/t20-,22+,23+,24-,25+,26+,27+,28-,29?/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CCC(O)(C=C)C(C)C)CC[C@@]4([H])[C@]3([H])CC=C2C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Lessonia nigrescens (#209404)
Phaeophyceae (#2870)
Inhibition of Mycobacterium tuberculosis growth by saringosterol from Lessonia nigrescens.,
J Nat Prod, 2001
Pubmed ID: 11720535

Other Databases

Wikipedia
Saringosterol
PubChem CID
14161394

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 473.12
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.49
Molar Refractivity 130.61

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Created at
-
Updated at
15th Mar 2021