Structure Database (LMSD)

Common Name
U-106305
Systematic Name
(E)-N-Isobutyl-3-[2α-[2α-[2α-[2α-[2α-[(E)-2-(2α-methylcyclopropan-1β-yl)vinyl]cyclopropan-1β-yl]cyclopropan-1β-yl]cyclopropan-1β-yl]cyclopropan-1β-yl]cyclopropan-1β-yl]propenamide
Synonyms
LM ID
LMPK01000063
Formula
C28H41NO
Exact Mass
Calculate m/z
407.318814
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Linear polyketides [PK01]

String Representations

InChiKey (Click to copy)
SZYJBOHZBFNTMP-YPHXIUFTSA-N
InChi (Click to copy)
InChI=1S/C28H41NO/c1-15(2)14-29-28(30)7-6-19-10-21(19)23-12-25(23)27-13-26(27)24-11-22(24)20-9-18(20)5-4-17-8-16(17)3/h4-7,15-27H,8-14H2,1-3H3,(H,29,30)/b5-4+,7-6+/t16-,17-,18-,19-,20-,21-,22+,23+,24-,25-,26+,27+/m1/s1
SMILES (Click to copy)
N(C(=O)/C=C/[C@@H]1C[C@H]1[C@H]1[C@H]([C@H]2[C@H]([C@H]3[C@H]([C@H]4[C@H](/C=C/[C@H]5[C@H](C)C5)C4)C3)C2)C1)CC(C)C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Streptomyces sp. (#1931)
Actinomycetes (#1760)
Total Synthesis and Stereochemical Assignment of the Quinquecyclopropane-Containing Cholesteryl Ester Transfer Protein Inhibitor U-106305,
J Am Chem Soc, 1995

Other Databases

PubChem CID
10669141

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 6
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 430.67
Topological Polar Surface Area 29.10
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 5.99
Molar Refractivity 121.87

Admin

Created at
7th Jul 2022
Updated at
7th Jul 2022