Structure Database (LMSD)
Common Name
Sacrolide A
Systematic Name
12-oxo-9R-hydroxy-10E,15Z-octadecadien-13R-olide
Synonyms
- (10R,11E,14R)-10-hydroxy-14-[(Z)-pent-2-enyl]-1-oxacyclotetradec-11-ene-2,13-dione
LM ID
LMFA07040154
Formula
Exact Mass
Calculate m/z
308.19876
Sum Composition
Status
Curated
3D model of Sacrolide A
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Aphanothece sacrum
(#1122)
Cyanophyceae
(#3028117)
Sacrolide A, a new antimicrobial and cytotoxic oxylipin macrolide from the edible cyanobacterium Aphanothece sacrum.,
Beilstein J Org Chem, 2014
Beilstein J Org Chem, 2014
Pubmed ID:
25161741
DOI:
10.3762/bjoc.10.190
String Representations
InChiKey (Click to copy)
UYLKXNMQPMQPNW-USYDTVFMSA-N
InChi (Click to copy)
InChI=1S/C18H28O4/c1-2-3-7-11-17-16(20)14-13-15(19)10-8-5-4-6-9-12-18(21)22-17/h3,7,13-15,17,19H,2,4-6,8-12H2,1H3/b7-3-,14-13+/t15-,17-/m1/s1
SMILES (Click to copy)
CC/C=C\C[C@@H]1C(=O)/C=C/[C@@H](CCCCCCCC(=O)O1)O
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
22
Rings
1
Aromatic Rings
0
Rotatable Bonds
3
Van der Waals Molecular Volume
332.20
Topological Polar Surface Area
65.67
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
4
logP
4.06
Molar Refractivity
87.42
Admin
Created at
29th Oct 2021
Updated at
29th Oct 2021