Structure Database (LMSD)

Common Name
9-epiSacrolide A
Systematic Name
12-oxo-9S-hydroxy-10E,15Z-octadecadien-13R-olide
Synonyms
  • (10S,11E,14R)-10-hydroxy-14-[(Z)-pent-2-enyl]-1-oxacyclotetradec-11-ene-2,13-dione
LM ID
LMFA07040155
Formula
C18H28O4
Exact Mass
Calculate m/z
308.19876
Sum Composition
FA 18:4;O2
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty esters [FA07]
Lactones [FA0704]

Biological Context

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Aphanothece sacrum (#1122)
Cyanophyceae (#3028117)
Two new sacrolide-class oxylipins from the edible cyanobacterium Aphanothece sacrum.,
J Antibiot (Tokyo), 2017
Pubmed ID: 28270686

String Representations

InChiKey (Click to copy)
UYLKXNMQPMQPNW-JAYJKSFCSA-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+/m0/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
132571557
NP-MRD ID(NMR)
NP0172081

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

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Created at
29th Oct 2021
Updated at
29th Oct 2021