Structure Database (LMSD)

Common Name
Glisoprenin A
Systematic Name
3,7,11,15,19,23,27,31,35-Nonamethylhexatriaconta-2E,6E,10E,14E,34-pentaene-1,19,23,27,31-pentol
Synonyms
LM ID
LMPR01080065
Formula
C45H82O5
Exact Mass
Calculate m/z
702.616225
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)
DVYSZUSSOIXHOF-VNEVDCACSA-N
InChi (Click to copy)
InChI=1S/C45H82O5/c1-37(2)19-14-28-42(7,47)30-16-32-44(9,49)34-18-35-45(10,50)33-17-31-43(8,48)29-15-26-40(5)24-12-22-38(3)20-11-21-39(4)23-13-25-41(6)27-36-46/h19-20,23-24,27,46-50H,11-18,21-22,25-26,28-36H2,1-10H3/b38-20+,39-23+,40-24+,41-27+
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)CCCC(C)(O)CC/C=C(\C)/C)O

Other Databases

PubChem CID
6438768

Calculated Physicochemical Properties

Heavy Atoms 50
Rings
Aromatic Rings
Rotatable Bonds 29
Van der Waals Molecular Volume 817.81
Topological Polar Surface Area 101.15
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 5
logP 12.97
Molar Refractivity 218.92

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