Structure Database (LMSD)

Common Name
Etnangien
Systematic Name
Synonyms
LM ID
LMPK04000046
Formula
C49H76O11
Exact Mass
Calculate m/z
840.538765
Status
Curated
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
Sorangium cellulosum (#56)
Stereochemical determination and complex biosynthetic assembly of etnangien, a highly potent RNA polymerase inhibitor from the myxobacterium Sorangium cellulosum.,
J Am Chem Soc, 2008
Pubmed ID: 18826315

String Representations

InChiKey (Click to copy)
VHPBIOVAVQXSJO-DLGDGFEOSA-N
InChi (Click to copy)
InChI=1S/C49H76O11/c1-34(22-17-13-11-9-8-10-12-14-19-24-40(50)30-35(2)28-29-46(54)55)31-43(52)37(4)45-32-41(51)25-21-27-42(59-7)26-20-16-15-18-23-36(3)48(57)39(6)49(58)38(5)44(53)33-47(56)60-45/h8-20,22,30-31,36-45,48-53,57-58H,21,23-29,32-33H2,1-7H3,(H,54,55)/b9-8+,12-10+,13-11+,18-15+,19-14+,20-16-,22-17+,34-31+,35-30+/t36-,37+,38+,39-,40-,41+,42+,43+,44+,45-,48+,49-/m0/s1
SMILES (Click to copy)
C(=C(/C)\CCC(=O)O)/[C@@H](O)C/C=C/C=C/C=C/C=C/C=C/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@H](C)[C@@H](O)[C@H](C)[C@@H](CC(O1)=O)O)O)C

Other Databases

CHEBI ID
65868
PubChem CID
25129429

Calculated Physicochemical Properties

Heavy Atoms 60
Rings 1
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 911.55
Topological Polar Surface Area 196.28
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 11
logP 9.70
Molar Refractivity 242.77

Admin

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