Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:65911 - FR177391
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
FR177391
ChEBI ID
CHEBI:65911
Definition
A 14-membered macrolide isolated from the
Serratia liquefaciens
and exhibits anti-hyperlipidemic activity.
Stars
This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
Formula
C23H31ClO8
Net Charge
0
Average Mass
470.94000
Monoisotopic Mass
470.17075
InChI
InChI=1S/C23H31ClO8/c1-
13(10-
21(27)
28)
9-
18(26)
23-
20-
11-
17(31-
23)
8-
7-
16(24)
6-
4-
5-
14(2)
19(30-
15(3)
25)
12-
22(29)
32-
20/h5-
6,9,17-
20,23,26H,4,7-
8,10-
12H2,1-
3H3,(H,27,28)
/b13-
9+,14-
5-
,16-
6-
/t17-
,18-
,19-
,20-
,23-
/m1/s1
InChIKey
OAWOFENLLWPBEQ-VXLXENEISA-N
SMILES
[H][C@@]1(O[C@@H]2CC\C(Cl)=C\C\C=C(C)/[C@@H](CC(=O)O[C@@H]1C2)OC(C)=O)[C@H](O)\C=C(/C)CC(O)=O
Metabolite of Species
Details
Serratia liquefaciens
(NCBI:txid614)
of strain 1821 See:
PubMed
Roles Classification
Chemical Role
(s):
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application
(s):
antilipemic drug
A substance used to treat hyperlipidemia (an excess of lipids in the blood).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
FR177391 (
CHEBI:65911
)
has role
antilipemic drug (
CHEBI:35679
)
FR177391 (
CHEBI:65911
)
has role
metabolite (
CHEBI:25212
)
FR177391 (
CHEBI:65911
)
is a
acetate ester (
CHEBI:47622
)
FR177391 (
CHEBI:65911
)
is a
bridged compound (
CHEBI:35990
)
FR177391 (
CHEBI:65911
)
is a
cyclic ether (
CHEBI:37407
)
FR177391 (
CHEBI:65911
)
is a
hydroxy monocarboxylic acid (
CHEBI:35868
)
FR177391 (
CHEBI:65911
)
is a
macrolide (
CHEBI:25106
)
FR177391 (
CHEBI:65911
)
is a
organic heterobicyclic compound (
CHEBI:27171
)
FR177391 (
CHEBI:65911
)
is a
organochlorine compound (
CHEBI:36683
)
FR177391 (
CHEBI:65911
)
is a
secondary alcohol (
CHEBI:35681
)
IUPAC Name
(3
E
,5
R
)-
5-
[(1
R
,5
R
,6
Z
,9
Z
,13
R
,15
R
)-
5-
(acetyloxy)-
10-
chloro-
6-
methyl-
3-
oxo-
2,14-
dioxabicyclo[11.2.1]hexadeca-
6,9-
dien-
15-
yl]-
5-
hydroxy-
3-
methylpent-
3-
enoic acid
Citations
Types
Sources
16392679
PubMed citation
Europe PMC
16392680
PubMed citation
Europe PMC
16392681
PubMed citation
Europe PMC
16392682
PubMed citation
Europe PMC
Last Modified
28 January 2013