Structure Database (LMSD)

H O O O OH H N H O
Common Name
Cytochalasin H1
Systematic Name
Synonyms
LM ID
LMPK11000009
Formula
C31H41NO5
Exact Mass
Calculate m/z
507.298474
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)
WWRGSXNVSSJVGN-HGXVHBSISA-N
InChi (Click to copy)
InChI=1S/C31H41NO5/c1-19-11-10-14-24-28(34)21(3)20(2)27-25(17-23-12-8-7-9-13-23)32-29(35)31(24,27)26(37-22(4)33)15-16-30(5,18-19)36-6/h7-10,12-16,19-20,24-28,34H,3,11,17-18H2,1-2,4-6H3,(H,32,35)/b14-10+,16-15+/t19-,20+,24-,25-,26+,27-,28+,30-,31+/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)(OC)C=C[C@@H](OC(=O)C)[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
171120002

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 4
Aromatic Rings 1
Rotatable Bonds 5
Van der Waals Molecular Volume 518.35
Topological Polar Surface Area 84.86
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 6
logP 5.54
Molar Refractivity 145.49

Admin

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