Structure Database (LMSD)

H HO HO H OH N H O
Common Name
Cytochalasin J
Systematic Name
Synonyms
LM ID
LMPK11000012
Formula
C28H37NO4
Exact Mass
Calculate m/z
451.272259
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)
UKQNIEMKORIOQM-RPSWBRMKSA-N
InChi (Click to copy)
InChI=1S/C28H37NO4/c1-17-9-8-12-21-25(31)19(3)18(2)24-22(15-20-10-6-5-7-11-20)29-26(32)28(21,24)23(30)13-14-27(4,33)16-17/h5-8,10-14,17-18,21-25,30-31,33H,3,9,15-16H2,1-2,4H3,(H,29,32)/b12-8+,14-13+/t17-,18+,21-,22-,23+,24-,25+,27-,28+/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)O)O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Phomopsis sp. (#1715245)
Sordariomycetes (#147550)
Cytochalasins from an Australian Marine Sediment-Derived Phomopsis sp. (CMB-M0042F): Acid-Mediated Intramolecular Cycloadditions Enhance Chemical Diversity.,
J Org Chem, 2017
Pubmed ID: 28831797

Other Databases

PubChem CID
13892278
Cayman ID
18443

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings 1
Rotatable Bonds 2
Van der Waals Molecular Volume 460.30
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 4.31
Molar Refractivity 131.16

Admin

Created at
28th Jul 2020
Updated at
2nd Apr 2024