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:73158 - sirtinol
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
sirtinol
ChEBI ID
CHEBI:73158
Definition
A benzamide obtained by formal condensation of the carboxy group of 2-{[(2-hydroxy-1-naphthyl)methylene]amino}benzoic acid with the amino group of 1-phenylethylamine.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
Johnny Lloyd
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
C26H22N2O2
Net Charge
0
Average Mass
394.46510
Monoisotopic Mass
394.16813
InChI
InChI=1S/C26H22N2O2/c1-
18(19-
9-
3-
2-
4-
10-
19)
28-
26(30)
22-
13-
7-
8-
14-
24(22)
27-
17-
23-
21-
12-
6-
5-
11-
20(21)
15-
16-
25(23)
29/h2-
18,29H,1H3,(H,28,30)
InChIKey
UXJFDYIHRJGPFS-UHFFFAOYSA-N
SMILES
[H]C(=Nc1ccccc1C(=O)NC(C)c1ccccc1)c1c(O)ccc2ccccc12
Roles Classification
Biological Role
(s):
EC 3.5.1.98 (histone deacetylase) inhibitor
An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the function of histone deacetylase (EC 3.5.1.98).
Sir2 inhibitor
An EC 3.5.1.98 (histone deacetylase) inhibitor that interferes with the action of Sir2.
Application
(s):
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
sirtinol (
CHEBI:73158
)
has functional parent
anthranilic acid (
CHEBI:30754
)
sirtinol (
CHEBI:73158
)
has role
anti-inflammatory agent (
CHEBI:67079
)
sirtinol (
CHEBI:73158
)
has role
EC 3.5.1.98 (histone deacetylase) inhibitor (
CHEBI:61115
)
sirtinol (
CHEBI:73158
)
has role
Sir2 inhibitor (
CHEBI:71181
)
sirtinol (
CHEBI:73158
)
is a
aldimine (
CHEBI:33271
)
sirtinol (
CHEBI:73158
)
is a
benzamides (
CHEBI:22702
)
sirtinol (
CHEBI:73158
)
is a
naphthols (
CHEBI:25392
)
IUPAC Name
2-{[(2-hydroxy-1-naphthyl)methylene]amino}-
N
-(1-phenylethyl)benzamide
Manual Xrefs
Databases
US2008200489
Patent
US2009137681
Patent
View more database links
Registry Number
Type
Source
15029840
Reaxys Registry Number
Reaxys
Citations
Types
Sources
20595232
PubMed citation
Europe PMC
22155142
PubMed citation
Europe PMC
22322739
PubMed citation
Europe PMC
22495798
PubMed citation
Europe PMC
22669716
PubMed citation
Europe PMC
22751989
PubMed citation
Europe PMC
22980088
PubMed citation
Europe PMC
23416120
PubMed citation
Europe PMC
23422569
PubMed citation
Europe PMC
23474493
PubMed citation
Europe PMC
23511141
PubMed citation
Europe PMC
23562377
PubMed citation
Europe PMC
Last Modified
03 June 2014