Structure Database (LMSD)
Common Name
asukamycin
Systematic Name
(2E,4E,6E)-7-cyclohexyl-N-[(1S,5S,6R)-5-hydroxy-5-{(1E,3E,5E)-7-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)amino]-7-oxohepta-1,3,5-trien-1-yl}-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]hepta-2,4,6-trienamide
Synonyms
- AM 1042
- Asukamycin
- asukamycin A1
3D model of asukamycin
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
SSHVAUUEPNULMP-JHWDTTIQSA-N
InChi (Click to copy)
InChI=1S/C31H34N2O7/c34-23-17-18-24(35)27(23)33-26(37)16-10-3-4-11-19-31(39)20-22(28(38)29-30(31)40-29)32-25(36)15-9-2-1-6-12-21-13-7-5-8-14-21/h1-4,6,9-12,15-16,19-21,29-30,34,39H,5,7-8,13-14,17-18H2,(H,32,36)(H,33,37)/b2-1+,4-3+,12-6+,15-9+,16-10+,19-11+/t29-,30-,31+/m1/s1
SMILES (Click to copy)
C1(=O)C(NC(=O)/C=C/C=C/C=C/C2CCCCC2)=C[C@@](O)(/C=C/C=C/C=C/C(=O)NC2C(=O)CCC=2O)[C@@H]2O[C@H]12
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Streptomyces nodosus subsp. asukaensis
(#222892)
Actinomycetia
(#1760)
Antitumor activity of asukamycin, a secondary metabolite from the actinomycete bacterium Streptomyces nodosus subspecies asukaensis.,
Int J Mol Med, 2009
Int J Mol Med, 2009
Pubmed ID:
19787206
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
40
Rings
4
Aromatic Rings
0
Rotatable Bonds
10
Van der Waals Molecular Volume
547.27
Topological Polar Surface Area
145.33
Hydrogen Bond Donors
4
Hydrogen Bond Acceptors
9
logP
4.09
Molar Refractivity
149.83
Admin
Created at
-
Updated at
19th Sep 2023