Structure Database (LMSD)

Common Name
Gladiolin
Systematic Name
Synonyms
LM ID
LMPK04000045
Formula
C44H74O11
Exact Mass
Calculate m/z
778.523115
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Macrolides and lactone polyketides [PK04]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Burkholderia gladioli (#28095)
Betaproteobacteria (#28216)
Discovery and Biosynthesis of Gladiolin: A Burkholderia gladioli Antibiotic with Promising Activity against Mycobacterium tuberculosis.,
J Am Chem Soc, 2017
Pubmed ID: 28528545

String Representations

InChiKey (Click to copy)
YDAASCQXIKRLNG-RYVJNYSNSA-N
InChi (Click to copy)
InChI=1S/C44H74O11/c1-30(17-12-8-7-9-14-19-35(45)25-31(2)23-24-43(51)52)26-39(48)34(5)42-27-36(46)20-16-22-37(54-6)21-15-11-10-13-18-32(3)38(47)28-40(49)33(4)41(50)29-44(53)55-42/h7-11,13-15,26,31-42,45-50H,12,16-25,27-29H2,1-6H3,(H,51,52)/b8-7+,13-10+,14-9+,15-11-,30-26+/t31?,32-,33-,34+,35?,36+,37+,38-,39+,40+,41+,42-/m0/s1
SMILES (Click to copy)
C(CCC(C)CC(O)C/C=C/C=C/CC/C(/C)=C/[C@@H](O)[C@@H](C)[C@@H]1C[C@H](O)CCC[C@H](OC)CC=CC=CC[C@@H]([C@H](C[C@@H](O)[C@H](C)[C@@H](CC(O1)=O)O)O)C)(=O)O

Other Databases

PubChem CID
145998426

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 1
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 835.61
Topological Polar Surface Area 196.28
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 11
logP 8.64
Molar Refractivity 220.06

Admin

Created at
13th May 2021
Updated at
13th May 2021