Structure Database (LMSD)

OH H OH N H O O O
Common Name
Cytochalasin B
Systematic Name
Synonyms
LM ID
LMPK11000002
Formula
C29H37NO5
Exact Mass
Calculate m/z
479.267174
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)
GBOGMAARMMDZGR-TYHYBEHESA-N
InChi (Click to copy)
InChI=1S/C29H37NO5/c1-18-9-7-13-22(31)15-16-25(32)35-29-23(14-8-10-18)27(33)20(3)19(2)26(29)24(30-28(29)34)17-21-11-5-4-6-12-21/h4-6,8,11-12,14-16,18-19,22-24,26-27,31,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)/b14-8+,16-15+/t18-,19-,22-,23+,24+,26+,27-,29-/m1/s1
SMILES (Click to copy)
[C@@H]1(C)C(=C)[C@@H](O)[C@@H]2C=CC[C@H](C)CCC[C@@H](O)C=CC(=O)O[C@@]32C(=O)N[C@@H](CC2C=CC=CC=2)[C@]13[H]

References

Reference
The Journal of Cell Biology, Vol 92, 69-78, 1982

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pyrenophora dematioidea (#139229)
Dothideomycetes (#147541)
No citation found

Other Databases

Wikipedia
Cytochalasin_B
CHEBI ID
23527
PubChem CID
5311281
Cayman ID
11328
PDB ID
5RH
GuidePharm ID
5334

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings 1
Rotatable Bonds 2
Van der Waals Molecular Volume 483.75
Topological Polar Surface Area 97.93
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 4.64
Molar Refractivity 136.16

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Created at
-
Updated at
22nd Jul 2022