Structure Database (LMSD)

H OH O O OH H N H O
Common Name
Cytochalasin H
Systematic Name
Synonyms
LM ID
LMPK11000007
Formula
C30H39NO5
Exact Mass
Calculate m/z
493.282824
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)
NAEWXXDGBKTIMN-DNIQSDAFSA-N
InChi (Click to copy)
InChI=1S/C30H39NO5/c1-18-10-9-13-23-27(33)20(3)19(2)26-24(16-22-11-7-6-8-12-22)31-28(34)30(23,26)25(36-21(4)32)14-15-29(5,35)17-18/h6-9,11-15,18-19,23-27,33,35H,3,10,16-17H2,1-2,4-5H3,(H,31,34)/b13-9+,15-14+/t18-,19+,23-,24-,25-,26-,27+,29-,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)(C1)O)OC(=O)C)O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Diaporthe longicolla (#54899)
Sordariomycetes (#147550)
Six new 10-pheynl-[11]cytochalasans, cytochalasins N - S from phomopsis SP.,
Tetrahedron, 1989

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 4
Aromatic Rings 1
Rotatable Bonds 4
Van der Waals Molecular Volume 501.05
Topological Polar Surface Area 95.86
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 4.88
Molar Refractivity 140.70

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