Structure Database (LMSD)

H O HO O OH H N H O
Common Name
Cytochalasin H
Systematic Name
Synonyms
LM ID
LMPK11000013
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-OWTACEMYSA-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@@H]1(C)C(=C)[C@@H](O)[C@]2([H])C=CC[C@H](C)C[C@](O)(C)C=C[C@@H](OC(C)=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
13892272
Cayman ID
18434

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

Admin

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