Structure Database (LMSD)

H H H HO H O N H O
Common Name
Cytochalasin J3
Systematic Name
Synonyms
LM ID
LMPK11000005
Formula
C28H35NO3
Exact Mass
Calculate m/z
433.261694
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)
WSPVFJOMQYINNH-ZTKWOVAKSA-N
InChi (Click to copy)
InChI=1S/C28H35NO3/c1-14-10-15(2)19-13-22(30)28-24(20(29-27(28)31)12-18-8-6-5-7-9-18)16(3)17(4)26-25(28)23(19)21(11-14)32-26/h5-10,14,16,19-26,30H,4,11-13H2,1-3H3,(H,29,31)/t14-,16-,19+,20+,21-,22+,23?,24+,25+,26-,28-/m1/s1
SMILES (Click to copy)
[C@@H]1(C)C(=C)[C@H]2O[C@]3([H])C[C@H](C)C=C(C)[C@]4([H])C[C@H](O)[C@]5(C(=O)N[C@@H](CC6C=CC=CC=6)[C@]15[H])[C@@]2([H])C43

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
171120005

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 6
Aromatic Rings 1
Rotatable Bonds 2
Van der Waals Molecular Volume 429.43
Topological Polar Surface Area 60.63
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 5.05
Molar Refractivity 125.64

Admin

Created at
28th Jul 2020
Updated at
7th Feb 2021