Structure Database (LMSD)

H HO H OH N H O
Common Name
Cytochalasin J2
Systematic Name
Synonyms
LM ID
LMPK11000010
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)
CZABEFNJKKLRKT-ZCTQIHNESA-N
InChi (Click to copy)
InChI=1S/C28H35NO3/c1-17-9-8-12-22-26(31)20(4)19(3)25-23(16-21-10-6-5-7-11-21)29-27(32)28(22,25)24(30)14-13-18(2)15-17/h5-8,10-15,17,19,22-26,30-31H,4,9,16H2,1-3H3,(H,29,32)/b12-8+,14-13+,18-15-/t17-,19+,22-,23-,24+,25-,26+,28+/m0/s1
SMILES (Click to copy)
[C@@H]1(C)C(=C)[C@@H](O)[C@]2([H])C=CC[C@H](C)C=C(C)C=C[C@@H](O)[C@@]32C(=O)N[C@@H](CC2C=CC=CC=2)[C@]13[H]

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
139591401

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings 1
Rotatable Bonds 2
Van der Waals Molecular Volume 448.87
Topological Polar Surface Area 69.56
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 4.83
Molar Refractivity 129.16

Admin

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