Structure Database (LMSD)

Common Name
epothilone D
Systematic Name
Synonyms
LM ID
LMPK04000001
Formula
C27H41NO5S
Exact Mass
Calculate m/z
491.270546
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Macrolides and lactone polyketides [PK04]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Sorangium cellulosum (#56)
Epothilones, a new class of microtubule-stabilizing agents with a taxol-like mechanism of action.,
Cancer Res, 1995
Pubmed ID: 7757983

String Representations

InChiKey (Click to copy)
XOZIUKBZLSUILX-GIQCAXHBSA-N
InChi (Click to copy)
InChI=1S/C27H41NO5S/c1-16-9-8-10-17(2)25(31)19(4)26(32)27(6,7)23(29)14-24(30)33-22(12-11-16)18(3)13-21-15-34-20(5)28-21/h11,13,15,17,19,22-23,25,29,31H,8-10,12,14H2,1-7H3/b16-11-,18-13+/t17-,19+,22-,23-,25-/m0/s1
SMILES (Click to copy)
C1(C)CCC[C@H](C)[C@H](O)[C@@H](C)C(=O)C(C)(C)[C@@H](O)CC(=O)O[C@H](/C(/C)=C/C2N=C(C)SC=2)CC=1

Other Databases

Wikipedia
epothilone_D
KEGG ID
C12039
CHEBI ID
29579
PubChem CID
447865
Cayman ID
18765
PDB ID
EPD

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 2
Aromatic Rings 1
Rotatable Bonds 2
Van der Waals Molecular Volume 497.66
Topological Polar Surface Area 98.79
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 6
logP 6.13
Molar Refractivity 137.89

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Created at
-
Updated at
19th Sep 2023