Structure Database (LMSD)

Common Name
Manoalide
Systematic Name
Synonyms
LM ID
LMPR0105020001
Formula
C25H36O5
Exact Mass
Calculate m/z
416.256275
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C25 isoprenoids (sesterterpenes) [PR0105]
Cyclohexane sesterterpenoids [PR010502]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Luffariella variabilis (#1162756)
Demospongiae (#6042)
Manoalide, an antibiotic sesterterpenoid from the marine sponge Luffariella variabilis (polejaeff),
tetrahedron Letts, 1980

String Representations

InChiKey (Click to copy)
FGJIDQWRRLDGDB-KREAIKSFSA-N
InChi (Click to copy)
InChI=1S/C25H36O5/c1-16(10-12-20-17(2)8-6-14-25(20,3)4)7-5-9-18-11-13-21(29-23(18)27)19-15-22(26)30-24(19)28/h7,11,15,21,23-24,27-28H,5-6,8-10,12-14H2,1-4H3/b16-7+/t21-,23-,24?/m1/s1
SMILES (Click to copy)
C1[C@](C)(C)C(CC/C(/C)=C/CCC2=CC[C@H](C3=CC(=O)OC3O)O[C@H]2O)=C(C)CC1

Other Databases

Wikipedia
Manoalide
PubChem CID
5283542

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 434.73
Topological Polar Surface Area 80.13
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 5.71
Molar Refractivity 117.85

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Created at
-
Updated at
22nd Mar 2024