Structure Database (LMSD)

H O O H OH N H O
Common Name
Longichalasin B
Systematic Name
Synonyms
LM ID
LMPK11000006
Formula
C30H37NO4
Exact Mass
Calculate m/z
475.272259
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Cytochalasins [PK11]

String Representations

InChiKey (Click to copy)
GGQJVEJLGIJFPD-AONOITRRSA-N
InChi (Click to copy)
InChI=1S/C30H37NO4/c1-18-10-9-13-24-28(33)21(4)20(3)27-25(17-23-11-7-6-8-12-23)31-29(34)30(24,27)26(35-22(5)32)15-14-19(2)16-18/h6-9,11-16,18,20,24-28,33H,4,10,17H2,1-3,5H3,(H,31,34)/b13-9+,15-14+,19-16-/t18-,20+,24-,25-,26-,27-,28+,30+/m0/s1
SMILES (Click to copy)
C[C@H]1C/C=C/[C@H]2[C@@H](C(=C)[C@@H](C)[C@H]3[C@H](Cc4ccccc4)N=C([C@@]23[C@H](/C=C/C(=C\1)/C)OC(=O)C)O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Diaporthe longicolla (#54899)
Sordariomycetes (#147550)
Bioactive Metabolites from the Deep-Sea-Derived Fungus Diaporthe longicolla FS429.,
Mar Drugs, 2020
Pubmed ID: 32717916

Other Databases

PubChem CID
171120464

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings 1
Rotatable Bonds 4
Van der Waals Molecular Volume 489.62
Topological Polar Surface Area 75.63
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 5.40
Molar Refractivity 138.71

Admin

Created at
28th Jul 2020
Updated at
8th Feb 2021