Structure Database (LMSD)

Common Name
Glisoprenin B
Systematic Name
30-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-3,7,11,15,19,23,27-heptamethyltriaconta-2E,6E,10E,14E-tetraene-1,19,23,27-tetrol
Synonyms
LM ID
LMPR01080066
Formula
C45H82O6
Exact Mass
Calculate m/z
718.61114
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Isoprenoids [PR01]
Polyterpenes [PR0108]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Gliocladium sp. (#1955101)
Sordariomycetes (#147550)
Glisoprenins, new inhibitors of acyl-CoA: cholesterol acyltransferase produced by Gliocladium sp. FO-1513. II. Structure elucidation of glisoprenins A and B.,
J Antibiot (Tokyo), 1992
Pubmed ID: 1473995

String Representations

InChiKey (Click to copy)
JVMGRPXMVYGAQN-QYOQUFJESA-N
InChi (Click to copy)
InChI=1S/C45H82O6/c1-36(18-11-19-37(2)21-13-23-39(4)26-35-46)20-12-22-38(3)24-14-27-42(7,48)28-15-29-43(8,49)30-16-31-44(9,50)32-17-33-45(10)34-25-40(51-45)41(5,6)47/h18,21-22,26,40,46-50H,11-17,19-20,23-25,27-35H2,1-10H3/b36-18+,37-21+,38-22+,39-26+
SMILES (Click to copy)
C(/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCCC(O)(C)CCCC(C)(O)CCCC(C)(O)CCCC1(CCC(C(O)(C)C)O1)C)O

Other Databases

PubChem CID
6438769

Calculated Physicochemical Properties

Heavy Atoms 51
Rings 1
Aromatic Rings
Rotatable Bonds 27
Van der Waals Molecular Volume 816.88
Topological Polar Surface Area 112.45
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 12.75
Molar Refractivity 219.46

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Created at
6th Mar 2024
Updated at
6th Mar 2024