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:31178 - aklanonic acid
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
aklanonic acid
ChEBI ID
CHEBI:31178
Definition
An anthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 4 and 5, a carboxymethyl group at position 2 and a 3-oxopentanoyl group at position 3.
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
C21H16O8
Net Charge
0
Average Mass
396.34690
Monoisotopic Mass
396.08452
InChI
InChI=1S/C21H16O8/c1-
2-
10(22)
8-
14(24)
16-
9(7-
15(25)
26)
6-
12-
18(20(16)
28)
21(29)
17-
11(19(12)
27)
4-
3-
5-
13(17)
23/h3-
6,23,28H,2,7-
8H2,1H3,(H,25,26)
InChIKey
OSKHFTHBEFJNCM-UHFFFAOYSA-N
SMILES
CCC(=O)CC(=O)c1c(O)c2C(=O)c3c(O)cccc3C(=O)c2cc1CC(O)=O
Roles Classification
Chemical Role
(s):
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
aklanonic acid (
CHEBI:31178
)
is a
dihydroxyanthraquinone (
CHEBI:37484
)
aklanonic acid (
CHEBI:31178
)
is a
oxo monocarboxylic acid (
CHEBI:35871
)
aklanonic acid (
CHEBI:31178
)
is a
polyphenol (
CHEBI:26195
)
aklanonic acid (
CHEBI:31178
)
is conjugate acid of
aklanonate (
CHEBI:75309
)
Incoming
methyl aklanonate (
CHEBI:75311
)
has functional parent
aklanonic acid (
CHEBI:31178
)
aklanonate (
CHEBI:75309
)
is conjugate base of
aklanonic acid (
CHEBI:31178
)
IUPAC Name
[4,5-dihydroxy-9,10-dioxo-3-(3-oxopentanoyl)-9,10-dihydroanthracen-2-yl]acetic acid
Synonym
Source
9,10-dioxo-9,10-dihydro-4,5-dihydroxy-3-(1-hydroxy-3-oxo-1-pentenyl)-2-anthraceneacetic acid
ChemIDplus
Manual Xrefs
Databases
C00017707
KNApSAcK
C12421
KEGG COMPOUND
View more database links
Registry Numbers
Types
Sources
8520433
Reaxys Registry Number
Reaxys
91432-47-2
CAS Registry Number
ChemIDplus
Citations
Types
Sources
3464736
PubMed citation
Europe PMC
3862658
PubMed citation
Europe PMC
9098068
PubMed citation
Europe PMC
Last Modified
14 June 2016